Thermosetting coating compositions for the sealing of fiber reinforced plastics

• US 4,526,939 A
• Filed: 07/18/1983
• Issued: 07/02/1985
• Est. Priority Date: 07/18/1983
• Status: Expired due to Fees

• Current Assignee: Valspar Corporation (Sherwin-Williams Company)
• Original Assignee: DeSoto, Inc. (Overstock.com Incorporated)
• Inventors: Lewarchik, Ronald J., Murray, Kevin P., Jones, Arthur T., Donovan, Marcella G.
• Primary Examiner(s): Pertilla, Theodore E.
• Application Number:
  US06/515,029
• Time in Patent Office: 715 Days
• Field of Search: 525/438, 525/533, 525/514, 525/922, 525/454, 525/481, 525/488, 525/510
• US Class Current: 525/438
• CPC Class Codes: C08G 18/4081 Mixtures of compounds of group C08G18/64 with other macromolecular compounds
• CPC Class Codes: C08G 18/6407 Reaction products of epoxy resins with at least equivalent amounts of compounds containing active hydrogen with amines C08G18/643; C08G18/42, C08G18/48 take precedence
• CPC Class Codes: C08G 18/8064 with monohydroxy compounds
• CPC Class Codes: C08G 59/1455 Monocarboxylic acids, anhydrides, halides, or low-molecular-weight esters thereof
• CPC Class Codes: C08G 63/181 Acids containing aromatic rings
• CPC Class Codes: C08L 2666/02 Organic macromolecular compounds, natural resins, waxes or and bituminous materials
• CPC Class Codes: C08L 2666/14 Macromolecular compounds according to C08L59/00 - C08L87/00; Derivatives thereof
• CPC Class Codes: C09D 163/10 Epoxy resins modified by unsaturated compounds
• CPC Class Codes: C09D 167/02 Polyesters derived from dicarboxylic acids and dihydroxy compounds C09D167/06 takes precedence
• CPC Class Codes: Y10S 525/922 Polyepoxide polymer having been reacted to yield terminal ethylenic unsaturation
• CPC Class Codes: Y10T 428/31511 Of epoxy ether
• CPC Class Codes: Y10T 428/31525 Next to glass or quartz
• CPC Class Codes: Y10T 428/31786 Of polyester [e.g., alkyd, etc.]

Abstract

High solids thermosetting organic solvent solution coating compositions are disclosed which are particularly useful for sealing the pores in fiber reinforced plastics. These compositions contain a mixture of resins comprising (1) from 30% to 70% of one or more hydroxy functional resins having a number average molecular weight of at least about 700, a Gardner bubble viscosity less than about Z₄ measured in methyl ethyl ketone at 90% solids at 25° C., and at least 5% of the hydroxy groups thereof being primary hydroxy groups, (2) from 10% to 70% of low molecular weight epoxy ester made by esterifying one or more resinous polyepoxides having a 1,2-epoxy equivalency of at least 1.2 with an approximately stoichiometric proportion of monocarboxylic fatty acid to provide an essentially epoxy-free ester having a Gardner bubble viscosity less than Z₄ at 75% solids in xylol at 25° C., and (3) the balance of the mixture, but not less than 15% thereof, being a curing agent having a plurality of groups reactive with the hydroxy groups in the hydroxy resin and in the epoxy ester.

Claims

1. A thermosetting organic solvent solution coating composition containing a mixture of resins comprising (1) from 30% to 70% of one or more hydroxy functional resins having a number average molecular weight of at least about 700, a Gardner bubble viscosity less than about Z₄ measured in methyl ethyl ketone at 90% solids at 25°

C., and at least 5% of the hydroxy groups thereof being primary hydroxy groups, (2) from 10% to 70% of low molecular weight epoxy ester made by esterifying one or more resinous polyepoxides having a 1,2-epoxy equivalency of at least 1.2 with an approximately stoichiometric proportion of monocarboxylic fatty acid to provide an essentially epoxy-free ester having a Gardner bubble viscosity less than Z₄ at 75% solids in xylol at 25°

C., and (3) the balance of the mixture, but not less than 15% thereof, being a curing agent having a plurality of groups reactive with the hydroxy groups in the hydroxy resin and in the epoxy ester, said composition having a total solids content of at least 35%.

2. A coating composition as recited in claim 1 in which the composition has a total solids content of from 50% up to about 90%.

3. A coating composition as recited in claim 1 in which said curing agent is selected from aminoplast resins, phenoplast resins, and blocked organic polyisocyanates.

4. A coating composition as recited in claim 1 in which from 50% to 75% of the hydroxy functionality is present in said hydroxy functional resins, with the balance of the hydroxy functionality being supplied by said epoxy ester.

5. A coating composition as recited in claim 1 in which the epoxy component of said epoxy ester has a molecular weight below about 1000.

6. A coating composition as recited in claim 5 in which the epoxy component of said epoxy ester is a diglycidyl ether of a bisphenol having a 1,2-epoxy equivalency of from 1.7-2.0 and a molecular weight below about 500.

7. A coating composition as recited in claim 1 in which at least 50% of the hydroxy groups of said hydroxy functional resins are of primary character.

8. A coating composition as recited in claim 1 in which said monocarboxylic acid contains from 16-22 carbon atoms.

9. A coating composition as recited in claim 8 in which said monocarboxylic acid is unsaturated.

10. A coating composition as recited in claim 9 in which a drier salt is included to aid the cure.

11. A coating composition as recited in claim 1 in which pigment is present to provide a pigment to binder ratio of from 0.3:

1 to 0.9;

1.

12. A coating composition as recited in claim 1 in which the curing agent is hexamethoxymethyl melamine used in an amount of from 15% to 35%, based on the mixture of three named components, and an acid catalyst is present to lower the curing temperature.

13. A coating composition as recited in claim 1 in which said hydroxy functional resin is an hydroxy functional polyester resin.

14. A coating composition as recited in claim 13 in which said hydroxy functional polyester resin is constituted by the polyesterification product of aliphatic dihydric alcohol with aliphatic dicarboxylic acid constituting at least about 85% of the polyester, and up to about 5% of aromatic polycarboxylic acid.

15. A coating composition as recited in claim 1 in which said hydroxy functional polyester resin has an hydroxy value in the range of 150-450 and an acid value of less than 20.

16. A coating composition as recited in claim 15 in which said hydroxy functional polyester resin has an hydroxy value in the range of 200-350 and an acid value of less than 6.

17. A thermosetting organic solvent solution coating composition containing a mixture of resins comprising (1) from 30% to 65% of hydroxy functional polyester resin having a number average molecular weight of at least about 700, a Gardner bubble viscosity less than about Z₄ measured in methyl ethyl ketone at 90% solids at 25°

C., and at least 50% of the hydroxy groups being primary hydroxy groups, said polyester resin having an hydroxy value in the range of 150-450 and an acid value of less than 20, (2) from 15% to 30% of an epoxy ester made by esterifying one or more resinous polyepoxides having a molecular weight below about 1000 and having a 1,2-epoxy equivalency of 1.7-2.0 with an approximately stoichiometric proportion of monocarboxylic fatty acid to provide an essentially epoxy-free ester having a Gardner bubble viscosity less than Z₄ at 75% solids in xylol at 25°

C., and (3) from 15% to 35% of an alkylated aminoplast resin, said composition having a total solids content of from 50% up to about 90%.