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Method for the formation of abrasion-resistant coating film

Assignee: Sumitomo Chemical Co Ltd
•
Filing: 1981-07-15
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Granted: 1983-05-10
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Expires: 2001-07-15
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Abstract

Abstract In a method for forming an abrasion-resistant coating film by heat-curing a coating composition composed mainly of a partially hydrolyzed product of alkoxysilane represented by the formula: R.sub.n.sup.4 Si(OR.sup.5).sub.4-n wherein n is an integer of 0 to 2; R 4 is alkyl having 1 to 6 carbon atoms, phenyl, allyl, vinyl, methacryloxy, methacryloxyalkyl, mercaptoalkyl, aminoalkyl, epoxyalkyl, epoxyalkyloxy, epoxyalkyloxyalkyl, tetrahydrofuryl or fluoroalkyl; and R 5 is alkyl having 1 to 4 carbon atoms, an improvement comprises using as a curing catalyst one or more compounds selected from the group consisting of alkali metal salts of thio-acid, dithio-acid and their derivatives; barbituric acid and its derivatives; and β-dicarbonyl compound.

Inventors

  • 👤 Masahiro Yuyama
  • 👤 Mikio Futagami

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-26 15:20
CPC Classifications
C; C09; C09D; C09D4/00; Y; Y10; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31652; Y10T428/31663; Y10T428/31667

Claims Analysis

Total Claims: 5
Claim 1
Independent Claim 306 words
In a method for forming an abrasion-resistant coating film by heat-curing a coating composition on the surface of a substrate, said composition composed mainly of a partially hydrolyzed product of alkoxysilane represented by the formula: R.sub.n.sup.4 Si(OR.sup.5).sub.4-n wherein n is an integer of 0 to 2; R 4 is alkyl having 1 to 6 carbon atoms, phenyl, allyl, vinyl, methacryloxy, methacryloxyalkyl, mercaptoalkyl, aminoalkyl, epoxyalkyl, epoxyalkyloxy, epoxyalkyloxyalkyl, tetrahydrofuryl or fluoroalkyl; and R 5 is alkyl having 1 to 4 carbon atoms, the improvement which comprises using as a curing catalyst at least one alkali metal salt selected from the group consisting of (A) alkali metal salts of thio-acids, dithio-acids and their derivatives represented by the formula: ##STR7## wherein X is --NR 1 R 2 or R 3 ; R 1 and R 2 are each hydrogen, alkyl having 1 to 4 carbon atoms, phenyl, benzyl or allyl; R 3 is hydrogen, alkyl having 1 to 4 carbon atoms, phenyl, benzyl or alkoxy having 1 to 6 carbon atoms; Y is oxygen or sulfur; and M is lithium, sodium or potassium; (B) alkali metal salts of barbituric acid and its derivatives represented by the formula, ##STR8## wherein R 6 and R 7 are each hydrogen, alkyl having 1 to 5 carbon atoms, phenyl, benzyl, allyl or cyclohexyl; R 8 is hydrogen or methyl; Y is oxygen or sulfur; and M is lithium, sodium or potassium and (C) alkali metal salt of a β-dicarbonyl compound represented by the formula: ##STR9## wherein R 9 is hydrogen, alkyl having 1 to 4 carbon atoms or alkylene having 3 to 4 carbon atoms; R 10 and R 11 are each alkyl, alkoxy having 1 to 4 carbon atoms, alkoxycarbonyl having 2 to 5 carbon atoms, phenyl, benzyl or alkylene having 3 to 4 carbon atoms; and M is lithium, sodium or potassium.
Claim 2
Dependent Claim 306 words
In a method for forming an abrasion-resistant coating film by heat-curing a coating composition on the surface of a substrate, said composition composed mainly of a partially hydrolyzed product of alkoxysilane represented by the formula: R.sub.n.sup.4 Si(OR.sup.5).sub.4-n wherein n is an integer of 0 to 2; R 4 is alkyl having 1 to 6 carbon atoms, phenyl, allyl, vinyl, methacryloxy, methacryloxyalkyl, mercaptoalkyl, aminoalkyl, epoxyalkyl, epoxyalkyloxy, epoxyalkyloxyalkyl, tetrahydrofuryl or fluoroalkyl; and R 5 is alkyl having 1 to 4 carbon atoms, the improvement which comprises using as a curing catalyst at least one alkali metal salt selected from the group consisting of (A) alkali metal salts of thio-acids, dithio-acids and their derivatives represented by the formula: ##STR7## wherein X is --NR 1 R 2 or R 3 ; R 1 and R 2 are each hydrogen, alkyl having 1 to 4 carbon atoms, phenyl, benzyl or allyl; R 3 is hydrogen, alkyl having 1 to 4 carbon atoms, phenyl, benzyl or alkoxy having 1 to 6 carbon atoms; Y is oxygen or sulfur; and M is lithium, sodium or potassium; (B) alkali metal salts of barbituric acid and its derivatives represented by the formula, ##STR8## wherein R 6 and R 7 are each hydrogen, alkyl having 1 to 5 carbon atoms, phenyl, benzyl, allyl or cyclohexyl; R 8 is hydrogen or methyl; Y is oxygen or sulfur; and M is lithium, sodium or potassium and (C) alkali metal salt of a β-dicarbonyl compound represented by the formula: ##STR9## wherein R 9 is hydrogen, alkyl having 1 to 4 carbon atoms or alkylene having 3 to 4 carbon atoms; R 10 and R 11 are each alkyl, alkoxy having 1 to 4 carbon atoms, alkoxycarbonyl having 2 to 5 carbon atoms, phenyl, benzyl or alkylene having 3 to 4 carbon atoms; and M is lithium, sodium or potassium.
Claim 3
Dependent Claim 66 words
A method according to claim 1, wherein the curing catalyst is one or more alkali metal salts selected from lithium, sodium and potassium salts of thiocarbamic acid, dithiocarbamic acid, thiocarbonic acid, dithiocarbonic acid and their alkyl derivatives; barbituric acid, 5-alkylbarbituric acid, 5,5-dialkylbarbituric acid and their thio derivatives; acetylacetone, benzoylacetone, acetoacetic esters, malonic diesters, oxalacetic diesters and their derivatives having an alkyl substituent at the α-carbon atom.
Claim 4
Dependent Claim 74 words
A method according to claim 1, wherein the amount of the curing catalyst is 0.1 to 10 parts by weight per 100 parts by weight, calculated as R n 4 SiO.sub.( 4-n)/2 wherein n and R 4 are as defined in claim 1, of the partially hydrolyzed product of alkoxysilane represented by the formula: R n 4 Si(OR 5 ) 4-n wherein n, R 4 and R 5 are as defined in claim 1.
Claim 5
Dependent Claim 20 words
A method according to claim 3, wherein the amount of the curing catalyst is 0.3 to 5 parts by weight.

References Cited (Backward Citations)

US2440711A Cited
US3451838A Cited
US4026720A Cited
US4026826A Cited
US3962189A Cited
US4049861A Cited
US4294950A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1986-05-09 1986-11-08 1987-05-10 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1990-05-09 1990-11-08 1991-05-10 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1994-05-09 1994-11-08 1995-05-10 $7700.00 Window Closed / Lapsed

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