Composition for the production of a coating with high adhesive strength and scratch resistance

Patent metadata

Field	Value
Publication number	US-9957398-B2
Application number	US-201213644770-A
Country	US
Kind code	B2
Filing date	Oct 4, 2012
Priority date	Oct 4, 2011
Publication date	May 1, 2018
Grant date	May 1, 2018

Abstract

A composition including:
(a) a silane derivative of the formula (I)

in which R 1 , R 2 , R 3 and R 4 , which may be the same or different, are selected from alkyl, acyl, alkyleneacyl, cycloalkyl, aryl and alkylenearyl, and/or a hydrolysis and/or condensation product of the silane derivative of the formula (I);
(b) a silane derivative of the formula (II)

R 6 R 7 3−n Si(OR 5 ) n   (II)

in which R 5 is an alkyl, acyl, alkyleneacyl, cycloalkyl, aryl or alkylenearyl group, R 6 is an organic radical containing an epoxide group, R 7 is an unsubstituted or substituted alkyl, cycloalkyl, aryl or alkylenearyl group, n is 2 or 3, and/or a hydrolysis and/or condensation product of the silane derivative of the formula (II);
(c) a colloidal inorganic oxide, fluoride or oxyfluoride; (d) an epoxide compound having at least two epoxide groups, and (e) a catalyst system.

First claim

The invention claimed is:

1. A composition configured to produce a coating using a single curing step, the composition comprising:
(A) a first silane composition present in the composition in an amount of 5% by weight to 50% by weight wherein the first silane composition is chosen from the group consisting of:
(a) a silane derivative of the formula (I)

in which:
R 1 , R 2 , R 3 and R 4 , which may be the same or different, are selected from an alkyl, an acyl, an alkyleneacyl, a cycloalkyl, an aryl and an alkylenearyl, which may optionally be substituted,

(b) a hydrolysis product of the silane derivative of the formula (I);
(c) a condensation product of the silane derivative of the formula (I); and
(d) mixtures thereof;

(B) a second silane composition present in the composition in an amount of 5% by weight to 50% by weight wherein the second silane composition is chosen from the group consisting of:
(a) a silane derivative of the formula (II)
R 6 R 7 3−n Si(OR 5 ) n   (II)

in which:
R 5 is an unsubstituted or substituted alkyl, acyl, alkyleneacyl, cycloalkyl, aryl or alkylenearyl group,
R 6 is an organic radical containing an epoxide group,
R 7 is an unsubstituted or substituted alkyl, cycloalkyl, aryl or alkylenearyl group,
n is 2 or 3;

(b) a hydrolysis product of the silane derivative of the formula (II);
(c) condensation product of the silane derivative of the formula (II); and
(d) mixtures thereof;

(C) a colloidal inorganic oxide, fluoride or oxyfluoride present in the composition in an amount of 5% by weight to 50% by weight;
(D) an epoxide compound having at least two epoxide groups present in the composition in an amount of 0.1% by weight to 10% by weight; and
(E) a catalyst system comprising: a Lewis acid and a thermolatent Lewis acid-base adduct present in the composition in an amount of 0.01% by weight to 5% by weight;
Wherein the weight % of the first silane composition to the second silane composition is a ratio from 2.3 to about 0.4, wherein the composition does not comprise a catalyst for the photopolymerization of epoxides, and wherein the composition does not include a dye.

2. The composition of claim 1 , wherein the R 6 radical in the silane derivative of the formula (II) has the following formula (III):

in which;
R 12 is hydrogen or C 1-4 -alkyl and
R 13 is C 1-10 -alkylene.

3. The composition of claim 2 , wherein the inorganic oxide is selected from SiO 2 , TiO 2 , ZrO 2 , SnO 2 , Sb 2 O 3 , Al 2 O 3 , AlO(OH) or mixed oxides or mixtures or core-shell structures thereof, and the inorganic fluoride is MgF 2 which is optionally present in a core-shell structure with the inorganic oxide.

4. The composition of claim 3 , wherein the epoxide compound is a polyglycidyl ether compound.

5. The composition of claim 2 , wherein the epoxide compound is a polyglycidyl ether compound.

6. The composition of claim 1 , wherein the inorganic oxide is selected from SiO 2 , TiO 2 , ZrO 2 , SnO 2 , Sb 2 O 3 , Al 2 O 3 , AlO(OH) or mixed oxides or mixtures or core-shell structures thereof, and the inorganic fluoride is MgF 2 which is optionally present in a core-shell structure with the inorganic oxide.

7. The composition of claim 6 , wherein the epoxide compound is a polyglycidyl ether compound.

8. The composition of claim 1 , wherein the epoxide compound is a polyglycidyl ether compound.

9. The composition of claim 8 , wherein the polyglycidyl ether compound comprises a diglycidyl compound having the following formula (IV):

in which:
p is 0 or 1;
x=1-10; and
R 10 and R 11 , which may be the same or different, are hydrogen or methyl.

10. The composition of claim 8 , wherein the polyglycidyl ether compound comprises a triglycidyl ether compound having the following formula (V):

in which:
R 14 , R 15 and R 16 ,which may be the same or different, are hydrogen or methyl,
R 17 is hydrogen or C 1-4 -alkyl;
x=0-3;
y=0-3; and
z=0-3.

11. The composition of claim 10 , wherein the epoxide compound of the formula (V) is selected from the group consisting of: trimethylolpropane triglycidyl ether, triglycidylglycerol, trimethylolethane triglycidyl ether, a prepolymer thereof, and a mixture thereof.

12. The composition of claim 11 , wherein the Lewis acid is selected from the group consisting of: an ammonium salt, a metal salt of a metal from one of groups 1, 2 and 13 of the periodic table of the elements, a halide of an element of group 13 of the periodic table of the elements, an organic sulphonic acid or an amine salt thereof, a fluoride salt, an organotin compound and mixtures thereof.

13. The composition of claim 1 , wherein the Lewis acid is selected from the group consisting of: an ammonium salt, a metal salt of a metal from one of groups 1, 2 and 13 of the periodic table of the elements, a halide of an element of group 13 of the periodic table of the elements, an organic sulphonic acid or an amine salt thereof, a fluoride salt, an organotin compound and mixtures thereof.

14. The composition of claim 13 , wherein the thermolatent Lewis acid-base adduct is a metal complex.

15. The composition of claim 14 , wherein the metal of the metal complex is selected from one of groups 6, 8, 12 and 13 of the periodic table of the elements.

16. The composition of claim 15 , wherein the metal complex is selected from a metal enolate, a metal alkoxide, a metal acetate, and a mixture thereof.

17. The composition of claim 1 , wherein the thermolatent Lewis acid-base adduct is a metal complex.

18. The composition of claim 1 , wherein the composition further comprises a solvent chosen from the group consisting of an alcohol, an ether, an ester and mixtures thereof.

19. A process for coating a substrate comprising the steps of:
providing a composition according to claim 1 ;
applying the composition to a substrate; and
treating the substrate at a temperature in the range from 75° C. to 150° C. to cure the coating.

20. An article comprising:
a substrate; and
a coating on the substrate surface, wherein the coating comprises the composition of claim 1 .

Assignees

• Zeiss Carl Vision Int Gmbh
• Carl Zeiss Vision Gmbh

Inventors

• Hugenberg Norbert
• Peng Bin
• Puetz Joerg

Classifications

• C09D183/06 Primary

  containing silicon bound to oxygen-containing groups (C09D183/12 takes precedence) · CPC title

• C08G77/14

  containing silicon bound to oxygen-containing groups · CPC title

• C09D183/04

  Polysiloxanes · CPC title

• C09D7/63 Primary

  organic · CPC title

• C08L83/00

  Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers · CPC title