CA2116658C - Surfactants used as contact lens processing aids - Google Patents
Surfactants used as contact lens processing aidsInfo
- Publication number
- CA2116658C CA2116658C CA002116658A CA2116658A CA2116658C CA 2116658 C CA2116658 C CA 2116658C CA 002116658 A CA002116658 A CA 002116658A CA 2116658 A CA2116658 A CA 2116658A CA 2116658 C CA2116658 C CA 2116658C
- Authority
- CA
- Canada
- Prior art keywords
- bath
- surfactant
- lenses
- degrees
- lens
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29D—PRODUCING PARTICULAR ARTICLES FROM PLASTICS OR FROM SUBSTANCES IN A PLASTIC STATE
- B29D11/00—Producing optical elements, e.g. lenses or prisms
- B29D11/00009—Production of simple or compound lenses
- B29D11/00038—Production of contact lenses
- B29D11/00125—Auxiliary operations, e.g. removing oxygen from the mould, conveying moulds from a storage to the production line in an inert atmosphere
- B29D11/00192—Demoulding, e.g. separating lenses from mould halves
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C33/00—Moulds or cores; Details thereof or accessories therefor
- B29C33/56—Coatings, e.g. enameled or galvanised; Releasing, lubricating or separating agents
- B29C33/60—Releasing, lubricating or separating agents
- B29C33/62—Releasing, lubricating or separating agents based on polymers or oligomers
Abstract
An improved method for manufacturing hydrophilic polymeric devices wherein surfactants are added to the hydration bath to assist in the mold release and processing of hydrophilic polymeric devices, especially hydrophilic contact lenses.
Description
~ 93/04834 _ 1 PCr/US92/07459 2 1 1 66~8 FTT T n OF T~T` INVE~TION
The present invention relates to the use of surfactants in a hydration bath to assist in the proc~sin~ of hydrophilic polymeric devices, ~pec~ ly hydrophilic contact lenses.
BAcK(7~ouN U
Soft contact lenses are ~.d~ced by a number of methods including static cast molding, spincasting, lathing and combinations of casting and lathing. A
critical step in the production of lenses using molds is releasing the lens from the mold without damaging the lens. One method of lens release is to hydrAte the lens. The lens-in-mold assembly is placed in a hydration tank filled with water. The water is usually heated.
Often hydration alone does not release the lenses from the molds. The lenses must then be gently removed from molds by hand. Such hand-assisted lens removal increases the 1 ikl ihrod of lens damage. These damaged lenses often fail the " l_e~l r,L guality inspections due to tearing, nicks, or other surface defects which occur as the lenses are released from the molds. One surface defect which is prevalent and which is commonly WO 93/04834 PCr/US92/074 - 2 - ~i 21 t 6658 measured is known as the POM (piece of material) defect. This defect occurs as a result of excess polymer debris adhering to the lens. In essence, the POM defect causes ~n irregular surface on the lens due to an additional piece of material adhering to the len&.
A method of improving the release rate and decrea6ing the ; n~ pn~e of POM defect by racilitating the release of spincast and castmolded lenses which, in turn, would 8iqnif ic~ntly increase the useable lens yield for such lenses, is not known. This invention a~dL-~:ses the problem of undesirably low ~ yields of contact lenses during hydration release.
I~Y OF T~E ~ h ~I ~ n ~ _ The present invention relates to the discovery that the addition of surfactants into the aqueous hydration bath at specified Cu..~ -LLations, facilitates the release of lenses from molds. The present invention relates to an i, uv~d method for r~le~;ng hydrophilic polymeric devices from plastic molds in aqueous hydration baths the i LU~ L of which comprises the addition of a :~uLrau~ _ to an ~queous bath in an amount suf f icient to achieve a -~ 3 ~ 2~ 1:66~
surfactant cu..c~nlLation of from 0.1 wt. % to 10 wt. %. The pre6ent invention further reduces or eli~ninates the i nrid~nre of the POr~ defect on contact lenses. The resulting new aqueous hydration bath compositions comprising the surfactants, result in a surprisingly superior method of lens release.
It was disc u ~ ~ ed that the len6 yield was drastically i vved when surfactants were incc ,~olated in the hydration bath. This increased yield is due to both; OVe:d lens release and to reduction of POM defects. The PnhAnrPd level of lens release from the molds obviates the need to manually assist lens removal from the mold upon hydration. Eliminating the need for manual assistance eliminates lens damage which commonly occurs during manual lens removal. The cosmetic yield, or the number of acceptable lenses without nicks, tears, POM or other cosmetic defects therefore; uv~d over the usual yield.
nr'r~T~ r. ~T~ Ol~l OF 'rT~P .LNV~
The hydration bath of the present invention comprises an agueous solution of at least one surfactant. Suitable 6urfactants include any material which reduces the surface tension of water.
WO 93/04834 PCI`/US92/07 21 1 6658 - 4 - 4~
The ef~ective surfactants are those which may be in~.uL~urc,ted into the aqueous hydration bath.
PL~ L.d surfactants are polymeric materials that have hydrophobic and hydrophilic portions. Such polymeric surfactants include polyoxyethylene lauryl ethers, polyc,..y~Ll,ylene nonylphenyl etherD, polyoYyethylene ~;orbitan lDate6, polyu,Ly~:~hylene sorbitan ~ rate5, polyu.,y~t~ly1ene 60rbitan "~1 m; tates, polyoxyethylene stearyl ethers, and their polyuAy~L.,~ylene analogs. ûther surfactants found to be effective are the pol~Y~m~nDR, dioctyl sodium Dulfo-succinate, and polyvinyl alcohol.
The mold materials used for the spincasting or static cast molding may be one piece or more. If two part molds are used, each mold part may be made of a different composition with the molded polymeric device pre~erentially adhering to one of the mold parts. The mold parts may be made from any plastic conventionally used to mold hydrophilic polymeric devices. Preferred plastic materials are polyethylene, polypropylene, polyDl~yL~lle~ polyvinyl chloride, copolymers thereof, nitrile resin6, and with polyvinyl chloride being the most preferred mold material to which the molded hydrophilic polymeric device adheres.
~93/04834 PCI/US92/07459 2 t 1 ~ 6 5 8 The contemplated hydrophilic polymeric material used in the mold to make the hydrophilic polymeric devices are any hydrogels, fiilicone-containing hydrogels, urethane prepolymers, ethylenically terminated polysiloxane prepolymers and other hydrophilic polymers some o~ which are the subject o~ commonly Acciqn~d U.S. Patent No. 5,034,461, issued July 23, 1991.
The optimal c.,.~ce..LL~tions of the surfactants used depend upon the temperature of the hydration bath and the amount of time that the lens-in-mold piece is allowed to be exposed to the hydration bath. Use of various surfactants at elevated temperatures, generally those above 98 degrees C
have experimentally been c.~eL v~d to cloud the hydration bath which makes retrieval of the released lenses from the hydration bath more complicated.
me contemplated co~..ie..LLation of surfactants in the aqueous hydration baths ranges f rom about 0 .1 wt % to about 10 wt %, with the preferred co~.~m:..LLation ranging from about 0.25 wt % to about 10.0 wt %, ~nd with a 0.5 wt % .;.IlC~..LLation being most pL~afelL-3d when the bath t~ ~ at4L~: is 40 degrees C. The contemplated hydration bath t , -- aL uLes range from about 30 degrees C. to about 100 degrees C., with the preferred t~ , aL4L~
W093/04834 _ 6 PCI/US92/074j~
- 2l 1 6658 ranging from about 35 degrees C. to about 80 degrees C, and with 40 degrees C. being the most preferred operating t~ ~u~
The surfactant used in the present invention m~y be selected from the group of polyoxyethylene lauryl ether6, polyu~y~ulylene nonylphenyl etheræ, polyoxyethylene sorbitan monooleates, polyu,Lyt UIylene sorbitan -1 allrates~
polyoxyethylene sorbitan palmitates, polyoxyethylene 6tearyl ethers, and their PO1YUAY~ u~ylene analogs, dioctyl sodium sulfo~ in~te and polyvinyl alcohol, with polyu,.y~Ll,ylene sorbitan monooleate being most pref erred .
It i~; contemplated that the mold r~ i nq hydration bath of the present invention will aE;sist in the release of cast hydrophilic polymers from molds made from polyethylene, polypropylene and polyvinyl chloride, copolymers thereof, nitrile resins such as Barex (BP Chemicals) which are described in U.S. Patent No. 3,426,102. ûther resins as are known in the field may also be used as the mold material, such as the nitriles and nitrile resins ~ome of which ~re the subject of co-pending and commonly A~lgne~l U.S. Serial No. 618,448 filed ~lo~ -r 27, lg90. The hydrophilic polymeric device being released from the mold may be any device which 93/04834 PCI`/US92/07459 ~) - 7 -can be static cast molded or spin cast molded, but is preferably a contact lens.
While this invention has been described with particular reference to contact lenses, the method of this invention is useful in forming a whole variety of shaped articles used in b~ ;CA1 applications. Such articles include dialyzer di~phragms, artiricial kidneys and other i l;~ntc (see U.S. Patent Nos. 2,976,576 and 3,220,960), therapeutic b~n~ ec (U.S. Patent No. 3,428,043), surgical devices such as heart valves, vessel ~ubstitutes, interuterine devices, ~ .es and other films, catheters, mouth guards, and denture liners (U.S. Patent Nos. 3,520,949 and 3,618,231), and ophthalmic prosthese_ (U. S . Patent No. 3,679,504). Particularly preferred shaped articles for the purposes of this invention are contact lenses and preforms wherein one surface of the lens is formed in the molding process.
The following examples serve only to further illustrate aspects of the present invention and should not be construed as limiting the invention.
WO 93/04834 PCr/US92/07 - 8 - 4~j~
-2-t ~ 66~8 ~YPT.Fq Surfactant c~".ce..~Lation, bath t~ aLuL~ and hydration time were the factors 6tudied. Number of lenses di6playing PON when viewed through an optical comparator at lOx magnlfication, and total ~ ' ic yield were the - -~ .d l,eo~ ~. C~ ' i-', yield L~ E_ l~o tho6e lenses ob6erved to be free from nick6, tear6 and PON at said lOx magnification. A11 listed Examples used ca6t-molded combination6. The len6 material used was uniformly a HEMA
(I.~dL~-.y~thylmethacrylate~ based contact lens material. The molds were made from polyvinyl chloride .
~ YvT.r 1 P~re Aaue~.lc Control Bath - No Surfact~nt ~ rwenty lens-in-mold ~c~ c were added to a 7 liter control hydration bath at 80 degrees C. with no 6urfactant pre6ent. The lenses were removed from the bath and ~nCpect~C~ for POM defect. The results 6howed that 33% of the len6es had POM defect. Total cosmetic yield6 _re not mea6 red for this example.
93/04834 PCr/US92/07459 _ g _ 2 ~ 1 6658 ~ YPr~ 2 PolvoxYethYlene sorbitAn zo monooleate - 10 wt%
Sixty lens-in-mold ~ were added to a 7 liter hydration bath c-mtA~nin~ a 10 wt %
cel.L~ ~tion of poloxyethylene sorbitan 20 monooleate tTween 80) (Ruger t'h~"~ic~l Co.) at 80 degrees C. An egual number of lens-in-mold ae~ were added to a completely aqueous control hydration bath under similar t-, aLuL-~for comparison. The results showed that ~ % of the lenses in the bath with surfactant displayed the POM
defect, while 52 % of the lenses in the pure agueous hydration control bath had the PON defect. Total cosmetic yields were not - ed for this example.
~ YP~ ~ 3 PolYuAYe~ I~Ylene sorbif~n 20 monooleate Increasing Cv.-ce-~LL..tions of polyuAyeLhylene sorbitan 20 Ir ~ te were added to a 7 liter ~queous hydration bath. Twenty lens-in-mold A-- ' 1 i~P were added to the hydration bath with a 1 wt ~ c~ ellL -tion of poly~AyeLhylene sorbitan 20 monooleate. The bath was maintained at 40 degrees C. for 6 minutes. The ~ yield of the lenses was 60%, or greater than the ~ ~ ic yield of the lenses released upon hydration without surfactant.
WO 93/04834 PCr/US92/07 - 1 0 ~ 4 :-2-1 1 6658 No POM de~ect was obser~ed. The ~urther result6 of the 9 experimental runs are shown in Tables 1 and 2.
Table 1 ;E5XD . # Conc . ( % ) ~ . r C .
~in. ~
The present invention relates to the use of surfactants in a hydration bath to assist in the proc~sin~ of hydrophilic polymeric devices, ~pec~ ly hydrophilic contact lenses.
BAcK(7~ouN U
Soft contact lenses are ~.d~ced by a number of methods including static cast molding, spincasting, lathing and combinations of casting and lathing. A
critical step in the production of lenses using molds is releasing the lens from the mold without damaging the lens. One method of lens release is to hydrAte the lens. The lens-in-mold assembly is placed in a hydration tank filled with water. The water is usually heated.
Often hydration alone does not release the lenses from the molds. The lenses must then be gently removed from molds by hand. Such hand-assisted lens removal increases the 1 ikl ihrod of lens damage. These damaged lenses often fail the " l_e~l r,L guality inspections due to tearing, nicks, or other surface defects which occur as the lenses are released from the molds. One surface defect which is prevalent and which is commonly WO 93/04834 PCr/US92/074 - 2 - ~i 21 t 6658 measured is known as the POM (piece of material) defect. This defect occurs as a result of excess polymer debris adhering to the lens. In essence, the POM defect causes ~n irregular surface on the lens due to an additional piece of material adhering to the len&.
A method of improving the release rate and decrea6ing the ; n~ pn~e of POM defect by racilitating the release of spincast and castmolded lenses which, in turn, would 8iqnif ic~ntly increase the useable lens yield for such lenses, is not known. This invention a~dL-~:ses the problem of undesirably low ~ yields of contact lenses during hydration release.
I~Y OF T~E ~ h ~I ~ n ~ _ The present invention relates to the discovery that the addition of surfactants into the aqueous hydration bath at specified Cu..~ -LLations, facilitates the release of lenses from molds. The present invention relates to an i, uv~d method for r~le~;ng hydrophilic polymeric devices from plastic molds in aqueous hydration baths the i LU~ L of which comprises the addition of a :~uLrau~ _ to an ~queous bath in an amount suf f icient to achieve a -~ 3 ~ 2~ 1:66~
surfactant cu..c~nlLation of from 0.1 wt. % to 10 wt. %. The pre6ent invention further reduces or eli~ninates the i nrid~nre of the POr~ defect on contact lenses. The resulting new aqueous hydration bath compositions comprising the surfactants, result in a surprisingly superior method of lens release.
It was disc u ~ ~ ed that the len6 yield was drastically i vved when surfactants were incc ,~olated in the hydration bath. This increased yield is due to both; OVe:d lens release and to reduction of POM defects. The PnhAnrPd level of lens release from the molds obviates the need to manually assist lens removal from the mold upon hydration. Eliminating the need for manual assistance eliminates lens damage which commonly occurs during manual lens removal. The cosmetic yield, or the number of acceptable lenses without nicks, tears, POM or other cosmetic defects therefore; uv~d over the usual yield.
nr'r~T~ r. ~T~ Ol~l OF 'rT~P .LNV~
The hydration bath of the present invention comprises an agueous solution of at least one surfactant. Suitable 6urfactants include any material which reduces the surface tension of water.
WO 93/04834 PCI`/US92/07 21 1 6658 - 4 - 4~
The ef~ective surfactants are those which may be in~.uL~urc,ted into the aqueous hydration bath.
PL~ L.d surfactants are polymeric materials that have hydrophobic and hydrophilic portions. Such polymeric surfactants include polyoxyethylene lauryl ethers, polyc,..y~Ll,ylene nonylphenyl etherD, polyoYyethylene ~;orbitan lDate6, polyu,Ly~:~hylene sorbitan ~ rate5, polyu.,y~t~ly1ene 60rbitan "~1 m; tates, polyoxyethylene stearyl ethers, and their polyuAy~L.,~ylene analogs. ûther surfactants found to be effective are the pol~Y~m~nDR, dioctyl sodium Dulfo-succinate, and polyvinyl alcohol.
The mold materials used for the spincasting or static cast molding may be one piece or more. If two part molds are used, each mold part may be made of a different composition with the molded polymeric device pre~erentially adhering to one of the mold parts. The mold parts may be made from any plastic conventionally used to mold hydrophilic polymeric devices. Preferred plastic materials are polyethylene, polypropylene, polyDl~yL~lle~ polyvinyl chloride, copolymers thereof, nitrile resin6, and with polyvinyl chloride being the most preferred mold material to which the molded hydrophilic polymeric device adheres.
~93/04834 PCI/US92/07459 2 t 1 ~ 6 5 8 The contemplated hydrophilic polymeric material used in the mold to make the hydrophilic polymeric devices are any hydrogels, fiilicone-containing hydrogels, urethane prepolymers, ethylenically terminated polysiloxane prepolymers and other hydrophilic polymers some o~ which are the subject o~ commonly Acciqn~d U.S. Patent No. 5,034,461, issued July 23, 1991.
The optimal c.,.~ce..LL~tions of the surfactants used depend upon the temperature of the hydration bath and the amount of time that the lens-in-mold piece is allowed to be exposed to the hydration bath. Use of various surfactants at elevated temperatures, generally those above 98 degrees C
have experimentally been c.~eL v~d to cloud the hydration bath which makes retrieval of the released lenses from the hydration bath more complicated.
me contemplated co~..ie..LLation of surfactants in the aqueous hydration baths ranges f rom about 0 .1 wt % to about 10 wt %, with the preferred co~.~m:..LLation ranging from about 0.25 wt % to about 10.0 wt %, ~nd with a 0.5 wt % .;.IlC~..LLation being most pL~afelL-3d when the bath t~ ~ at4L~: is 40 degrees C. The contemplated hydration bath t , -- aL uLes range from about 30 degrees C. to about 100 degrees C., with the preferred t~ , aL4L~
W093/04834 _ 6 PCI/US92/074j~
- 2l 1 6658 ranging from about 35 degrees C. to about 80 degrees C, and with 40 degrees C. being the most preferred operating t~ ~u~
The surfactant used in the present invention m~y be selected from the group of polyoxyethylene lauryl ether6, polyu~y~ulylene nonylphenyl etheræ, polyoxyethylene sorbitan monooleates, polyu,Lyt UIylene sorbitan -1 allrates~
polyoxyethylene sorbitan palmitates, polyoxyethylene 6tearyl ethers, and their PO1YUAY~ u~ylene analogs, dioctyl sodium sulfo~ in~te and polyvinyl alcohol, with polyu,.y~Ll,ylene sorbitan monooleate being most pref erred .
It i~; contemplated that the mold r~ i nq hydration bath of the present invention will aE;sist in the release of cast hydrophilic polymers from molds made from polyethylene, polypropylene and polyvinyl chloride, copolymers thereof, nitrile resins such as Barex (BP Chemicals) which are described in U.S. Patent No. 3,426,102. ûther resins as are known in the field may also be used as the mold material, such as the nitriles and nitrile resins ~ome of which ~re the subject of co-pending and commonly A~lgne~l U.S. Serial No. 618,448 filed ~lo~ -r 27, lg90. The hydrophilic polymeric device being released from the mold may be any device which 93/04834 PCI`/US92/07459 ~) - 7 -can be static cast molded or spin cast molded, but is preferably a contact lens.
While this invention has been described with particular reference to contact lenses, the method of this invention is useful in forming a whole variety of shaped articles used in b~ ;CA1 applications. Such articles include dialyzer di~phragms, artiricial kidneys and other i l;~ntc (see U.S. Patent Nos. 2,976,576 and 3,220,960), therapeutic b~n~ ec (U.S. Patent No. 3,428,043), surgical devices such as heart valves, vessel ~ubstitutes, interuterine devices, ~ .es and other films, catheters, mouth guards, and denture liners (U.S. Patent Nos. 3,520,949 and 3,618,231), and ophthalmic prosthese_ (U. S . Patent No. 3,679,504). Particularly preferred shaped articles for the purposes of this invention are contact lenses and preforms wherein one surface of the lens is formed in the molding process.
The following examples serve only to further illustrate aspects of the present invention and should not be construed as limiting the invention.
WO 93/04834 PCr/US92/07 - 8 - 4~j~
-2-t ~ 66~8 ~YPT.Fq Surfactant c~".ce..~Lation, bath t~ aLuL~ and hydration time were the factors 6tudied. Number of lenses di6playing PON when viewed through an optical comparator at lOx magnlfication, and total ~ ' ic yield were the - -~ .d l,eo~ ~. C~ ' i-', yield L~ E_ l~o tho6e lenses ob6erved to be free from nick6, tear6 and PON at said lOx magnification. A11 listed Examples used ca6t-molded combination6. The len6 material used was uniformly a HEMA
(I.~dL~-.y~thylmethacrylate~ based contact lens material. The molds were made from polyvinyl chloride .
~ YvT.r 1 P~re Aaue~.lc Control Bath - No Surfact~nt ~ rwenty lens-in-mold ~c~ c were added to a 7 liter control hydration bath at 80 degrees C. with no 6urfactant pre6ent. The lenses were removed from the bath and ~nCpect~C~ for POM defect. The results 6howed that 33% of the len6es had POM defect. Total cosmetic yield6 _re not mea6 red for this example.
93/04834 PCr/US92/07459 _ g _ 2 ~ 1 6658 ~ YPr~ 2 PolvoxYethYlene sorbitAn zo monooleate - 10 wt%
Sixty lens-in-mold ~ were added to a 7 liter hydration bath c-mtA~nin~ a 10 wt %
cel.L~ ~tion of poloxyethylene sorbitan 20 monooleate tTween 80) (Ruger t'h~"~ic~l Co.) at 80 degrees C. An egual number of lens-in-mold ae~ were added to a completely aqueous control hydration bath under similar t-, aLuL-~for comparison. The results showed that ~ % of the lenses in the bath with surfactant displayed the POM
defect, while 52 % of the lenses in the pure agueous hydration control bath had the PON defect. Total cosmetic yields were not - ed for this example.
~ YP~ ~ 3 PolYuAYe~ I~Ylene sorbif~n 20 monooleate Increasing Cv.-ce-~LL..tions of polyuAyeLhylene sorbitan 20 Ir ~ te were added to a 7 liter ~queous hydration bath. Twenty lens-in-mold A-- ' 1 i~P were added to the hydration bath with a 1 wt ~ c~ ellL -tion of poly~AyeLhylene sorbitan 20 monooleate. The bath was maintained at 40 degrees C. for 6 minutes. The ~ yield of the lenses was 60%, or greater than the ~ ~ ic yield of the lenses released upon hydration without surfactant.
WO 93/04834 PCr/US92/07 - 1 0 ~ 4 :-2-1 1 6658 No POM de~ect was obser~ed. The ~urther result6 of the 9 experimental runs are shown in Tables 1 and 2.
Table 1 ;E5XD . # Conc . ( % ) ~ . r C .
~in. ~
Table 2 Number of Lenses with Cosm.
. # p~ Yield(%~
~YP
Pol wi nvl alcohol Increasing concentrations of polyvinyl alcohol were added to a 7 liter hydration bath~ Twenty lens-in-mold A-- ` 1 ;e8 were added to a hydration bath maintained at 40 degrees C. for 6 minutes. The _ 11 released lenses displayed a 95% acceptable POM rate, meaning that only 1 lens out of twenty had a piece of material deposition. The ti ~ yield of the lenses was 50%, or greater than the ordinary ~- ~ti ~ yield of released cast lenses hydrated without sur~actant. The further results of the 9 experimental runs are shown in Tables 3 and 4.
Table 3 EXD. # Conc. (%) TemD. rc- ~ ~m~
Table 4 Number of Lenses with Cosm.
;EX~. # POM Yield (%) 4 o 80 WO93~04834 - 12 - PCI/US92/074~
2 1 1 6 ~ 5 8 .u~ ~ 5 Polwi nVl alcohol Eighty-six lens-in-mold ~P~' ' 1 ;pc were hydrated in n 0.1 wt % polwinyl alcohol (PVA) in buffered saline solution at 80 degrees C. An equal number Or lens-in-mold ~r- ' ~iPc were hydrated under the same conditions in a pure aqueous control hydration bath for comparison. The results showed that 62~ of the lenses in the hydration bath with surfactant had the PON defect. Thirty-four percent (34%) of the lenses hydrated in the control bath had the PON defect. The low Cu--~.e--LLc-tion of PVA
coupled with a saline solution did not produce satisfactory results.
F~YPI E 6 PolvoxYethYlene sorbi~ In 20 monoleate The results of experiments 4 and 5 led to the conclusion that a smaller curfactant c~ a~ion should be evaluated. Once again, increasing . _ 1 . ations of polyu~yeulylene sorbitan 20 monooleate were added to a 7 1 iter hydration bath .
Thirty lens-in-mold assemblies were added to the hydration bath with a O . 5~ col~ce..LLaLion of pOl~ ye U,ylene sorbitan 20 monooleate. The bath 93/04834 PCr/US92/07459 21 ~66~8 was maintained at 40 degrees C. for 10 minutes. The released lenses displayed a 90% acceptable PON rate, meaning that no signif icant piece of material deposition had OC~:UL1e~. The cosmetic yield of the lenses was 66 . 7%, or greater than the ordinary cosmetic yield of hydrated cast lenses released without surfactant. The first three runs of this experiment were con~ trcl without any surfactant present. The further results of the 9 experimental runs are shown in Tables 5 and 6.
Table 5 ~x~. # Conc. (%) Tem~. (C.
(Min. ) 40 . 5 40 10 50.5 60 14 60.5 80 6 71.0 40 14 81.0 60 6 91.0 80 10 WO 93/04834 PCr/US92/074~
b58 14 --Ta~le 6 Number of Lenses with Cosm.
Ex~. # POM Yieldr~) 0 76.7 2 10 53 . 3 3 18 26.7 4 3 66.7 6 2 63.3 7 8 63.3 8 3 66.7 9 1 83.3 Nany other ~odif ications and variations of the present invention are possible and will be readily apparent to the fikilled practitioner in the ~ield in light of the teA~h;ngc herein. It i5 therefore understood that, within the scope of the claims, the present invention can be practiced other than a8 herein spec i f i C:~ 1 1 y prescribed .
. # p~ Yield(%~
~YP
Pol wi nvl alcohol Increasing concentrations of polyvinyl alcohol were added to a 7 liter hydration bath~ Twenty lens-in-mold A-- ` 1 ;e8 were added to a hydration bath maintained at 40 degrees C. for 6 minutes. The _ 11 released lenses displayed a 95% acceptable POM rate, meaning that only 1 lens out of twenty had a piece of material deposition. The ti ~ yield of the lenses was 50%, or greater than the ordinary ~- ~ti ~ yield of released cast lenses hydrated without sur~actant. The further results of the 9 experimental runs are shown in Tables 3 and 4.
Table 3 EXD. # Conc. (%) TemD. rc- ~ ~m~
Table 4 Number of Lenses with Cosm.
;EX~. # POM Yield (%) 4 o 80 WO93~04834 - 12 - PCI/US92/074~
2 1 1 6 ~ 5 8 .u~ ~ 5 Polwi nVl alcohol Eighty-six lens-in-mold ~P~' ' 1 ;pc were hydrated in n 0.1 wt % polwinyl alcohol (PVA) in buffered saline solution at 80 degrees C. An equal number Or lens-in-mold ~r- ' ~iPc were hydrated under the same conditions in a pure aqueous control hydration bath for comparison. The results showed that 62~ of the lenses in the hydration bath with surfactant had the PON defect. Thirty-four percent (34%) of the lenses hydrated in the control bath had the PON defect. The low Cu--~.e--LLc-tion of PVA
coupled with a saline solution did not produce satisfactory results.
F~YPI E 6 PolvoxYethYlene sorbi~ In 20 monoleate The results of experiments 4 and 5 led to the conclusion that a smaller curfactant c~ a~ion should be evaluated. Once again, increasing . _ 1 . ations of polyu~yeulylene sorbitan 20 monooleate were added to a 7 1 iter hydration bath .
Thirty lens-in-mold assemblies were added to the hydration bath with a O . 5~ col~ce..LLaLion of pOl~ ye U,ylene sorbitan 20 monooleate. The bath 93/04834 PCr/US92/07459 21 ~66~8 was maintained at 40 degrees C. for 10 minutes. The released lenses displayed a 90% acceptable PON rate, meaning that no signif icant piece of material deposition had OC~:UL1e~. The cosmetic yield of the lenses was 66 . 7%, or greater than the ordinary cosmetic yield of hydrated cast lenses released without surfactant. The first three runs of this experiment were con~ trcl without any surfactant present. The further results of the 9 experimental runs are shown in Tables 5 and 6.
Table 5 ~x~. # Conc. (%) Tem~. (C.
(Min. ) 40 . 5 40 10 50.5 60 14 60.5 80 6 71.0 40 14 81.0 60 6 91.0 80 10 WO 93/04834 PCr/US92/074~
b58 14 --Ta~le 6 Number of Lenses with Cosm.
Ex~. # POM Yieldr~) 0 76.7 2 10 53 . 3 3 18 26.7 4 3 66.7 6 2 63.3 7 8 63.3 8 3 66.7 9 1 83.3 Nany other ~odif ications and variations of the present invention are possible and will be readily apparent to the fikilled practitioner in the ~ield in light of the teA~h;ngc herein. It i5 therefore understood that, within the scope of the claims, the present invention can be practiced other than a8 herein spec i f i C:~ 1 1 y prescribed .
Claims (10)
1. An improved method for releasing hydrophilic polymeric devices from plastic molds in aqueous hydration baths the improvement of which comprises the addition of a surfactant to an aqueous bath in an amount sufficient to achieve a surfactant concentration of from 0.1 wt. % to 10 wt. %.
2. The method of Claim 1 wherein said surfactant is selected from the group consisting of polyoxyethylene lauryl ethers, polyoxyethylene nonylphenyl ethers, polyoxyethlene sorbitan monooleates, polyoxyethylene sorbitan monolaurates, polyoxyethylene sorbitan monpalmitates, polyoxyethylene stearyl ethers, and their polyoxypropylene analogs.
3. The method of Claim 1 wherein said surfactant is dioctyl sodium sulfo-succinate.
4. The method of Claim 1 wherein said surfactant is polyvinyl alcohol.
5. The method of Claim 1 wherein the temperature of said bath ranges from 30 degrees C.
to 100 degrees C.
to 100 degrees C.
6. The method of Claim 1 wherein the temperature of said bath ranges from 35 degrees C.
to 80 degrees C.
to 80 degrees C.
7. The method of Claim 1 wherein said hydrophilic polymeric devices are contact lenses.
8. The method of Claim 1 wherein said bath comprises from 0.25 wt % to 10 wt % concentration of surfactant.
9. The method of Claim 1 wherein said bath comprises a 0.5 wt % concentration of surfactant.
10. The method of Claim 1 wherein said bath comprises a 0.5 wt % concentration of polyoxyethylene sorbitan 20 monooleate.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US755,201 | 1991-09-05 | ||
| US07/755,201 US5264161A (en) | 1991-09-05 | 1991-09-05 | Method of using surfactants as contact lens processing aids |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2116658A1 CA2116658A1 (en) | 1993-03-18 |
| CA2116658C true CA2116658C (en) | 1997-01-21 |
Family
ID=25038142
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002116658A Expired - Fee Related CA2116658C (en) | 1991-09-05 | 1992-09-01 | Surfactants used as contact lens processing aids |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US5264161A (en) |
| EP (1) | EP0605510B1 (en) |
| CA (1) | CA2116658C (en) |
| DE (1) | DE69210616T2 (en) |
| ES (1) | ES2089563T3 (en) |
| WO (1) | WO1993004834A1 (en) |
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| US5578331A (en) * | 1994-06-10 | 1996-11-26 | Vision Products, Inc. | Automated apparatus for preparing contact lenses for inspection and packaging |
| US5837314A (en) * | 1994-06-10 | 1998-11-17 | Johnson & Johnson Vision Products, Inc. | Method and apparatus for applying a surfactant to mold surfaces |
| IL113950A0 (en) * | 1994-06-10 | 1995-08-31 | Johnson & Johnson Vision Prod | A method of positioning ophthalimic lenses |
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| US5849222A (en) * | 1995-09-29 | 1998-12-15 | Johnson & Johnson Vision Products, Inc. | Method for reducing lens hole defects in production of contact lens blanks |
| AU720247B2 (en) | 1996-11-06 | 2000-05-25 | Bausch & Lomb Incorporated | Method and apparatus for separating contact lens mold sections |
| US6143210A (en) * | 1998-08-27 | 2000-11-07 | Wrue; Richard J. | Automated cast mold hydrating device |
| US6068798A (en) | 1998-09-03 | 2000-05-30 | Bausch & Lomb Incorporated | Lens hydration apparatus and method |
| US6207086B1 (en) | 1999-02-18 | 2001-03-27 | Johnson & Johnson Vision Care, Inc. | Method and apparatus for washing or hydration of ophthalmic devices |
| US6869549B2 (en) * | 1999-05-05 | 2005-03-22 | Johnson & Johnson Vision Care, Inc. | Method and mold for making ophthalmic devices |
| USD458023S1 (en) | 1999-10-13 | 2002-06-04 | Johnson & Johnson Vision Care, Inc. | Contact lens container |
| US6368522B1 (en) | 2000-01-03 | 2002-04-09 | Johnson & Johnson Vision Care, Inc. | Mold for forming a contact lens and method of preventing formation of small strands of contact lens material during contact lens manufacture |
| US6558584B1 (en) | 2000-03-31 | 2003-05-06 | Bausch & Lomb Incorporated | Apparatus and method for handling an ophthalmic lens |
| US7001138B2 (en) * | 2002-03-01 | 2006-02-21 | Johnson & Johnson Vision Care, Inc. | Split collar for mechanical arm connection |
| JP4708023B2 (en) * | 2002-08-16 | 2011-06-22 | ジョンソン・アンド・ジョンソン・ビジョン・ケア・インコーポレイテッド | Mold for contact lens manufacturing |
| EP2283876A1 (en) * | 2002-12-23 | 2011-02-16 | Johnson and Johnson Vision Care, Inc. | Contact lens packages containing additives |
| US20040119176A1 (en) * | 2002-12-23 | 2004-06-24 | Bausch & Lomb Incorporated | Method for manufacturing lenses |
| US20050062179A1 (en) * | 2003-09-22 | 2005-03-24 | Sanjay Rastogi | Automated method for transferring lenses in a hydrated state from molds to receivers |
| US20060051454A1 (en) * | 2004-08-26 | 2006-03-09 | Ansell Scott F | Molds for producing ophthalmic lenses |
| US20060202368A1 (en) * | 2005-03-09 | 2006-09-14 | Yasuo Matsuzawa | Method for producing contact lenses |
| US20070194486A1 (en) * | 2005-05-09 | 2007-08-23 | Sanders Kerry T | Ophthalmic lens inspection processing aid |
| US20070037897A1 (en) | 2005-08-12 | 2007-02-15 | Guigui Wang | Method for making contact lenses |
| RU2399492C2 (en) * | 2005-12-20 | 2010-09-20 | Джонсон Энд Джонсон Вижн Кэа, Инк. | Methods and systems for leaching silicon hydrogel ophthalmic lenses |
| US20070158865A1 (en) * | 2005-12-27 | 2007-07-12 | Russell Todd A | Method for producing contact lenses |
| JP4884998B2 (en) * | 2006-02-08 | 2012-02-29 | ジョンソン・アンド・ジョンソン・ビジョン・ケア・インコーポレイテッド | Easy release of silicone hydrogel ophthalmic lens |
| US8414804B2 (en) | 2006-03-23 | 2013-04-09 | Johnson & Johnson Vision Care, Inc. | Process for making ophthalmic lenses |
| US20070267765A1 (en) * | 2006-05-18 | 2007-11-22 | Ansell Scott F | Biomedical device mold |
| US7811483B2 (en) * | 2006-06-01 | 2010-10-12 | Coopervision International Holding Company, Lp | Delensing of ophthalmic lenses using gas |
| US20070284770A1 (en) * | 2006-06-07 | 2007-12-13 | Ansell Scott F | Decreased lens delamination during ophthalmic lens manufacture |
| DE602007013583D1 (en) * | 2006-09-21 | 2011-05-12 | Novartis Ag | METHOD FOR REMOVING CONTACT LENSES FROM A FORM |
| US20080246171A1 (en) * | 2006-09-27 | 2008-10-09 | Berckmiller Gregory L | Chilled injection molding during ophthalmic lens manufacture |
| US20080099658A1 (en) * | 2006-10-31 | 2008-05-01 | Vandana Srinivas | Lens release with perimeter stamp |
| US7968018B2 (en) | 2007-04-18 | 2011-06-28 | Coopervision International Holding Company, Lp | Use of surfactants in extraction procedures for silicone hydrogel ophthalmic lenses |
| RU2488863C2 (en) * | 2007-12-20 | 2013-07-27 | Новартис Аг | Method of making contact lenses |
| CN103969706B (en) * | 2008-12-18 | 2017-08-25 | 诺华股份有限公司 | Lens forming composition suitable for manufacturing silicone hydrogel contact lens |
| US8313675B2 (en) * | 2009-08-31 | 2012-11-20 | Coopervision International Holding Company, Lp | Demolding of ophthalmic lenses during the manufacture thereof |
| SG190218A1 (en) | 2010-11-10 | 2013-06-28 | Novartis Ag | Method for making contact lenses |
| CN103237651B (en) | 2010-12-01 | 2016-02-10 | 诺瓦提斯公司 | It has the lens mold of atmospheric plasma coating |
| HUE031309T2 (en) | 2011-11-29 | 2017-07-28 | Novartis Ag | Method of treating a lens forming surface of at least one mold half for molding ophthalmic lenses |
| HUE040618T2 (en) | 2013-10-31 | 2019-03-28 | Novartis Ag | Method for producing ophthalmic lenses |
| MY183117A (en) | 2013-12-13 | 2021-02-15 | Alcon Inc | Method for making contact lenses |
| JP2016030832A (en) * | 2014-07-25 | 2016-03-07 | エボニック デグサ ゲーエムベーハーＥｖｏｎｉｋ Ｄｅｇｕｓｓａ ＧｍｂＨ | Adhesion inhibiting process aid and its use in manufacturing water absorptive particle |
| MY193482A (en) | 2016-10-14 | 2022-10-17 | Alcon Inc | Method for producing contact lenses |
| SG10202103737YA (en) * | 2016-10-14 | 2021-05-28 | Alcon Inc | Method for producing contact lenses |
| KR102006918B1 (en) * | 2017-12-21 | 2019-08-02 | 주식회사 티씨 싸이언스 | Method for manufacturing silicon-containing soft contact lens and Soft contact lens manufactured by the method and Composition for molding the soft contact lens |
| US20210347929A1 (en) | 2020-05-07 | 2021-11-11 | Alcon Inc. | Method for producing silicone hydrogel contact lenses |
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| DE1570359B2 (en) * | 1964-07-02 | 1970-12-10 | Ceskoslovenskä akademie v§d, Prag | Process for the manufacture of contact lenses |
| US3426102A (en) * | 1965-08-18 | 1969-02-04 | Standard Oil Co | Polymerizates of olefinic nitriles and diene-nitrile rubbers |
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| JPH03183514A (en) * | 1989-12-13 | 1991-08-09 | Nippon Zeon Co Ltd | Reaction injection molding method |
| US5080839A (en) * | 1990-04-17 | 1992-01-14 | Johnson & Johnson Vision Products, Inc. | Process for hydrating soft contact lenses |
-
1991
- 1991-09-05 US US07/755,201 patent/US5264161A/en not_active Expired - Lifetime
-
1992
- 1992-09-01 DE DE69210616T patent/DE69210616T2/en not_active Expired - Fee Related
- 1992-09-01 ES ES92919687T patent/ES2089563T3/en not_active Expired - Lifetime
- 1992-09-01 CA CA002116658A patent/CA2116658C/en not_active Expired - Fee Related
- 1992-09-01 EP EP92919687A patent/EP0605510B1/en not_active Expired - Lifetime
- 1992-09-01 WO PCT/US1992/007459 patent/WO1993004834A1/en active IP Right Grant
Also Published As
| Publication number | Publication date |
|---|---|
| ES2089563T3 (en) | 1996-10-01 |
| EP0605510A1 (en) | 1994-07-13 |
| EP0605510B1 (en) | 1996-05-08 |
| US5264161A (en) | 1993-11-23 |
| WO1993004834A1 (en) | 1993-03-18 |
| CA2116658A1 (en) | 1993-03-18 |
| DE69210616D1 (en) | 1996-06-13 |
| DE69210616T2 (en) | 1996-12-05 |
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| Date | Code | Title | Description |
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| EEER | Examination request | ||
| MKLA | Lapsed | ||
| MKLA | Lapsed |
Effective date: 20060901 |