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US4579877A Expired / Lapsed US ⏱️ 0.0 years remaining

Use of bicyclic amide acetals in polyurethane/polyisocyanurate rigid foams as reactive compatibilizers

Assignee: Ashland LLC
•
Filing: 1985-05-10
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Granted: 1986-04-01
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Expires: 2005-05-10
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Abstract

Abstract The use of bicyclic amide acetals as compatibilizing agents in the preparation of rigid polyurethane/polyisocyanate foams from certain polyol mixtures, polyisocyanates and fluorocarbon blowing agents is disclosed.

Inventors

  • 👤 Anil B. Goel
  • 👤 Timothy A. Tufts

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-07 13:13
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/40; C08G18/42; C08G18/4205; C08G18/4208; C08G18/4225; C08G18/30; C08G18/38; C08G18/3819; C08G18/3823; C08G18/3825; C08G18/3827; C08G2115/00; C08G2115/02; Y; Y10; Y10S; Y10S521/00; Y10S521/902

Claims Analysis

Total Claims: 19
Claim 1
Independent Claim 246 words
A rigid cellular foam comprising the cured reaction product of a polyisocyanate with between about 0.1 and about 1.0 hydroxyl equivalent of polyol per equivalent of said polyisocyanate, said polyol comprising at least about 60 percent polyol mixture prepared by the transesterification with a glycol of molecular weight from about 60 to 400 of a residue remaining after dimethyl terephthalate and methyl p-toluate have been removed from a dimethyl terephthalate esterified oxidate reaction product, the major portion of said residue comprising a mixture of methyl and benzyl esters of benzene and biphenyl diand tricarboxylic acids, said reaction of polyisocyanate and polyol taking place in the presence of (a) isocyanate trimerization catalyst; (b) fluorocarbon blowing agent; and (c) between about 1 and 50% by weight based on total polyol of bicyclic amide acetal of the formula ##STR2## Wherein R represents hydrogen or an alkyl group containing from 1 to 10 carbon atoms, R' represents hydrogen, an alkyl group having from 1 to 10 carbon atoms or an aryl group containing from 6 to 12 carbon atoms, R" represents an alkyl group containing from 1 to 20 carbon atoms, an aryl group containing from 6 to 12 carbon atoms or an alkaryl group containing from 7 to 20 carbon atoms and R'" represents hydrogen, an alkyl group containing from 1 to 20 carbon atoms, an aryl group containing from 6 to 12 carbon atoms or an alkyl or aryl ether group containing from 1 to 20 carbon atoms.
Claim 2
Dependent Claim 246 words
A rigid cellular foam comprising the cured reaction product of a polyisocyanate with between about 0.1 and about 1.0 hydroxyl equivalent of polyol per equivalent of said polyisocyanate, said polyol comprising at least about 60 percent polyol mixture prepared by the transesterification with a glycol of molecular weight from about 60 to 400 of a residue remaining after dimethyl terephthalate and methyl p-toluate have been removed from a dimethyl terephthalate esterified oxidate reaction product, the major portion of said residue comprising a mixture of methyl and benzyl esters of benzene and biphenyl diand tricarboxylic acids, said reaction of polyisocyanate and polyol taking place in the presence of (a) isocyanate trimerization catalyst; (b) fluorocarbon blowing agent; and (c) between about 1 and 50% by weight based on total polyol of bicyclic amide acetal of the formula ##STR2## Wherein R represents hydrogen or an alkyl group containing from 1 to 10 carbon atoms, R' represents hydrogen, an alkyl group having from 1 to 10 carbon atoms or an aryl group containing from 6 to 12 carbon atoms, R" represents an alkyl group containing from 1 to 20 carbon atoms, an aryl group containing from 6 to 12 carbon atoms or an alkaryl group containing from 7 to 20 carbon atoms and R'" represents hydrogen, an alkyl group containing from 1 to 20 carbon atoms, an aryl group containing from 6 to 12 carbon atoms or an alkyl or aryl ether group containing from 1 to 20 carbon atoms.
Claim 3
Dependent Claim 19 words
The rigid foam of claim 1 wherein R, R' and R'" represent hydrogen and R" represents an alkyl group.
Claim 4
Dependent Claim 32 words
The rigid foam according to claim 1 wherein the total polyol is present in amounts sufficient to supply between about 0.15 and about 0.50 hydroxyl equivalent of polyol per equivalent of polyisocyanate.
Claim 5
Dependent Claim 24 words
The rigid foam according to claim 1 wherein said polyol prepared by transesterification of residue comprises at least about 75% of the total polyol.
Claim 6
Dependent Claim 14 words
The rigid foam according to claim 1 wherein the polyisocyanate is an aromatic polyisocyanate.
Claim 7
Dependent Claim 13 words
The rigid foam according to claim 1 wherein the blowing agent is trichlorofluoromethane.
Claim 8
Dependent Claim 29 words
The rigid foam according to claim 1 wherein the bicyclic amide acetal is present in an amount between about 1 and about 50% by weight based on total polyol.
Claim 9
Dependent Claim 26 words
The rigid foam according to claim 1 wherein said blowing agent is present in an amount between about 5 and 50% by weight based on polyisocyanate.
Claim 10
Dependent Claim 26 words
The rigid foam according to claim 1 wherein said polyol prepared by transesterification of residue comprises at least about 95% of the polyol in said mixture.
Claim 11
Dependent Claim 207 words
A reaction mixture comprising: (a) A fluorocarbon blowing agent; (b) a glycol comprising at least about 60% polyol mixture prepared by the transesterification with a glycol of molecular weight from about 60 to about 400 of residue remaining after dimethyl terephthalate and methyl p-toluate have been removed from dimethyl terephthalate esterified oxidate reaction product, the major portion of said residue comprising a mixture of methyl and benzyl esters of benzene and biphenyl di- and tricarboxylic acids; and (c) between about 1 and about 50% based on total polyol of a bicyclic amide acetal of the formula: ##STR3## wherein R represents hydrogen or an alkyl group containing from 1 to 10 carbon atoms, R' represents hydrogen, an alkyl group containing from 1 to 10 carbon atoms or an aryl group containing from 6 to 12 carbon atoms, R" represents an alkyl group containing from 1 to 20 carbon atoms, an aryl group containing from 6 to 12 carbon atoms or an alkaryl group containing from 7 to 20 carbon atoms and R'" represents hydrogen, an alkyl group containing from 1 to 20 carbon atoms, an aryl group containing from 6 to 12 carbon atoms, or an alkyl or aryl ether group containing from 1 to 20 carbon atoms.
Claim 12
Dependent Claim 207 words
A reaction mixture comprising: (a) A fluorocarbon blowing agent; (b) a glycol comprising at least about 60% polyol mixture prepared by the transesterification with a glycol of molecular weight from about 60 to about 400 of residue remaining after dimethyl terephthalate and methyl p-toluate have been removed from dimethyl terephthalate esterified oxidate reaction product, the major portion of said residue comprising a mixture of methyl and benzyl esters of benzene and biphenyl di- and tricarboxylic acids; and (c) between about 1 and about 50% based on total polyol of a bicyclic amide acetal of the formula: ##STR3## wherein R represents hydrogen or an alkyl group containing from 1 to 10 carbon atoms, R' represents hydrogen, an alkyl group containing from 1 to 10 carbon atoms or an aryl group containing from 6 to 12 carbon atoms, R" represents an alkyl group containing from 1 to 20 carbon atoms, an aryl group containing from 6 to 12 carbon atoms or an alkaryl group containing from 7 to 20 carbon atoms and R'" represents hydrogen, an alkyl group containing from 1 to 20 carbon atoms, an aryl group containing from 6 to 12 carbon atoms, or an alkyl or aryl ether group containing from 1 to 20 carbon atoms.
Claim 13
Dependent Claim 25 words
The reaction mixture of claim 10 wherein said polyol prepared by transesterification of residue comprises at least about 75% of the polyol in said mixture.
Claim 14
Dependent Claim 13 words
The reaction mixture of claim 10 wherein the polyisocyanate is an aromatic polyisocyanate.
Claim 15
Dependent Claim 12 words
The reaction mixture of claim 10 wherein the blowing agent is trichlorofluoromethane.
Claim 16
Dependent Claim 28 words
The reaction mixture of claim 10 wherein the bicyclic amide acetal is present in an amount between about 1 and about 50 weight percent based on total polyol.
Claim 17
Dependent Claim 25 words
The reaction mixture of claim 10 wherein said polyol prepared by transesterification of residue comprises at least about 95% of the polyol in said mixture.
Claim 18
Dependent Claim 27 words
The reaction mixture of claim 10 wherein the bicyclic amide acetal is one in which R, R' and R'" represent hydrogen and R" represents an alkyl group.
Claim 19
Dependent Claim 27 words
The reaction mixture of claim 10 wherein the blowing agent is trichlorofluoromethane and is present in amount between about 15 and 175% by weight based on polyol.

References Cited (Backward Citations)

US3647759A Cited
US4237238A Cited
US4246364A Cited
US4339343A Cited
US4444916A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1989-03-31 1989-09-30 1990-04-01 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1993-03-31 1993-09-30 1994-04-01 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1997-03-31 1997-09-30 1998-04-01 $7700.00 Window Closed / Lapsed

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