WO2005115939A1 - Paint composition for brittle objects such as glasses and mirrors - Google Patents

Paint composition for brittle objects such as glasses and mirrors Download PDF

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Publication number
WO2005115939A1
WO2005115939A1 PCT/IB2005/001411 IB2005001411W WO2005115939A1 WO 2005115939 A1 WO2005115939 A1 WO 2005115939A1 IB 2005001411 W IB2005001411 W IB 2005001411W WO 2005115939 A1 WO2005115939 A1 WO 2005115939A1
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WO
WIPO (PCT)
Prior art keywords
paint composition
compound
polyurethanic
previous
glycol
Prior art date
Application number
PCT/IB2005/001411
Other languages
French (fr)
Inventor
Piero Paniccia
Original Assignee
I.C.A. S.P.A.
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by I.C.A. S.P.A. filed Critical I.C.A. S.P.A.
Publication of WO2005115939A1 publication Critical patent/WO2005115939A1/en

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Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08Processes
    • C08G18/0804Manufacture of polymers containing ionic or ionogenic groups
    • C08G18/0819Manufacture of polymers containing ionic or ionogenic groups containing anionic or anionogenic groups
    • C08G18/0823Manufacture of polymers containing ionic or ionogenic groups containing anionic or anionogenic groups containing carboxylate salt groups or groups forming them
    • CCHEMISTRY; METALLURGY
    • C03GLASS; MINERAL OR SLAG WOOL
    • C03CCHEMICAL COMPOSITION OF GLASSES, GLAZES OR VITREOUS ENAMELS; SURFACE TREATMENT OF GLASS; SURFACE TREATMENT OF FIBRES OR FILAMENTS MADE FROM GLASS, MINERALS OR SLAGS; JOINING GLASS TO GLASS OR OTHER MATERIALS
    • C03C17/00Surface treatment of glass, not in the form of fibres or filaments, by coating
    • C03C17/28Surface treatment of glass, not in the form of fibres or filaments, by coating with organic material
    • C03C17/32Surface treatment of glass, not in the form of fibres or filaments, by coating with organic material with synthetic or natural resins
    • C03C17/322Polyurethanes or polyisocyanates
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72Polyisocyanates or polyisothiocyanates
    • C08G18/74Polyisocyanates or polyisothiocyanates cyclic
    • C08G18/75Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic
    • C08G18/758Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing two or more cycloaliphatic rings
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D175/00Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
    • C09D175/04Polyurethanes

Definitions

  • the present invention relates to a paint composition suitable for brittle objects with a plane and smooth surface, e. g. glasses and mirrors, and objects with rough or variously shaped surface.
  • a brittle object accidentally falls on the floor or is subjected to substantial thrust, it is liable to be shattered into a plurality of pieces, with the result that, on the one hand, the object becomes unusable and, on the other, a number of pieces might be ejected and spread around with the risk of hurting people standing nearby and damaging objects in the surrounding area.
  • EP-1 100 756 discloses a method for adhering a layer of organic paint to the surface of a glass sheet.
  • the organic paint is mainly constituted by a water-soluble sodium silicate and a water-soluble base, e. g. sodium hydroxide and potassium hydroxide.
  • the main object of the present invention is to provide a new polyurethanic paint composition which can be applied to the surface of a brittle object, such as a mirror or a glass, to make it highly resistant to impacts.
  • Another object of the present invention is to provide a paint composition that, when a paint-coated brittle object is subject to an impact, prevents it from scattering fractured pieces while keeping them assembled together to prevent them from damaging people in the vicinity.
  • Another object of the present invention is to provide a paint composition suitable for making brittle objects more resistant to impacts, and applicable to the object in an easy, rapid and cost effective way.
  • Another object of the present invention is that such a paint composition can be also applied to not plane objects, e. g.
  • a paint composition for at least partly coating brittle glass objects characterized in that it comprises an anionic aqueous solution of at least one aliphatic or aromatic polyurethanic compound.
  • said polyurethanic compound comprises: - at least one glycol compound; - at least one propionic acid; and - at least one diisocyanate compound. More preferably, said polyurethanic compound is a high-solid content, aromatic/polyether-based dispersion obtained without use of solvent.
  • a paint composition according to the present invention comprises an anionic aqueous solution of a polyurethanic compound preferably although not exclusively including: - 4-4' dicyclohexylmethane-diisocyanate (H12MDI); - at least one compound selected from the group comprising polyethylene glycol, polypropylene glycol, polytetrahydrofuran glycol; and - dimethylpropionic acid.
  • H12MDI 4-4' dicyclohexylmethane-diisocyanate
  • the 4-4' dicyclohexylmethane-diisocyanate compound is in a percentage ranging from 20 to 50% w/w
  • the glycol compound is in a percentage ranging from 20 to 50% w/w
  • the dimethylpropionic acid is in a percentage ranging from 5 to 20% w/w.
  • Table A Most preferable characteristics of a polyurethanic compound to be used in the paint composition according to the present invention are listed in the following Table A. Table A
  • a polyurethanic compound that can also be used in a paint composition according to the present invention is a high-solid content, aromatic/polyether-based dispersion produced without use of solvents such as the compounds Syntegra YM 2000 and Syntegra 2100 produced by Dow Chemical Company.
  • the paint composition comprises solids in a percentage ranging from about 10 to about 80% w/w
  • a glass mirror covered by a layer of 250 ⁇ m of a paint composition as specified above according to the present invention has been subjected to an ultimate strength test no. RP006504-02.1 conducted by a testing concern Consorzio Mobile S.p.A. with registered offices in Pesaro (Italy).
  • the mirror was tested by subjecting it to a pendulum-impact test according to the European standard EN 12600, and withstood without fracturing to an impact by a thrust of 50 ⁇ 1 kg of a weight falling from a height of 190 mm, thus the mirror was classified in 2(B)2 classification.
  • a paint composition according to the present invention when applied to a glass object makes it much more resistant to impacts, and thus much more safe.
  • a paint composition according to the present invention can be opaque, e. g. owing to the presence in it of colouring agents, or preferably transparent so as to better satisfy any aesthetic requirements.
  • the percentage of one colouring pigment or dye is up to 50% of a dry residue of the paint composition.
  • a paint composition according to the present invention can be applied to mirrors or, in general, glass articles by any suitable conventional apparatus, e. g. a spraying or coating machine or a roll coater or a spreading blade.
  • a paint composition according to the present invention is preferably dried, e. g. by making use of an IR (infrared) lamp or a hot-air furnace of any suitable type.
  • IR infrared
  • the possibility of using conventional apparatus for applying and drying a paint composition according to the present invention makes it possible to obtain competitive painted impact-resistant glass objects.
  • the invention as described above is susceptible to numerous variations and modifications within the scope of the invention, as defined by the claims.

Abstract

The present invention relates to a paint composition for at least partly coating glass objects comprising an anionic aqueous solution of at least one aliphatic or aromatic polyurethanic compound. Preferably the polyurethanic compound comprises at least one glycol compound, at least one propionic acid, and at least one diisocyanate compound.

Description

PAINT COMPOSITION FOR BRITTLE OBJECTS SUCH AS GLASSES AND MIRRORS The present invention relates to a paint composition suitable for brittle objects with a plane and smooth surface, e. g. glasses and mirrors, and objects with rough or variously shaped surface. When a brittle object accidentally falls on the floor or is subjected to substantial thrust, it is liable to be shattered into a plurality of pieces, with the result that, on the one hand, the object becomes unusable and, on the other, a number of pieces might be ejected and spread around with the risk of hurting people standing nearby and damaging objects in the surrounding area. Searches and tests have been conducted to provide a composition which could be applied to brittle object surfaces in order to give them good impact resistance so that after an impact the object, if fractured into pieces, keeps its shape or configuration by preventing the pieces from scattering around and thus becoming loose. EP-1 100 756 discloses a method for adhering a layer of organic paint to the surface of a glass sheet. The organic paint is mainly constituted by a water-soluble sodium silicate and a water-soluble base, e. g. sodium hydroxide and potassium hydroxide. The use of such an organic paint, mostly owing to the presence of the silicate compound, is unsuitable for most kinds of glasses in that between the glass support and the organic paint a link is obtained, which is quite sensitive to temperature changes or liable to quick aging. Another method which has been proposed in the past provides the application of a transparent plastic adhesive layer to one or more surfaces of a brittle object. Such an adhesive layer, although prevent scattering of the various pieces in case of fracture following to an impact of the object, is unsuitable to prevents fracture itself of the object, in that it does not provide any additional impact resistance to the coated object that remains basically brittle or fragile. Moreover, the application of such an adhesive solution does involve the use of suitable machines correctly to apply an adhesive layer to an object to be coated, otherwise air bubbles are formed and trapped between the brittle object surface and the coating adhesive layer. Such a machine is quite expensive to manufacture and involves well trained operators which affects the final cost of the coating operation. Moreover, a method based on adhesive layers cannot be used for brittle objects having curved, undercut or decorated surfaces unless use is made of specific machines. In such a case, however, the production costs of the final objects would be too high with respect to the production costs of the similar objects when obtained by a method other than that providing adhesive layers. When dealing with cut mirrors or glasses the above described methods cannot be used, because any organic paint and adhesive layer covers and hides the cut surface of the objects thus depriving the objects of their aesthetic features. It has already been suggested partly to solve the above mentioned problems by painting a tempered glass with a silicon-based paint. The surface of a painted tempered glass, however, is not often perfectly plane as undulations can result after a painting and tempering operation. Moreover, a tempered glass although becoming fractured upon impact is less liable to scatter fractured pieces or fragments, thus ensuring a minimum safety in case of an accident. A specific drawback connected to the use of tempered glass is the fact that tempered glass cannot be further processed, which is highly inconvenient in many cases. The main object of the present invention is to provide a new polyurethanic paint composition which can be applied to the surface of a brittle object, such as a mirror or a glass, to make it highly resistant to impacts. Another object of the present invention is to provide a paint composition that, when a paint-coated brittle object is subject to an impact, prevents it from scattering fractured pieces while keeping them assembled together to prevent them from damaging people in the vicinity. Another object of the present invention is to provide a paint composition suitable for making brittle objects more resistant to impacts, and applicable to the object in an easy, rapid and cost effective way. Another object of the present invention is that such a paint composition can be also applied to not plane objects, e. g. objects with curved, cut, bent, ground, undercut, rough, smooth surfaces, without affecting their appearance. These and other objects that will better appear below are achieved by a paint composition for at least partly coating brittle glass objects characterized in that it comprises an anionic aqueous solution of at least one aliphatic or aromatic polyurethanic compound. Advantageously, said polyurethanic compound comprises: - at least one glycol compound; - at least one propionic acid; and - at least one diisocyanate compound. More preferably, said polyurethanic compound is a high-solid content, aromatic/polyether-based dispersion obtained without use of solvent. A paint composition according to the present invention comprises an anionic aqueous solution of a polyurethanic compound preferably although not exclusively including: - 4-4' dicyclohexylmethane-diisocyanate (H12MDI); - at least one compound selected from the group comprising polyethylene glycol, polypropylene glycol, polytetrahydrofuran glycol; and - dimethylpropionic acid. Preferably, the 4-4' dicyclohexylmethane-diisocyanate compound is in a percentage ranging from 20 to 50% w/w, the glycol compound is in a percentage ranging from 20 to 50% w/w, and the dimethylpropionic acid is in a percentage ranging from 5 to 20% w/w. Most preferable characteristics of a polyurethanic compound to be used in the paint composition according to the present invention are listed in the following Table A. Table A
Figure imgf000005_0001
A polyurethanic compound that can also be used in a paint composition according to the present invention is a high-solid content, aromatic/polyether-based dispersion produced without use of solvents such as the compounds Syntegra YM 2000 and Syntegra 2100 produced by Dow Chemical Company. Preferably the paint composition comprises solids in a percentage ranging from about 10 to about 80% w/w A glass mirror covered by a layer of 250 μm of a paint composition as specified above according to the present invention has been subjected to an ultimate strength test no. RP006504-02.1 conducted by a testing concern Consorzio Mobile S.p.A. with registered offices in Pesaro (Italy). The mirror was tested by subjecting it to a pendulum-impact test according to the European standard EN 12600, and withstood without fracturing to an impact by a thrust of 50 ± 1 kg of a weight falling from a height of 190 mm, thus the mirror was classified in 2(B)2 classification. This means that the use of a paint composition according to the present invention when applied to a glass object makes it much more resistant to impacts, and thus much more safe. Of course, a paint composition according to the present invention can be opaque, e. g. owing to the presence in it of colouring agents, or preferably transparent so as to better satisfy any aesthetic requirements. Preferably the percentage of one colouring pigment or dye is up to 50% of a dry residue of the paint composition. Moreover, a paint composition according to the present invention can be applied to mirrors or, in general, glass articles by any suitable conventional apparatus, e. g. a spraying or coating machine or a roll coater or a spreading blade. A paint composition according to the present invention is preferably dried, e. g. by making use of an IR (infrared) lamp or a hot-air furnace of any suitable type. The possibility of using conventional apparatus for applying and drying a paint composition according to the present invention makes it possible to obtain competitive painted impact-resistant glass objects. The invention as described above is susceptible to numerous variations and modifications within the scope of the invention, as defined by the claims.

Claims

1. A paint composition for at least partly coating glass objects characterized in that it comprises an anionic aqueous solution of at least one aliphatic or aromatic polyurethanic compound.
2. A paint composition as claimed in claim 1 , characterized in that said polyurethanic compound comprises: - at least one glycol compound; - at least one propionic acid; and - at least one diisocyanate compound.
3. A paint composition as claimed in claim 2, characterized in that said at least one glycol compound is selected from the group comprising polyethylene glycol, polypropylene glycol, and polytetrahydrofuran glycol.
4. A paint composition as claimed in claim 2 or 3, characterized in that the percentage of said at least one glycol compound ranges from 20 to 50% w/w.
5. A paint composition as claim in claims 2 to 4, characterized in that said at least one propionic acid is a methylpropionic acid.
6. A paint composition as claimed in claim 5, characterized in that said at least one propionic acid is dimethylpropionic acid.
7. A paint composition as claimed in any claim 2 to 6, characterized in that the percentage of said at least one propionic acid ranges from 5 to 20% w/w.
8. A paint composition as claimed in any claim 2 to 7, characterized in that said at least one diisocyanate compound comprises a methane-diisocyanate compound.
9. A paint composition as claimed in claims 8, characterized in that said at least one methane-diisocyanate compound comprises 4-4' dicyclohexylmethane-diisocyanate.
10. A paint composition as claimed in any claim 2 to 9, characterized in that the percentage of said at least one diisocyanate compound is in the range from 20 to 50% w/w.
11. A paint composition as claimed in any previous claim, characterized in that said 5 polyurethanic compound has a molecular weight ranging between 10000 and 30000 g/mol.
12. A paint composition as claimed in any previous claim, characterized in that said polyurethanic compound has a glass transition temperature ranging from about -20°C to about 10°C.
10 13. A paint composition as claimed in any previous claim, characterized in that it has a pH ranging from about 3 to about 10.
14. A paint composition as claimed in any previous claim, characterized in that it comprises at least one colouring pigment.
15. A paint composition as claimed in any previous claim, characterized in that it 15 comprises at least one dye.
16. A paint composition as claimed in claim 14 or 15, characterized in that the percentage of said at least one colouring pigment or dye is up to 50% of a dry residue of the paint composition.
17. A paint composition as claimed in any previous claim, characterized in that it 0 comprises solids in a percentage ranging from about 10 to about 80% w/w.
18. A paint composition as claimed in any previous claim, characterized in that said polyurethanic compound comprises a high-solid content, aromatic/polyether-based dispersion.
PCT/IB2005/001411 2004-05-25 2005-05-24 Paint composition for brittle objects such as glasses and mirrors WO2005115939A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
ITMC20040070 ITMC20040070A1 (en) 2004-05-25 2004-05-25 "WATER-BASED PAINT FOR THE SAFE BREAKING OF GLASS AND MIRRORS AND THAT FACILITATES THE PAINTING SYSTEM"
ITMC2004A000070 2004-05-25

Publications (1)

Publication Number Publication Date
WO2005115939A1 true WO2005115939A1 (en) 2005-12-08

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2021197731A1 (en) 2020-03-31 2021-10-07 Saint-Gobain Glass France Method for producing a safety tempered vehicle glazing unit and safety tempered vehicle glazing unit

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH08283660A (en) * 1995-04-17 1996-10-29 Asahi Denka Kogyo Kk Coating composition for protecting glass
US5712342A (en) * 1994-12-27 1998-01-27 Korea Chemical Co., Ltd. Process for producing a water-dispersion of polyurethane resin and a paint composition containing the resin produced by that process
US5852106A (en) * 1996-05-15 1998-12-22 Bayer Aktiengesselschaft Coating compositions for glass substrates
US6635723B1 (en) * 1998-03-24 2003-10-21 Skw Bauchemie Gmbh Solvent-free polyurethane dispersion

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5712342A (en) * 1994-12-27 1998-01-27 Korea Chemical Co., Ltd. Process for producing a water-dispersion of polyurethane resin and a paint composition containing the resin produced by that process
JPH08283660A (en) * 1995-04-17 1996-10-29 Asahi Denka Kogyo Kk Coating composition for protecting glass
US5852106A (en) * 1996-05-15 1998-12-22 Bayer Aktiengesselschaft Coating compositions for glass substrates
US6635723B1 (en) * 1998-03-24 2003-10-21 Skw Bauchemie Gmbh Solvent-free polyurethane dispersion

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
DOW CHEMICAL: "Syntegra YM 2000", INTERNET, 30 April 2004 (2004-04-30), XP002349770, Retrieved from the Internet <URL:http://web.archive.org/web/20030822203031/http://www.dow.com/polyurethane/na/product/products/syntegra/ym2000.htm> [retrieved on 20051017] *
DOW CHEMICAL: "Syntegra YM 2100", INTERNET, 30 April 2004 (2004-04-30), XP002349771, Retrieved from the Internet <URL:http://web.archive.org/web/20040430020900/http://www.dow.com/polyurethane/na/product/products/syntegra/ym2100.htm> [retrieved on 20051017] *
PATENT ABSTRACTS OF JAPAN vol. 1997, no. 02 28 February 1997 (1997-02-28) *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2021197731A1 (en) 2020-03-31 2021-10-07 Saint-Gobain Glass France Method for producing a safety tempered vehicle glazing unit and safety tempered vehicle glazing unit

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