WO2001057114A1 - Method of making photochromic thermoplastics - Google Patents
Method of making photochromic thermoplastics Download PDFInfo
- Publication number
- WO2001057114A1 WO2001057114A1 PCT/US2001/002809 US0102809W WO0157114A1 WO 2001057114 A1 WO2001057114 A1 WO 2001057114A1 US 0102809 W US0102809 W US 0102809W WO 0157114 A1 WO0157114 A1 WO 0157114A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- length
- lengths
- solvent
- during
- temperature
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/20—Compounding polymers with additives, e.g. colouring
- C08J3/205—Compounding polymers with additives, e.g. colouring in the presence of a continuous liquid phase
- C08J3/2053—Compounding polymers with additives, e.g. colouring in the presence of a continuous liquid phase the additives only being premixed with a liquid phase
Definitions
- the invention relates to the field of dyeing of plastics. More particularly,
- polycarbonate which is a condensation polymer resulting typically from the
- the polycarbonate is provided in peRets suitable for gravity feed into the
- polycarbonate pellets with a solution of photochromic dye in a cyclohexanone solvent and drying the treated pellets to evaporate the cyclohexanone in a first drying step.
- the clumps must be ground to particles of a size equal
- ground particles are subject to a second drying step to evaporate the entrained solvent
- One object of our invention is to eliminate the grinding and second drying
- Another object of our invention is to extrude the pellets into a continuous length which is treated with a cyclohexanone dye solution and then dried in a single
- a further object of our invention is to extrude the pellets into a plurahty of
- a still further object of our invention is to prevent the entrainment of any
- thermoplastic material cyclohexanone within the thermoplastic material.
- thermoplastic material and more particularly polycarbonate.
- the length is formed
- the length is dried to evaporate the solvent and then cut
- FIG. 1 is a flow diagram showing the steps for processing a single
- FIG. 2 is a schematic view showing apparatus for practicing the method of
- FIG. 3 is a flow diagram showing the steps for processing a plurahty of
- thermoplastic pellets 10 of, for example
- polycarbonate are fed to an extruder where they are heated to a melting temperature
- the extruded length may be in the form
- the extruded length can be any known dye concentration based on the pellet size.
- step 16 The length is then treated at an elevated temperature with a solution of photochromic dye dissolved in cyclohexanone, in step 14. The length is dried in step 16
- the smaller pieces are roughly equivalent in volume or size to the pellets 10 which are
- Pieces may be stored for subsequent use or fed directly into a molding machine to mold
- photochromic articles 20 are photochromic articles 20.
- supply bin 8 dispenses pellets 10 into extruder
- Rate control 30 governs the speed of extruder 12
- supply bin 8 includes means for controlling the rate at which pellets 10 are supplied to
- a reservoir 32 contains a solution of photochromic dye in cyclohexanone
- the solution is pumped into spray chamber 14 through nozzles to impinge
- a temperature control 34 governs heaters
- the temperature should be relatively high to increase the rate at
- Drying chamber 16 also includes a temperature control 36 governing
- the temperature should be well above the 311° F boiling point of
- Blowers may be provided within drying chamber 16 to
- the evaporated solvent is collected, for example by
- Make-up dye is provided to reservoir 32 from a photochromic dye source 40.
- Cyclohexanone is a liquid which attacks the surface of the polycarbonate
- interval between treating the length L and drying of the solvent is determined by how
- thermoplastic pellets 10 are heated to a melting
- the lengths are spaced from one another, so that their surfaces are
- step 19 The smaller pieces are stored for subsequent use or fed
- step 20 directly into a molding machine to mold photochromic articles in step 20.
- the length L may be a square rod having 0.1" by 0.1" cross-sectional
- extruded rod or strand may be provided with a circular cross-section having, for
- length may be a plate having a thickness of .0417" to produce a surface-to-volume ratio
- the photochromic dyes may be Variacrol Blue A, Variacrol Blue D,
- Variacrol Red PNO and Variacrol Photo L also known as Variacrol (Yellow) L and are available from Enichem America, Inc. of New York, New York. These dyes, or
- tint colors may be used individually or in any combination for various tint colors.
- each of the four dyes may be used per pound of polycarbonate.
- the solution may be 8.33 grams of dye per hter of cyclohexanone; and each liter of
- solution may treat 10 kilograms of polycarbonate.
- a squeegee may be positioned at the
- the rod then passes into the drying chamber maintained at a
- a blower may circulate vapor from the drying chamber
- This attack time is controlled primarily
- clumps are separated into their constituent pellets, particles or granules and subjected
- the rod is readily cut into cubes which are collected as the starting
- thermoplastic is provided with photochromic dye which survives the molding process.
- the plurahty of lengths may be of equal length
- the length is ten times greater, or more
- cut lengths may
- the belt may be placed laterally on a transport belt which is stepped in increments.
- the belt may be
- the rods are
- Molded polycarbonate optical devices formed from the smaller pieces 19 possess excellent photochromic characteristics.
- the length is cut into photochromic thermoplastic pellets, which could only be made
- Our process may be configured to continuously supply photochromic thermoplastic to the inlet hopper of a
Abstract
Description
Claims
Priority Applications (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AT01906741T ATE278734T1 (en) | 2000-02-02 | 2001-01-25 | METHOD FOR PRODUCING PHOTOCHROMIC THERMOPLASTS |
AU2001234614A AU2001234614A1 (en) | 2000-02-02 | 2001-01-25 | Method of making photochromic thermoplastics |
DE60106225T DE60106225T2 (en) | 2000-02-02 | 2001-01-25 | PROCESS FOR PRODUCING PHOTOCCHROMIC THERMOPLASTICS |
EP01906741A EP1276791B1 (en) | 2000-02-02 | 2001-01-25 | Method of making photochromic thermoplastics |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US09/497,073 | 2000-02-02 | ||
US09/497,073 US6451236B1 (en) | 2000-02-02 | 2000-02-02 | Method of making photochromic thermoplastics |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2001057114A1 true WO2001057114A1 (en) | 2001-08-09 |
Family
ID=23975351
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/US2001/002809 WO2001057114A1 (en) | 2000-02-02 | 2001-01-25 | Method of making photochromic thermoplastics |
Country Status (6)
Country | Link |
---|---|
US (1) | US6451236B1 (en) |
EP (1) | EP1276791B1 (en) |
AT (1) | ATE278734T1 (en) |
AU (1) | AU2001234614A1 (en) |
DE (1) | DE60106225T2 (en) |
WO (1) | WO2001057114A1 (en) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US7829162B2 (en) | 2006-08-29 | 2010-11-09 | international imagining materials, inc | Thermal transfer ribbon |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0522243A1 (en) * | 1991-07-02 | 1993-01-13 | General Electric Company | Method for the treatment of surface |
DE4304488C1 (en) * | 1993-02-15 | 1994-06-01 | Heinz Jakob | Prodn. of photochromic plastics moulding useful e.g. for sunglass lens, visor, car window etc. - by impregnating granulate with photochromic dyestuff soln., drying and moulding |
Family Cites Families (28)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4043637A (en) | 1973-06-15 | 1977-08-23 | American Optical Corporation | Photochromic light valve |
US3821149A (en) | 1973-09-28 | 1974-06-28 | Exxon Research Engineering Co | Plasticized thermoplastic semicrystalline block copolymers |
US3821148A (en) | 1973-09-28 | 1974-06-28 | Exxon Research Engineering Co | Plasticized thermoplastic block copolymers |
US4323597A (en) | 1980-09-15 | 1982-04-06 | General Electric Company | Process for producing an ultraviolet radiation stabilized polymeric article |
US4637698A (en) | 1983-11-04 | 1987-01-20 | Ppg Industries, Inc. | Photochromic compound and articles containing the same |
DE3413019A1 (en) | 1984-04-06 | 1985-10-17 | Robert Bosch Gmbh, 7000 Stuttgart | METHOD FOR APPLYING A THIN, TRANSPARENT LAYER TO THE SURFACE OF OPTICAL ELEMENTS |
US4657345A (en) | 1985-03-11 | 1987-04-14 | Barnes Engineering Company | Laser shield and method of making same |
US4923909A (en) | 1985-09-03 | 1990-05-08 | The B. F. Goodrich Company | Method for the suspension of plastic additives with rheology agents |
US4880667A (en) | 1985-09-24 | 1989-11-14 | Ppg Industries, Inc. | Photochromic plastic article and method for preparing same |
GB8610709D0 (en) | 1986-05-01 | 1986-06-04 | Plinkington Bros Plc | Photochromic lenses |
US4861664A (en) | 1987-12-31 | 1989-08-29 | General Electric Company | Process for UV stabilizer impregnation of plastic surfaces |
JPH01225553A (en) | 1988-03-07 | 1989-09-08 | Denki Kagaku Kogyo Kk | Apparatus for penetration printing of plastic molded body |
US4937026A (en) * | 1988-12-16 | 1990-06-26 | General Electric Company | Method of surface impregnating hot polycarbonate sheet with an ultraviolet radiation screener composition |
ES2088395T3 (en) | 1989-04-14 | 1996-08-16 | Jessen Wesley Corp | COLOR FIXING MECHANISM FOR CONTACT LENSES. |
RU2096277C1 (en) | 1990-08-01 | 1997-11-20 | Х.Б.Фуллер Лайсенсинг энд Файнэнсинг Инк. | Glueing composition packing method (versions) and packed glueing composition (versions) |
DE4127810C2 (en) | 1991-08-22 | 1997-04-24 | Rodenstock Optik G | Optically transparent photochromic plastic material |
US5238981A (en) | 1992-02-24 | 1993-08-24 | Transitions Optical, Inc. | Photochromic naphthopyrans |
US5277986A (en) | 1992-07-15 | 1994-01-11 | Donnelly Corporation | Method for depositing high performing electrochromic layers |
US5274132A (en) | 1992-09-30 | 1993-12-28 | Transitions Optical, Inc. | Photochromic naphthopyran compounds |
US5453100A (en) | 1994-06-14 | 1995-09-26 | General Electric Company | Method for color dyeing polycarbonate |
AUPN007294A0 (en) * | 1994-12-16 | 1995-01-19 | Sola International Holdings Ltd | Incorporating photochromic molecules in light transmissible articles |
US5716900A (en) | 1995-05-01 | 1998-02-10 | Kimberly-Clark Worldwide, Inc. | Heat transfer material for dye diffusion thermal transfer printing |
US5981634A (en) * | 1996-11-27 | 1999-11-09 | Ppg Industries Ohio, Inc. | Method of preparing photochromic articles |
US5975696A (en) * | 1997-05-12 | 1999-11-02 | Kohan; George | Process for rendering plastic substrate photochromic |
JP3805519B2 (en) | 1997-08-29 | 2006-08-02 | 富士写真フイルム株式会社 | Image recording material |
US5824464A (en) | 1997-09-17 | 1998-10-20 | Eastman Kodak Company | Photographic element with improved drying characteristics |
US6114437A (en) * | 1998-02-04 | 2000-09-05 | General Electric Company | Polycarbonate articles with photochromic properties |
US5968207A (en) | 1998-02-20 | 1999-10-19 | Milliken & Company | Esterified triclosan derivatives as improved textile antimicrobial agents |
-
2000
- 2000-02-02 US US09/497,073 patent/US6451236B1/en not_active Expired - Lifetime
-
2001
- 2001-01-25 EP EP01906741A patent/EP1276791B1/en not_active Expired - Lifetime
- 2001-01-25 WO PCT/US2001/002809 patent/WO2001057114A1/en active IP Right Grant
- 2001-01-25 DE DE60106225T patent/DE60106225T2/en not_active Expired - Lifetime
- 2001-01-25 AT AT01906741T patent/ATE278734T1/en not_active IP Right Cessation
- 2001-01-25 AU AU2001234614A patent/AU2001234614A1/en not_active Abandoned
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0522243A1 (en) * | 1991-07-02 | 1993-01-13 | General Electric Company | Method for the treatment of surface |
DE4304488C1 (en) * | 1993-02-15 | 1994-06-01 | Heinz Jakob | Prodn. of photochromic plastics moulding useful e.g. for sunglass lens, visor, car window etc. - by impregnating granulate with photochromic dyestuff soln., drying and moulding |
Also Published As
Publication number | Publication date |
---|---|
US6451236B1 (en) | 2002-09-17 |
DE60106225T2 (en) | 2005-03-03 |
EP1276791A1 (en) | 2003-01-22 |
DE60106225D1 (en) | 2004-11-11 |
AU2001234614A1 (en) | 2001-08-14 |
ATE278734T1 (en) | 2004-10-15 |
EP1276791B1 (en) | 2004-10-06 |
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