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US3920591A Expired / Lapsed US ⏱️ 0.0 years remaining

Low-density polyester resin foams and method of preparation

Assignee: Olin Corp
•
Filing: 1974-07-18
•
Granted: 1975-11-18
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Expires: 1994-07-18
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Abstract

Abstract Low-density polyester foams are prepared from an admixture which comprises in combination a liquid unsaturated curable polyester resin, a peroxide curing agent, an accelerator, a hydrazide blowing agent and an aliphatic amine which controls the rate of polymerization of the resin, so as to permit expansion of the resin in a selective manner to obtain a low-density polyester foam.

Inventors

  • 👤 Richard L Jacobs
  • 👤 Donald A Backley
  • 👤 James V Simpson
  • 👤 Walter Beck

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-28 23:04
CPC Classifications
C; C08; C08F; C08F299/00; C08F299/02; C08F299/04; C08F299/0442; C08J; C08J9/00; C08J9/04; C08J9/06; C08J9/10; C08J9/104; C08J2367/00; C08J2367/06; Y; Y10; Y10S; Y10S521/00; Y10S521/913

Claims Analysis

Total Claims: 27
Claim 1
Independent Claim 204 words
AN EXPANDABLE LIQUID UNSATURATED POLYESTER RESIN COMPOSITION ADAPTED TO EXPAND AND CURE, BY ITS REACTION EXOTHERM, INTO A LOW-DENSITY POLYESTER RESIN FOAM PRODUCT, HICH COMPOSITION COMPRISES: A. A LIQUID UNSATURATED POLYETER RESIN IN SOLUTION WITH AN ETHYLENICALLY UNSATURATED MONOMER SUBJECT TO CROSS-LINKING BY CATALYSIS WITH A PEROXIDE CATALYST BY ITS OWN REACTION EXOTHERM ON ADDITION OF THE PEROXIDE CATALYST, B. A SULFONYL HYDRAZIDE MOIETY PERSENT IN AN AMOUNT OF FROM ABOUT 0.1 TO 15 PHR AS A FOAMING AGENT; C. A COBALT ACCELERATOR PERSENT IN AN AMOUNT SUFFICIENT TO PROMOTE THE CURE OF THE POLYESTER RESIN, D. A PEROXIDE CATALYST ACTIVATED AT A TEMPERATURE BELOW ABOUT 100*F, WHICH CATALYST IS PERSENT IN AN AMOUNT TO PROVIDE FREE RADICALS ON DECOMPOSITION SUFFICIENT TO CROSS-LINK THE POLYESTER RESIN, AND E. A REDOX AMINE COMPOUND SELECTED FROM THE GROUP CONSISTING OF ALKYL AMINE, ALKANOL AMINES, AMMONIA, ALICYCLIC AMINES, ALKENE AMINES, AN ALKYL-SUBSTITUTED AMINO ALKYL PHENOL, AN ALKYL-SUBSTITUTED HETEROCYCLIC AMINE AND POLY C2-C4 ALKYLENE POLYAMINE, WHICH AMINE COMPOUNDS ARE PRESENT IN AN AMOUNT OF FROM ABOUT 0.01 TO 10 PHR TO PERMIT, DURING THE POLYESTER RESIN REACTION EXOOOTHERM, THE SUBSTANTIAL DECOMPOSITION OF THE FOAMING AGENT TO PRECEDE SELECTIVELY THE EXOTHERMIC GELATION AND CURING OF THE POLYESTER RESIN COMPOSITION.
Claim 2
Dependent Claim 204 words
AN EXPANDABLE LIQUID UNSATURATED POLYESTER RESIN COMPOSITION ADAPTED TO EXPAND AND CURE, BY ITS REACTION EXOTHERM, INTO A LOW-DENSITY POLYESTER RESIN FOAM PRODUCT, HICH COMPOSITION COMPRISES: A. A LIQUID UNSATURATED POLYETER RESIN IN SOLUTION WITH AN ETHYLENICALLY UNSATURATED MONOMER SUBJECT TO CROSS-LINKING BY CATALYSIS WITH A PEROXIDE CATALYST BY ITS OWN REACTION EXOTHERM ON ADDITION OF THE PEROXIDE CATALYST, B. A SULFONYL HYDRAZIDE MOIETY PERSENT IN AN AMOUNT OF FROM ABOUT 0.1 TO 15 PHR AS A FOAMING AGENT; C. A COBALT ACCELERATOR PERSENT IN AN AMOUNT SUFFICIENT TO PROMOTE THE CURE OF THE POLYESTER RESIN, D. A PEROXIDE CATALYST ACTIVATED AT A TEMPERATURE BELOW ABOUT 100*F, WHICH CATALYST IS PERSENT IN AN AMOUNT TO PROVIDE FREE RADICALS ON DECOMPOSITION SUFFICIENT TO CROSS-LINK THE POLYESTER RESIN, AND E. A REDOX AMINE COMPOUND SELECTED FROM THE GROUP CONSISTING OF ALKYL AMINE, ALKANOL AMINES, AMMONIA, ALICYCLIC AMINES, ALKENE AMINES, AN ALKYL-SUBSTITUTED AMINO ALKYL PHENOL, AN ALKYL-SUBSTITUTED HETEROCYCLIC AMINE AND POLY C2-C4 ALKYLENE POLYAMINE, WHICH AMINE COMPOUNDS ARE PRESENT IN AN AMOUNT OF FROM ABOUT 0.01 TO 10 PHR TO PERMIT, DURING THE POLYESTER RESIN REACTION EXOOOTHERM, THE SUBSTANTIAL DECOMPOSITION OF THE FOAMING AGENT TO PRECEDE SELECTIVELY THE EXOTHERMIC GELATION AND CURING OF THE POLYESTER RESIN COMPOSITION.
Claim 3
Dependent Claim 36 words
The composition of claim 1 wherein the polyester resin is the condensation product of adipic acid, dipropylene glycol and maleic anhydride, and the unsaturated monomer is selected from the group consisting of styrene and vinyl toluene.
Claim 4
Dependent Claim 25 words
The composition of claim 1 wherein the sulfonyl hydrazide moiety is selected from the group of compounds consisting of oxybis(benzenesulfonyl hydrazide) and toluene sulfonyl hydrazide.
Claim 5
Dependent Claim 13 words
The composition of claim 1 wherein the accelerator is an oil-soluble cobalt soap.
Claim 6
Dependent Claim 20 words
The composition of claim 1 wherein the accelerator is present in an amount of from about 0.001 to 0.2 phr.
Claim 7
Dependent Claim 14 words
The composition of claim 1 wherein the peroxide catalyst provides alkoxy-free radicals on decomposition.
Claim 8
Dependent Claim 21 words
The composition of claim 1 wherein the peroxide catalyst is present in an amount of from about 0.1 to 2.5 phr.
Claim 9
Dependent Claim 23 words
The composition of claim 1 wherein the peroxide catalyst is selected from the group consisting of methylethyl ketone peroxide and aqueous hydrogen peroxide.
Claim 10
Dependent Claim 16 words
The composition of claim 1 wherein the composition contains as a filler material hollow glass microbeads.
Claim 11
Dependent Claim 52 words
The composition of claim 1 wherein the amine compound is a cyclohexyl amine; 2-amino, 2-methyl, 1-propanol; a monoethanol amine; a dibutyl amine; 1,4-cyclohexanebis(methyl amine); morpholine; 2-methylpiperidine; 2,6-dimethylpiperidine; triethyl amine; triethanol amine; diethylethanol amine; N,N-dimethylethanol amine; tetramethylbutanediamine; 1,2,4-trimethylpiperazine; N-methylmorpholine; a mixture of triethylene diamine and dimethyl ethanol amine; and dimethyl amino methyl phenol.
Claim 12
Dependent Claim 18 words
The composition of claim 1 which includes from about 0.01 to 5.0 phr of a halogen-containing redox compound.
Claim 13
Independent Claim 252 words
A method of preparing low-density polyester foams, which method comprises: a. admixing a liquid polyester resin composition which comprises i. a liquid unsaturated polyester resin in solution with an ethylenically unsaturated monomer subject to cross-linking by catalysis with a peroxide catalyst by its own reaction exotherm on addition of the peroxide catalyst, ii. a sulfonyl hydrazide moiety present in an amount of from about 0.1 to 15 phr as a foaming agenT, iii. a cobalt accelerator present in an amount sufficient to promote the cure of the polyester resin, iv. a peroxide catalyst activated at a temperature below about 100*F, which catalyst is present in an amount to provide free radicals on decomposition sufficient to cross-link the polyester resin, and v. a redox amine compound selected from the group consisting of alkyl amines, alkanol amines, ammonia, alicyclic amines, alkene amines, an alkyl-substituted amino alkyl phenol, an alkyl-substituted heterocyclic amine and poly C2-C4 alkylene polyamine, which amine compounds are present in an amount of from about 0.01 to 10 phr to permit, during the polyester resin reaction exotherm, the substantial decomposition of the foaming agent to precede selectively the exothermic gelation and curing of the polyester resin composition; and b. expanding, by the reaction exotherm of the polyester resin composition, the polyester resin composition after admixing of the polyester resin composition components by decomposing all or substantially all of the foaming agent, such decomposition and expansion occurring prior to the gelation of the polyester resin, thereby providing a low-density polyester resin foam product.
Claim 14
Independent Claim 252 words
A method of preparing low-density polyester foams, which method comprises: a. admixing a liquid polyester resin composition which comprises i. a liquid unsaturated polyester resin in solution with an ethylenically unsaturated monomer subject to cross-linking by catalysis with a peroxide catalyst by its own reaction exotherm on addition of the peroxide catalyst, ii. a sulfonyl hydrazide moiety present in an amount of from about 0.1 to 15 phr as a foaming agenT, iii. a cobalt accelerator present in an amount sufficient to promote the cure of the polyester resin, iv. a peroxide catalyst activated at a temperature below about 100*F, which catalyst is present in an amount to provide free radicals on decomposition sufficient to cross-link the polyester resin, and v. a redox amine compound selected from the group consisting of alkyl amines, alkanol amines, ammonia, alicyclic amines, alkene amines, an alkyl-substituted amino alkyl phenol, an alkyl-substituted heterocyclic amine and poly C2-C4 alkylene polyamine, which amine compounds are present in an amount of from about 0.01 to 10 phr to permit, during the polyester resin reaction exotherm, the substantial decomposition of the foaming agent to precede selectively the exothermic gelation and curing of the polyester resin composition; and b. expanding, by the reaction exotherm of the polyester resin composition, the polyester resin composition after admixing of the polyester resin composition components by decomposing all or substantially all of the foaming agent, such decomposition and expansion occurring prior to the gelation of the polyester resin, thereby providing a low-density polyester resin foam product.
Claim 15
Dependent Claim 29 words
The method of claim 12 which includes injecting the polyester resin composition prior to gelation and curing into a mold to provide a molded semirigid or rigid foam product.
Claim 16
Dependent Claim 25 words
The method of claim 12 which includes aerating the polyester mixture by high-shear mixing of the polyester resin composition prior to expansion of the resin.
Claim 17
Dependent Claim 27 words
The method of claim 12 wherein the expanding of the polyester resin is carried out prior to gelation at a temperature of from about 65* to 90*F.
Claim 18
Dependent Claim 30 words
The method of claim 12 which includes expanding the polyester foam to provide a cured foam product having a density of from about 5 to 40 pounds per cubic foot.
Claim 19
Dependent Claim 36 words
The method of claim 12 wherein the polyester resin is the condensation product of adipic acid, dipropylene glycol and maleic anhydride, and the unsaturated monomer is selected from the group consisting of styrene and vinyl toluene.
Claim 20
Dependent Claim 25 words
The method of claim 12 wherein the sulfonyl hydrazide moiety is selected from the group of compounds consisting of oxybis(benzenesulfonyl hydrazide) and toluene solfonyl hydrazide.
Claim 21
Dependent Claim 13 words
The method of claim 12 wherein the accelerator is an oil-soluble cobalt soap.
Claim 22
Dependent Claim 20 words
The method of claim 12 wherein the accelerator is present in an amount of from about 0.001 to 0.2 phr.
Claim 23
Dependent Claim 14 words
The method of claim 12 wherein the peroxide catalyst provides alkoxy-free radicals on decomposition.
Claim 24
Dependent Claim 21 words
The method of claim 12 wherein the peroxide catalyst is present in an amount of from about 0.1 to 2.5 phr.
Claim 25
Dependent Claim 23 words
The method of claim 12 wherein the peroxide catalyst is selected from the group consisting of methylethyl ketone peroxide and aqueous hydrogen peroxide.
Claim 26
Dependent Claim 16 words
The method of claim 12 wherein the composition contains as a filler material hollow glass microbeads.
Claim 27
Dependent Claim 52 words
The method of claim 12 wherein the amine compound is a cyclohexyl amine; 2-amino, 2-methyl, 1-propanol; a monoethanol amine; a dibutyl amine; 1,4-cyclohexanebis(methyl amine); morpholine; 2-methylpiperidine; 2,6-dimethylpiperidine; triethyl amine; triethanol amine; diethylethanol amine; N,N-dimethylethanol amine; tetramethylbutanediamine; 1,2,4-trimethylpiperazine; N-methylmorpholine; a mixture of triethylene diamine and dimethyl ethanol amine; and dimethyl amino methyl phenol.

References Cited (Backward Citations)

US3252923A Cited
US3232893A Cited
US3227665A Cited
US3260688A Cited
US3367890A Cited
US3786004A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1978-11-17 1979-05-19 1979-11-18 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1982-11-17 1983-05-19 1983-11-18 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1986-11-17 1987-05-19 1987-11-18 $7700.00 Window Closed / Lapsed

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