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US4003877A Expired / Lapsed US ⏱️ 0.0 years remaining

Photopolymerizable screen printing inks for permanent coatings prepared from aryloxyalkyl compositions

Assignee: MacDermid Inc
•
Filing: 1974-05-24
•
Granted: 1977-01-18
•
Expires: 1994-05-24
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Abstract

Abstract Highly durable coatings are formed by the photopolymerization of screen printing inks containing aryloxyalkyl acrylate monomers or prepolymers, a polymerizable diluent and a free-radical initiating system, such inks having a viscosity of 5,000 to 200,000 centipoises and a thixotropic index of from 1 to 6. The photopolymerizable inks are useful for coating substrates, such as printed circuits, and serve as solder masks and resists for electroless plating, electroplating and etching.

Inventors

  • 👤 Melvin A. Lipson
  • 👤 Dale W. Knoth
  • 👤 Walter D. Custer
  • 👤 Michael N. Gilano

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-27 15:32
CPC Classifications
C; C09; C09D; C09D11/00; C09D11/02; C09D11/10; C09D11/101; C08; C08F; C08F20/00; C08F20/02; C08F20/10; C08F20/26; C08F20/30; C08F290/00; C08F290/02; C08F290/06; C08L; C08L63/00; C08L63/10; G; G03; G03F; G03F7/00; G03F7/004; G03F7/027; G03F7/032; H; H01; H01B; H01B3/00; H01B3/18; H01B3/30; H01B3/44; H01B3/443; H01B3/447; Y; Y10; Y10T; Y10T29/00; Y10T29/49; Y10T29/4981; Y10T29/49812

Claims Analysis

Total Claims: 10
Claim 1
Independent Claim 243 words
A photopolymerizable screen-printing ink which comprises: A. 35-70% by weight of an aryloxyalkyl acrylate having the general formula: ##STR4##wherein X is a methylene, an alkyl-substituted methylene group, a dialkyl-substituted methylene group, a carbonyl group, a sulfide, a sulfoxide, a sulfone, an amine, an alkyl-substituted amine, an ethylene ether, a propylene ether, a 2-hydroxylpropylene ether, wherein each alkyl group contains from 1 to 8 carbon atoms; Y is lower aklyl or hydroxylower alkyl of up to 8 carbon atoms; A is an unsaturated acyloxy group having from 3 to 18 carbon atoms; and n is 0 through 20, m is 0 or 1, p is 0 or 1; B. 15-45% by weight of a photopolymerizable diluent having terminal ethylenic groups selected from ethylene diacrylate; diethylene glycol diacrylate; tetraethylene glycol diacrylate; glycerol diacrylate; glycerol triacrylate; ethylene dimethacrylate; 1,3-propylene dimethacrylate; 1,2,4-butanetriol trimethacrylate; 1,4-benzenediol dimethacrylate; pentaerythritol tetremethacrylate; 1,3-propanediol diacrylate; 1,6-hexanediol diacrylate; the bis-acrylate of a polyethylene glycol having a molecular weight of 200 to 500; the bis-methacrylate of a polyethylene glycol having a molecular weight of 200 to 500; trimethylol-propane triacrylate; pentaerythritol triacrylate; methylene bis-acrylamide; methylene bis-methacrylamide; 1,6-hexamethylene bis-acrylamide; diethylene triamine tri-methacrylamide; bis-(methacrylamidopropoxy) ethane; bis-methacrylamidoethyl methacrylate N-(beta-hydroxyethyloxy) ethyl acrylamide; divinyl succinate; divinyl adipate; divinyl phthalate; divinyl terephthalate; divinyl benzene-1,3-disulfonate; divinyl butane-1,4-disulfonate; and sorbaldehyde; C. 0.1-10% by weight of a free radical generating addition polymerizing initiating system; said photopolymerizable composition having a viscosity of from 5,000 to 200,000 centipoises and a thixotropic index of from 1.00 to 6.00.
Claim 2
Dependent Claim 243 words
A photopolymerizable screen-printing ink which comprises: A. 35-70% by weight of an aryloxyalkyl acrylate having the general formula: ##STR4##wherein X is a methylene, an alkyl-substituted methylene group, a dialkyl-substituted methylene group, a carbonyl group, a sulfide, a sulfoxide, a sulfone, an amine, an alkyl-substituted amine, an ethylene ether, a propylene ether, a 2-hydroxylpropylene ether, wherein each alkyl group contains from 1 to 8 carbon atoms; Y is lower aklyl or hydroxylower alkyl of up to 8 carbon atoms; A is an unsaturated acyloxy group having from 3 to 18 carbon atoms; and n is 0 through 20, m is 0 or 1, p is 0 or 1; B. 15-45% by weight of a photopolymerizable diluent having terminal ethylenic groups selected from ethylene diacrylate; diethylene glycol diacrylate; tetraethylene glycol diacrylate; glycerol diacrylate; glycerol triacrylate; ethylene dimethacrylate; 1,3-propylene dimethacrylate; 1,2,4-butanetriol trimethacrylate; 1,4-benzenediol dimethacrylate; pentaerythritol tetremethacrylate; 1,3-propanediol diacrylate; 1,6-hexanediol diacrylate; the bis-acrylate of a polyethylene glycol having a molecular weight of 200 to 500; the bis-methacrylate of a polyethylene glycol having a molecular weight of 200 to 500; trimethylol-propane triacrylate; pentaerythritol triacrylate; methylene bis-acrylamide; methylene bis-methacrylamide; 1,6-hexamethylene bis-acrylamide; diethylene triamine tri-methacrylamide; bis-(methacrylamidopropoxy) ethane; bis-methacrylamidoethyl methacrylate N-(beta-hydroxyethyloxy) ethyl acrylamide; divinyl succinate; divinyl adipate; divinyl phthalate; divinyl terephthalate; divinyl benzene-1,3-disulfonate; divinyl butane-1,4-disulfonate; and sorbaldehyde; C. 0.1-10% by weight of a free radical generating addition polymerizing initiating system; said photopolymerizable composition having a viscosity of from 5,000 to 200,000 centipoises and a thixotropic index of from 1.00 to 6.00.
Claim 3
Dependent Claim 14 words
The composition of claim 1 wherein the aryloxyalkyl acrylate is bis-2,2-[4-(beta-hydroxyethyl)-phenyl]-propane diacrylate or dimethacrylate.
Claim 4
Dependent Claim 25 words
The composition of claim 1 wherein the aryloxyalkyl acrylate is the reaction product of acrylic acid or methacrylic acid and the diglycidyl ether of 2,2-(4-hydroxyphenyl)-propane.
Claim 5
Dependent Claim 16 words
The composition of claim 1 wherein the photopolymerizable diluent contains two or more terminal ethylenic groups.
Claim 6
Dependent Claim 13 words
The composition of claim 1 wherein the photopolymerizable diluent is tetraethylene glycol diacrylate.
Claim 7
Dependent Claim 12 words
The composition of claim 1 wherein the photopolymerizable diluent is trimethylolpropane triacrylate.
Claim 8
Dependent Claim 13 words
The composition of claim 1 wherein the initiating system contains a benzoin ether.
Claim 9
Dependent Claim 13 words
The composition of claim 1 wherein the initiating system contains an alkyl-substituted anthraquinone.
Claim 10
Dependent Claim 14 words
The composition of claim 1 wherein the initiating system contains an α,α -dialkoxy-substituted acetophenone.

References Cited (Backward Citations)

US3539533A Cited
US3772062A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-01-18 1980-07-19 1981-01-18 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-01-18 1984-07-19 1985-01-18 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-01-18 1988-07-19 1989-01-18 $7700.00 Window Closed / Lapsed

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