US3883612A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Low-shrink thermosetting polymers
Assignee: Owens Corning Fiberglas Technology Inc
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Filing: 1973-02-08
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Granted: 1975-05-13
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Expires: 1993-02-08
Abstract
Abstract The invention pertains to a one-part low-shrink or low-profile molding composition based on a dicyclopentadiene-modified polyester resin. The molding resin compositions are stabilized emulsions comprising a thermosetting unsaturated polyester polymer modified with dicyclopentadiene, an ethylenically unsaturated monomer copolymerizable with the thermosetting polyester polymer, and a thermoplastic resin having acid groups whereby the molding resin compositions are suitable for thickening with alkaline earth oxide and/or hydroxide thickeners.
Inventors
- 👤 Ivor Pratt
- 👤 Ulrich Boschert
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 12:54
CPC Classifications
C; C08; C08L; C08L67/00; C08L67/06
Claims Analysis
Total Claims: 10
Claim 1
Independent Claim
194 words
A LOW-PROFILE MOLDING RESIN COMPOSITION FOR THICKENING WITH GROUP II METAL OXIDES, HYDROXIDES, OR ALKOXIDES, COMPRISING: A STABLE RESIN EMULSION COMPRISING BY WEIGHT A MIXTURE OF AT LEAST 25% OF A DICYCLOPENTADIENE TERMINATED ETHYLENICALLY UNSATURATED POLYESTER POLYMER, ABOUT 5 TO 20% OF AN ACID FUNCITIONAL THERMOPLASTIC POLYMER, AND ABOUT 40 TO 58% OF AN ETHYLENICALLY UNSATURATED MONOMER, SAID DICYCLOPENTADIENE POLYESTER BEING THE ESTERIFICATION PRODUCT OF AN ALPHA, BETA-ETHYLENICALLY UNSATURATED DICARBOXYLIC ACID, DICYCLOPENTADIENE, AND GLYCOL, SAID DICARBOXYLIC ACID ESTERFIED WITH ABOUT 0.1 TO 0.4 MOLES OF DICYCLOPENTADIENE PER MOLE OF DICARBOXYLIC ACID, SAID POLYESTER PRODUCED BY FIRST REACTING A MOLAR EXCESS OF SAID POLYCARBOXYLIC ACID WITH SAID GLYCOL TO PRODUCE AN ACID TERMINATED PREPOLYMER, AND THEN REACTING THE DICYCLOPENTIADIENE WITH SAID PREPOLYMER AND SAID THERMOPLASTIC POLYMER BEING A COPOLYMER OF ETHYLENICALLY UNSATURATED MONOMERS COMPRISING BY WEIGHT FROM ABOUT 5-50% OF (A) A LOWER ALKYL ESTER OF AN UNSATURATED ACID SELECTED FROM THE GROUP OF ACRYLIC ACID OR METHACRYLIC ACID, AND (B) AN UNSATURATED ACID SELECTED FROM THE GROUP CONSISTING OF ACRYLIC ACID OR METHACRYLIC ACID, AND SUBSTANTIALLY THE BALANCE BEING (C) VINYL ACETATE, SAID THERMOPLASTIC POLYMER HAVING AN ACID NUMBER OF AT LEAST ABOUT 0.4.
Claim 2
Dependent Claim
194 words
A LOW-PROFILE MOLDING RESIN COMPOSITION FOR THICKENING WITH GROUP II METAL OXIDES, HYDROXIDES, OR ALKOXIDES, COMPRISING: A STABLE RESIN EMULSION COMPRISING BY WEIGHT A MIXTURE OF AT LEAST 25% OF A DICYCLOPENTADIENE TERMINATED ETHYLENICALLY UNSATURATED POLYESTER POLYMER, ABOUT 5 TO 20% OF AN ACID FUNCITIONAL THERMOPLASTIC POLYMER, AND ABOUT 40 TO 58% OF AN ETHYLENICALLY UNSATURATED MONOMER, SAID DICYCLOPENTADIENE POLYESTER BEING THE ESTERIFICATION PRODUCT OF AN ALPHA, BETA-ETHYLENICALLY UNSATURATED DICARBOXYLIC ACID, DICYCLOPENTADIENE, AND GLYCOL, SAID DICARBOXYLIC ACID ESTERFIED WITH ABOUT 0.1 TO 0.4 MOLES OF DICYCLOPENTADIENE PER MOLE OF DICARBOXYLIC ACID, SAID POLYESTER PRODUCED BY FIRST REACTING A MOLAR EXCESS OF SAID POLYCARBOXYLIC ACID WITH SAID GLYCOL TO PRODUCE AN ACID TERMINATED PREPOLYMER, AND THEN REACTING THE DICYCLOPENTIADIENE WITH SAID PREPOLYMER AND SAID THERMOPLASTIC POLYMER BEING A COPOLYMER OF ETHYLENICALLY UNSATURATED MONOMERS COMPRISING BY WEIGHT FROM ABOUT 5-50% OF (A) A LOWER ALKYL ESTER OF AN UNSATURATED ACID SELECTED FROM THE GROUP OF ACRYLIC ACID OR METHACRYLIC ACID, AND (B) AN UNSATURATED ACID SELECTED FROM THE GROUP CONSISTING OF ACRYLIC ACID OR METHACRYLIC ACID, AND SUBSTANTIALLY THE BALANCE BEING (C) VINYL ACETATE, SAID THERMOPLASTIC POLYMER HAVING AN ACID NUMBER OF AT LEAST ABOUT 0.4.
Claim 3
Dependent Claim
24 words
The composition in claim 1 wherein said mixture contains between about 10 to 15% thermoplastic having an acid number between about 4 and 20.
Claim 4
Dependent Claim
18 words
The composition in claim 2 wherein the acid number of said thermoplastic is between about 4 and 12.
Claim 5
Dependent Claim
179 words
A low-profile molding resin composition for thickening with Group II metal oxides, hydroxides, or alkoxides, comprising: a stable resin emulsion comprising by weight a mixture of at least about 25% of a dicyclopentadiene terminated ethylenically unsaturated polyester polymer, about 5 to 20% of an acid functional thermoplastic polymer, and 40 to 58% ethylenically unsaturated monomer; said dicyclopentadiene terminated polyester being the esterification product of an alpha,beta-ethylenically unsaturated dicarboxylic acid, dicyclopentadiene, and glycol, said dicarboxylic acid being esterified with about 0.1-0.4 moles of dicyclopentadiene per mole of said dicarboxylic acid, said polyester produced by first reacting a molar excess of said dicarboxylic acid with said glycol to produce an acid terminated prepolymer, and then reacting the dicyclopentadiene with said prepolymer at temperatures between about 290*F and 310*F; said acid functionAl thermoplastic polymer having an acid number of at least about 0.4 and being the copolymer of major amounts of ethylenically unsaturated monomers of vinyl acetate and a lower alkyl ester of acrylic or methacrylic acid copolymerized with minor amounts of unsaturated acids selected from acrylic, methacrylic, itaconic, maleic, and fumaric.
Claim 6
Dependent Claim
179 words
A low-profile molding resin composition for thickening with Group II metal oxides, hydroxides, or alkoxides, comprising: a stable resin emulsion comprising by weight a mixture of at least about 25% of a dicyclopentadiene terminated ethylenically unsaturated polyester polymer, about 5 to 20% of an acid functional thermoplastic polymer, and 40 to 58% ethylenically unsaturated monomer; said dicyclopentadiene terminated polyester being the esterification product of an alpha,beta-ethylenically unsaturated dicarboxylic acid, dicyclopentadiene, and glycol, said dicarboxylic acid being esterified with about 0.1-0.4 moles of dicyclopentadiene per mole of said dicarboxylic acid, said polyester produced by first reacting a molar excess of said dicarboxylic acid with said glycol to produce an acid terminated prepolymer, and then reacting the dicyclopentadiene with said prepolymer at temperatures between about 290*F and 310*F; said acid functionAl thermoplastic polymer having an acid number of at least about 0.4 and being the copolymer of major amounts of ethylenically unsaturated monomers of vinyl acetate and a lower alkyl ester of acrylic or methacrylic acid copolymerized with minor amounts of unsaturated acids selected from acrylic, methacrylic, itaconic, maleic, and fumaric.
Claim 7
Independent Claim
193 words
A method of producing a low-profile molding composition for thickening with Group II metal oxides, hydroxides, and alkoxides, comprising: providing a dicyclopentadiene terminated ethylenically unsaturated polyester polymer being substantially the esterification product of a glycol, dicyclopentadiene, and an alpha,beta-ethylenically unsaturated dicarboxylic acid, said dicarboxylic acid being esterified with 0.1 to 0.4 moles of dicyclopentadiene per mole of said unsaturated dicarboxylic acid wherein an excess molar equivalent of said dicarboxylic acid is first reacted with glycol to produce an acid terminated prepolymer which is thereafter reacted with said dicyclopentadiene at temperatures between 290* to 310*F; mixing said dicyclopentadiene polyester with an acid-functional thermoplastic polymer having an acid number of at least about 0.4 and being the copolymer of major amounts of ethylenically unsaturated monomer of vinyl acetate and a lower alkyl ester of acrylic ester of acrylic or methacrylic acid and minor amounts of unsaturated carboxylic acid selected from acrylic, methacrylic, itaconic, maleic, and fumaric, together with ethylenically unsaturated monomer to produce a stable emulsion mixture comprising by weight at least about 25% of said polyester, about 5 to 25% of said thermoplastic polymer, and about 40 to 58% of said ethylenically unsaturated monomer.
Claim 8
Independent Claim
193 words
A method of producing a low-profile molding composition for thickening with Group II metal oxides, hydroxides, and alkoxides, comprising: providing a dicyclopentadiene terminated ethylenically unsaturated polyester polymer being substantially the esterification product of a glycol, dicyclopentadiene, and an alpha,beta-ethylenically unsaturated dicarboxylic acid, said dicarboxylic acid being esterified with 0.1 to 0.4 moles of dicyclopentadiene per mole of said unsaturated dicarboxylic acid wherein an excess molar equivalent of said dicarboxylic acid is first reacted with glycol to produce an acid terminated prepolymer which is thereafter reacted with said dicyclopentadiene at temperatures between 290* to 310*F; mixing said dicyclopentadiene polyester with an acid-functional thermoplastic polymer having an acid number of at least about 0.4 and being the copolymer of major amounts of ethylenically unsaturated monomer of vinyl acetate and a lower alkyl ester of acrylic ester of acrylic or methacrylic acid and minor amounts of unsaturated carboxylic acid selected from acrylic, methacrylic, itaconic, maleic, and fumaric, together with ethylenically unsaturated monomer to produce a stable emulsion mixture comprising by weight at least about 25% of said polyester, about 5 to 25% of said thermoplastic polymer, and about 40 to 58% of said ethylenically unsaturated monomer.
Claim 9
Dependent Claim
82 words
The process of claim 5 wherein the dicyclopentadiene terminated polyester polymer is produced by first esterifying an excess molar equivalent of said alpha,beta-ethylenically unsaturated dicarboxylic acid with a portion of the glycol requirements to produce an acid-terminated partial polymer, esterifying unreacted dicarboxylic acid groups of said partial polymer with dicyclopentadiene at said temperature between about 290*F-310*F until substantially all the dicyclopentadiene is esterified with said dicarboxylic acid groups, and thereafter esterifying unreacted dicarboxylic acid groups with the remainder of said glycol requirements.
Claim 10
Dependent Claim
53 words
The process of claim 6 wherein about one-half of the glycol is first reacted with the excess dicarboxylic acid, and the remaining one-half of the glycol is reacted with after the intermediate step of esterifying dicyclopentadiene with the unreacted dicarboxylic acid groups attached to the acid terminated prepolymer at temperatures between about 290*F-310*F.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1978-05-12 | 1978-11-11 | 1979-05-13 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1982-05-12 | 1982-11-11 | 1983-05-13 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1986-05-12 | 1986-11-11 | 1987-05-13 | $7700.00 | Window Closed / Lapsed |