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US4615822A Expired / Lapsed US ⏱️ 0.0 years remaining

Compatibilized polyester polyol blend from phthalic anhydride bottoms

Assignee: Stepan Co
•
Filing: 1985-03-13
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Granted: 1986-10-07
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Expires: 2005-03-13
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Abstract

Abstract A new and highly useful resin prepolymer blend of (a) polyester polyols prepared by esterifying phthalic anhydride bottoms with aliphatic polyols; (b) aliphatic polyol, (c) compatibilizing polyalkoxylated compound, and (d) (optionally) polyalkoxylated amine or amide diol. This blend can be reacted with organic isocyanates in the presence of fluorocarbon blowing agent and preferably catalysts to produce cellular polymeric structures.

Inventors

  • 👤 George Magnus

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-28 17:31
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/40; C08G18/42; C08G18/4205; C08G18/4208; C08G18/30; C08G18/32; C08G18/3203; C08G18/3221; C08G63/00; C08G63/02; C08G63/12; C08G63/123; C08G63/127

Claims Analysis

Total Claims: 14
Claim 1
Independent Claim 375 words
A resin prepolymer blend comprising on a 100 weight percent total composition basis: (A) from about 25 to 50 weight percent of an ester polyol composition, (B) from about 2 to 45 weight percent of at least one polyol of the formula: HO--R.sup.1 --OH wherein R 1 is a divalent radical selected from the group consisting of: (1) alkylene radicals each containing from 2 through 6 carbon atoms, (2) radicals of the formula: --CH.sub.2 --R.sup.2 --CH.sub.2 -- where R 2 is a radical selected from the group consisting of: ##STR7## (3) radicals of the formula: --(R.sup.3 O).sub.n --R.sup.3 -- where R 3 is an alkylene radical containing from 2 through 3 carbon atoms, and n is an integer of from 1 through 3 inclusive, and (c) from about 5 to 30 weight percent of at least one nonionic polyalkoxylated compound of the formula: RO(Y).sub.n --H wherein: R is a radical selected from the group consisting of alkyl phenyl radicals wherein the alkyl group in each such radical contains from about five to eighteen carbon atoms; alkyl radicals each containing from seven through eighteen carbon atoms; Y is selected from the group consisting of radical of the formula: (CH 2 CH 2 O), and mixed radicals of the formula ##STR8## where the mole ratio of (CH 2 CH 2 O) to ##STR9## ranges from 1:1 to 1:15, x is selected from the group consisting of methyl and hydrogen, n is a positive whole number ranging from about 4 to 25, said ester polyol composition being characterized by containing on said dtotal composition basis: (A') from about 7.0 to 45 weight percent of acetone insolubles, and (B') from about 55 to 93 weight percent of esters produced by the reaction of phthalic anhydride with said polyol, said ester polyol composition having been produced by contacting a phthalic anhydride bottoms composition with at least one said polyol while maintaining liquid phase reaction conditions and a temperature ranging from about 190° to 250° C., the initial mole ratio of said polyol to said phthalic anhydride bottoms composition at the time of said contacting ranges from about 2 to 4 based on an estimate of the total carboxylic acid and carboxylic acid anhydride content of said phthalic anhydride bottoms composition.
Claim 2
Dependent Claim 375 words
A resin prepolymer blend comprising on a 100 weight percent total composition basis: (A) from about 25 to 50 weight percent of an ester polyol composition, (B) from about 2 to 45 weight percent of at least one polyol of the formula: HO--R.sup.1 --OH wherein R 1 is a divalent radical selected from the group consisting of: (1) alkylene radicals each containing from 2 through 6 carbon atoms, (2) radicals of the formula: --CH.sub.2 --R.sup.2 --CH.sub.2 -- where R 2 is a radical selected from the group consisting of: ##STR7## (3) radicals of the formula: --(R.sup.3 O).sub.n --R.sup.3 -- where R 3 is an alkylene radical containing from 2 through 3 carbon atoms, and n is an integer of from 1 through 3 inclusive, and (c) from about 5 to 30 weight percent of at least one nonionic polyalkoxylated compound of the formula: RO(Y).sub.n --H wherein: R is a radical selected from the group consisting of alkyl phenyl radicals wherein the alkyl group in each such radical contains from about five to eighteen carbon atoms; alkyl radicals each containing from seven through eighteen carbon atoms; Y is selected from the group consisting of radical of the formula: (CH 2 CH 2 O), and mixed radicals of the formula ##STR8## where the mole ratio of (CH 2 CH 2 O) to ##STR9## ranges from 1:1 to 1:15, x is selected from the group consisting of methyl and hydrogen, n is a positive whole number ranging from about 4 to 25, said ester polyol composition being characterized by containing on said dtotal composition basis: (A') from about 7.0 to 45 weight percent of acetone insolubles, and (B') from about 55 to 93 weight percent of esters produced by the reaction of phthalic anhydride with said polyol, said ester polyol composition having been produced by contacting a phthalic anhydride bottoms composition with at least one said polyol while maintaining liquid phase reaction conditions and a temperature ranging from about 190° to 250° C., the initial mole ratio of said polyol to said phthalic anhydride bottoms composition at the time of said contacting ranges from about 2 to 4 based on an estimate of the total carboxylic acid and carboxylic acid anhydride content of said phthalic anhydride bottoms composition.
Claim 3
Dependent Claim 27 words
The blend of claim 1 additionally containing dissolved therein from about 25 to 40 weight percent of a low molecular weight fluorinated alkane on the same basis.
Claim 4
Dependent Claim 27 words
The blend of claim 1 additionally containing dissolved therein from about 0.5 to 3 weight percent of a dimethyl polysiloxane polyalkylene oxide copolymer on the same basis.
Claim 5
Dependent Claim 24 words
The blend of claim 1 additionally containing dissolved therein from about 1 to 7 weight percent of a polyisocyanurate catalyst on the same basis.
Claim 6
Dependent Claim 27 words
The blend of claim 1 additionally containing dissolved therein from greater than 0 up to about 15 weight percent of a flame retardant on the same basis.
Claim 7
Dependent Claim 15 words
The blend of claim 1 wherein said nonionic polyalkoxylated compound comprises an ethoxylated alkyl phenol.
Claim 8
Dependent Claim 92 words
The blend of claim 1 additionally containing on the same basis from greater than 0 up to about 20 weight percent of at least one diol of the formula: ##STR10## wherein each R 1 is independently selected from the group consisting of hydrogen and methyl, R 2 is an aliphatic radical having from 7 to 35 carbon atoms inclusive, R 3 is a divalent radical selected from the group consisting of ##STR11## and x and y are each a positive whole number having an average value between about one and twenty inclusive.
Claim 9
Dependent Claim 25 words
The blend of claim 7 wherein said diol comprises an ethoxylated cocoamine containing from about 5 to 15 moles of combined ethylene oxide per molecule.
Claim 10
Dependent Claim 25 words
The blend of claim 7 wherein said diol comprises an ethoxylated cocamide containing from about 5 to 15 moles of combined ethylene oxide per molecule.
Claim 11
Dependent Claim 16 words
The blend of claim 1 wherein, in said ester polyol composition, said polyol is diethylene glycol.
Claim 12
Dependent Claim 70 words
The blend of claim 1 wherein said blend is further characterized by having: (A) an hydroxyl number ranging from about 190 to 600, (B) an acid number ranging from about 0.01 to 7, (C) a saponification value ranging from about 200 to 425, (D) a viscosity ranging from about 10,000 to 150,000 centipoises at 25° C. measured with a Brookfield viscometer with a #6 spindle operating at about 10 r.p.m.
Claim 13
Dependent Claim 279 words
A resin blend for reacting with an isocyanate to produce a foam comprising on a 100 weight percent total composition basis: ______________________________________ Component (100 wt % basis) ______________________________________ (1) ester polyol composition 25-50 (2) total content of unreacted diethylene 2-35 glycol (3) low molecular weight fluorinated alkane 25-40 (4) ethoxylated alkyl phenol 5-20 (5) dimethylpolysiloxane polyalkylene oxide 0.5-3 copolymer (6) polyisocyanurate catalyst 1-7 (7) flame retardant 0-15 (8) ethoxylated cocoamine 0-20 ______________________________________ said ester polyol composition being characterized by containing on said total composition basis: (A) from about 7.0 to 45 weight percent of acetone insolubles, and (B) from about 55 to 93 weight percent of esters produced by the reaction of phthalic anhydride with diethylene glycol, said ester polyol composition having been produced by contacting phthalic anhydride bottoms composition with at least one polyol while maintaining liquid phase reaction conditions and a temperature ranging from about 190° to 250° C. using an initial mole ratio of said diethylene glycol to said phthalic anhydride bottoms composition of form about 2 to 4 based on an estimate of the total carboxylic acid and carboxylic acid anhydride content of said phthalic anhydride bottoms composition, said polyol having the formula: HO--R.sup.1 --OH wherein R 1 is a divalent radical selected from the group consisting of: (1) alkylene radicals each containing from 2 through 6 carbon atoms, (2) radicals of the formula: --CH.sub.2 --R.sup.2 --CH.sub.2 -- where R 2 is a radical selected from the group consisting of: ##STR12## (3) radicals of the formula: --(R.sup.3 O).sub.n --R.sup.3 -- where R 3 is an alkylene radical containing from 2 through 3 carbon atoms, and n is an integer of from 1 through 3 inclusive.
Claim 14
Dependent Claim 279 words
A resin blend for reacting with an isocyanate to produce a foam comprising on a 100 weight percent total composition basis: ______________________________________ Component (100 wt % basis) ______________________________________ (1) ester polyol composition 25-50 (2) total content of unreacted diethylene 2-35 glycol (3) low molecular weight fluorinated alkane 25-40 (4) ethoxylated alkyl phenol 5-20 (5) dimethylpolysiloxane polyalkylene oxide 0.5-3 copolymer (6) polyisocyanurate catalyst 1-7 (7) flame retardant 0-15 (8) ethoxylated cocoamine 0-20 ______________________________________ said ester polyol composition being characterized by containing on said total composition basis: (A) from about 7.0 to 45 weight percent of acetone insolubles, and (B) from about 55 to 93 weight percent of esters produced by the reaction of phthalic anhydride with diethylene glycol, said ester polyol composition having been produced by contacting phthalic anhydride bottoms composition with at least one polyol while maintaining liquid phase reaction conditions and a temperature ranging from about 190° to 250° C. using an initial mole ratio of said diethylene glycol to said phthalic anhydride bottoms composition of form about 2 to 4 based on an estimate of the total carboxylic acid and carboxylic acid anhydride content of said phthalic anhydride bottoms composition, said polyol having the formula: HO--R.sup.1 --OH wherein R 1 is a divalent radical selected from the group consisting of: (1) alkylene radicals each containing from 2 through 6 carbon atoms, (2) radicals of the formula: --CH.sub.2 --R.sup.2 --CH.sub.2 -- where R 2 is a radical selected from the group consisting of: ##STR12## (3) radicals of the formula: --(R.sup.3 O).sub.n --R.sup.3 -- where R 3 is an alkylene radical containing from 2 through 3 carbon atoms, and n is an integer of from 1 through 3 inclusive.

References Cited (Backward Citations)

US3563924A Cited
US3459733A Cited
US3505377A Cited
US4018815A Cited
US4039487A Cited
US4246365A Cited
US4347330A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1989-10-06 1990-04-07 1990-10-07 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1993-10-06 1994-04-07 1994-10-07 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1997-10-06 1998-04-07 1998-10-07 $7700.00 Window Closed / Lapsed

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