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Method of forming a cured coating film

Assignee: Kansai Paint Co Ltd
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Filing: 1988-12-01
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Granted: 1992-03-03
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Expires: 2008-12-01
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Abstract

Abstract The invention provides a method of forming a cured coating film which comprises exposing a coating composition consisting of, or containing as a main component, a resin containing polymerizable unsaturated group and aprotic onium-containing group of the formula ##STR1## wherein R 1 means a hydrogen atom or a hydrocarbon group of 1 to 8 carbon atoms which may optionally be substituted by a hydroxyl, alkoxy or ester group or a halogen atom; ##STR2## where Z means a nitrogen atom or phosphorus atom and Y means a sulfur atom; R 2 , R 3 and R 4 are the same or different and respectively mean an organic group of 1 to 14 carbon atoms, provided that R 2 and R 3 , or R 2 , R 3 and R 4 may jointly form a heterocyclic group taken together with the adjacent nitrogen, phosphorus or sulfur atom, to actinic radiation or electron beams to thereby induce a crosslinking reaction and, then, subjecting the composition to heat treatment at a temperature not less than 80° C.

Inventors

  • 👤 Naozumi Iwasawa
  • 👤 Osamu Isozaki

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 18:08
CPC Classifications
G; G03; G03F; G03F7/00; G03F7/004; G03F7/038; B; B05; B05D; B05D3/00; B05D3/06; B05D3/068; C; C08; C08G; C08G59/00; C08G59/14; C08G59/1433; C08J; C08J3/00; C08J3/28; G03F7/0388; Y; Y10; Y10S; Y10S522/00; Y10S522/904

Claims Analysis

Total Claims: 6
Claim 1
Independent Claim 289 words
A method of forming a cured coating film comprising the steps of: A) forming an uncured coating film on a substrate by applying a coating composition comprising as a main component an aromatic epoxy resin derivative containing, per kilogram of said derivative, 0.3 to 10 moles of a polymerizable unsaturated group which is at least one member selected from the group consisting of acryloyl, methacryloyl, itaconoyl, maleoyl, fumaroyl, crotonoyl, acrylamido, methacrylamido, cinnamoyl, vinyl and allyl, and 0.1 to 3 moles of an aprotic onium-containing group of the formula ##STR11## wherein R 1 is hydrogen or a hydrocarbon having 1-8 carbon atoms, which may be substituted with a hydroxyl, alkoxy or ester group or a halogen atom; ##STR12## wherein Z is nitrogen or phosphorus and Y is sulfur; R 2 , R 3 and R 4 are the same or different and are an organic group of 1-14 carbon atoms, wherein R 2 and R 3 , or R 2 , R 3 and R 4 may jointly form a heterocyclic group when taken together with the adjacent nitrogen, phosphorus or sulfur, said aromatic epoxy resin derivative being prepared from an aromatic epoxy resin having a molecular weight of 500 to 5,000 as determined by gel permeation chromatography; wherein said coating composition further comprises a photopolymerization initiator; B) drying to the touch at a temperature between 70° to 100° C. the uncured coating film on the substrate; C) curing the exposed portions of said dried film by irradiating said film with actinic radiation through a photomask; D) developing the irradiated film with water or a dilute aqueous acid solution for dissolution and removal of the unexposed areas of the film; and E) subjecting the developed film to a heat treatment.
Claim 2
Independent Claim 289 words
A method of forming a cured coating film comprising the steps of: A) forming an uncured coating film on a substrate by applying a coating composition comprising as a main component an aromatic epoxy resin derivative containing, per kilogram of said derivative, 0.3 to 10 moles of a polymerizable unsaturated group which is at least one member selected from the group consisting of acryloyl, methacryloyl, itaconoyl, maleoyl, fumaroyl, crotonoyl, acrylamido, methacrylamido, cinnamoyl, vinyl and allyl, and 0.1 to 3 moles of an aprotic onium-containing group of the formula ##STR11## wherein R 1 is hydrogen or a hydrocarbon having 1-8 carbon atoms, which may be substituted with a hydroxyl, alkoxy or ester group or a halogen atom; ##STR12## wherein Z is nitrogen or phosphorus and Y is sulfur; R 2 , R 3 and R 4 are the same or different and are an organic group of 1-14 carbon atoms, wherein R 2 and R 3 , or R 2 , R 3 and R 4 may jointly form a heterocyclic group when taken together with the adjacent nitrogen, phosphorus or sulfur, said aromatic epoxy resin derivative being prepared from an aromatic epoxy resin having a molecular weight of 500 to 5,000 as determined by gel permeation chromatography; wherein said coating composition further comprises a photopolymerization initiator; B) drying to the touch at a temperature between 70° to 100° C. the uncured coating film on the substrate; C) curing the exposed portions of said dried film by irradiating said film with actinic radiation through a photomask; D) developing the irradiated film with water or a dilute aqueous acid solution for dissolution and removal of the unexposed areas of the film; and E) subjecting the developed film to a heat treatment.
Claim 3
Dependent Claim 73 words
A method as claimed in claim 1, wherein said aromatic epoxy resin is at least one member selected from the group consisting of: (a) diglycidyl ethers derived from aromatic bisphenols; (b) polymers of diglycidyl ethers and aromatic bisphenols; (c) phenol novolak epoxy resins; (d) cresol novolak epoxy resins; (e) triglycidyl isocyanurate; (f) nuclearly halogenated derivatives of any one of the resins (a-e); and (g) partial modifications of any one of the resins (a-e).
Claim 4
Dependent Claim 22 words
A method as claimed in claim 1, wherein said aromatic epoxy resin derivative has at least one polymerizable unsaturated group per molecule.
Claim 5
Dependent Claim 23 words
A method as claimed in claim 1, wherein the coating composition is used in the form of an aqueous solution or aqueous dispersion.
Claim 6
Dependent Claim 27 words
A method as claimed in claim 1, wherein the heat treatment is carried out at about 120° C. to 180° C. for about 10 to 60 minutes.

References Cited (Backward Citations)

US4074008A Cited
US4338232A Cited
US4186069A Cited
US4693961A Cited
US4565771A Cited
US4786579A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1995-03-03 1995-09-02 1996-03-03 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1999-03-03 1999-09-02 2000-03-03 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2003-03-03 2003-09-02 2004-03-03 $7700.00 Window Closed / Lapsed

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