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US4487852A Expired / Lapsed US ⏱️ 0.0 years remaining

Modified Mannich condensates and manufacture of rigid polyurethane foam with alkoxylation products thereof

Assignee: Dow Chemical Co
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Filing: 1983-10-25
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Granted: 1984-12-11
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Expires: 2003-10-25
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Abstract

Abstract The invention relates to Mannich condensates of phenol, formaldehyde and an amine mixture consisting of diethanolamine and melamine which is then alkoxylated with propylene oxide or a mixture of propylene oxide and ethylene oxide. The thus-prepared alkoxylated Mannich condensates are then used as all or a part of the polyol component in making a rigid polyurethane foam having improved fire retardancy properties.

Inventors

  • 👤 Michael E. Brennan
  • 👤 George P. Speranza

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-08 16:59
CPC Classifications
C; C08; C08G; C08G14/00; C08G14/02; C08G14/04; C08G14/12; C08G14/06; C08G18/00; C08G18/06; C08G18/28; C08G18/40; C08G18/48; C08G18/50; C08G18/5021; C08G18/5033; C08G18/54; C08G18/546; C08G2110/00; C08G2110/0025; C08G2110/0041; C08G2110/005

Claims Analysis

Total Claims: 13
Claim 1
Independent Claim 120 words
An alkoxylation product of a Mannich condensate prepared by reacting a phenolic component with 1 to 3 mols of formaldehyde and 1 to 3 mols of an amine mixture per mol of said phenolic component and thereafter reacting said Mannich condensate with from about 20 to about 50 wt.% of an alkylene oxide component, said phenolic component comprising phenol or a phenol substituted with an alkyl group containing 1 to 12 carbon atoms, said amine mixture consisting of about 90 to 99 mol percent of diethanolamine and, correspondingly, about 10 to 1 mol percent of melamine, said alkylene oxide component comprising from 90 to 100 wt.% of propylene oxide and, correspondingly, from 0 to 10 wt. percent of ethylene oxide.
Claim 2
Dependent Claim 120 words
An alkoxylation product of a Mannich condensate prepared by reacting a phenolic component with 1 to 3 mols of formaldehyde and 1 to 3 mols of an amine mixture per mol of said phenolic component and thereafter reacting said Mannich condensate with from about 20 to about 50 wt.% of an alkylene oxide component, said phenolic component comprising phenol or a phenol substituted with an alkyl group containing 1 to 12 carbon atoms, said amine mixture consisting of about 90 to 99 mol percent of diethanolamine and, correspondingly, about 10 to 1 mol percent of melamine, said alkylene oxide component comprising from 90 to 100 wt.% of propylene oxide and, correspondingly, from 0 to 10 wt. percent of ethylene oxide.
Claim 3
Dependent Claim 50 words
An alkoxylation product as in claim 1 wherein the Mannich Condensate is a condensate of equimolar amounts of phenol, formaldehyde and said amine mixture, wherein the alkylene oxide component consists of propylene oxide and wherein the alkoxylation product has a hydroxyl number within thge range of about 500 to 650.
Claim 4
Dependent Claim 70 words
An alkoxylation product as in claim 1 wherein the Mannich condensate is a condensate of nonylphenol, formaldehyde and said amine mixture reacted in the molar ratio of about 2 mols of formaldehyde and 2 mols of said amine mixture per mol of nonylphenol, wherein the alkylene oxide component consists of propylene oxide and wherein the said alkoxylation product has a hydroxyl number within the range of about 400 to 500.
Claim 5
Independent Claim 143 words
A method of preparing a polyol composition which comprises preparing a Mannich condensate by reacting a phenolic component with formaldehyde and an amine mixture in the molar ratio of about 1 to about 3 mols of formaldehyde and from about 1 to about 3 mols of amine mixture per mol of said phenolic component, while removing by-product water of reaction, and thereafter reacting the said Mannich condensate with from about 20 to about 50 wt.% of an alkylene oxide component comprising from 100 to about 90 wt.% of propylene oxide and from 0 to about 10 wt.% of ethylene oxide, said amine mixture consisting of about 90 to about 99 mol percent of diethanolamine and from about 10 to about 1 mol percent of melamine, said phenolic component comprising phenol or an alkylphenol having an alkyl group containing 1 to 12 carbon atoms.
Claim 6
Independent Claim 143 words
A method of preparing a polyol composition which comprises preparing a Mannich condensate by reacting a phenolic component with formaldehyde and an amine mixture in the molar ratio of about 1 to about 3 mols of formaldehyde and from about 1 to about 3 mols of amine mixture per mol of said phenolic component, while removing by-product water of reaction, and thereafter reacting the said Mannich condensate with from about 20 to about 50 wt.% of an alkylene oxide component comprising from 100 to about 90 wt.% of propylene oxide and from 0 to about 10 wt.% of ethylene oxide, said amine mixture consisting of about 90 to about 99 mol percent of diethanolamine and from about 10 to about 1 mol percent of melamine, said phenolic component comprising phenol or an alkylphenol having an alkyl group containing 1 to 12 carbon atoms.
Claim 7
Dependent Claim 33 words
A method as in claim 4 wherein the Mannich condensate is prepared by reacting equimolar amounts of formaldehyde and amine mixture with phenol and wherein the alkylene oxide component consists of propylene oxide.
Claim 8
Dependent Claim 53 words
A method as in claim 4 wherein the Mannich condensate is prepared by reacting nonylphenol with formaldehyde and said amine mixture in the molar ratio of about 2 mols of formaldehyde and about 2 mols of said amine mixture per mol of nonylphenol, and wherein the alkylene oxide component consists of propylene oxide.
Claim 9
Independent Claim 226 words
A method of preparing a rigid polyurethane foam composition having improved fire retardancy properties which comprises: reacting an excess of an aromatic polyisocyanate with a polyol component in the presence of a catalyst, a blowing agent, a surfactant and a fire retardant; said polyol component comprising 100 to about 40 wt.% of an alkoxylation product of an alkylene oxide component and a Mannich condensate component, said alkoxylation product having a hydroxyl number of about 400 to about 550 and, correspondingly, from 0 to about 60 wt.% of a condensate of an initiator having 2 to 6 carbon atoms with an alkylene oxide component, said condensate having a hydroxyl number of about 200 to about 800; said Mannich Condensate Component having been prepared by reacting a phenolic component with formaldehyde and an amine mixture in the molar ratio of about 1 to about 3 mols of formaldehyde and about 1 to about 3 mols of said amine mixture per mol of phenolic component said amine mixture consisting of 90 to 99 mol percent of diethanolamine and, correspondingly, from 10 to 1 mol percent of melamine; said phenolic component comprising phenol or phenol substituted with an alkyl group constaining 1 to 12 carbon atoms, said alkylene oxide component comprising 100 to about 90 wt.% of propylene oxide and, correspondingly, from 0 to about 10 wt.% of ethylene oxide.
Claim 10
Independent Claim 226 words
A method of preparing a rigid polyurethane foam composition having improved fire retardancy properties which comprises: reacting an excess of an aromatic polyisocyanate with a polyol component in the presence of a catalyst, a blowing agent, a surfactant and a fire retardant; said polyol component comprising 100 to about 40 wt.% of an alkoxylation product of an alkylene oxide component and a Mannich condensate component, said alkoxylation product having a hydroxyl number of about 400 to about 550 and, correspondingly, from 0 to about 60 wt.% of a condensate of an initiator having 2 to 6 carbon atoms with an alkylene oxide component, said condensate having a hydroxyl number of about 200 to about 800; said Mannich Condensate Component having been prepared by reacting a phenolic component with formaldehyde and an amine mixture in the molar ratio of about 1 to about 3 mols of formaldehyde and about 1 to about 3 mols of said amine mixture per mol of phenolic component said amine mixture consisting of 90 to 99 mol percent of diethanolamine and, correspondingly, from 10 to 1 mol percent of melamine; said phenolic component comprising phenol or phenol substituted with an alkyl group constaining 1 to 12 carbon atoms, said alkylene oxide component comprising 100 to about 90 wt.% of propylene oxide and, correspondingly, from 0 to about 10 wt.% of ethylene oxide.
Claim 11
Dependent Claim 23 words
A method as in claim 7 wherein said Mannich condensate is a Mannich condensate of phenol, formaldehyde and amine mixture in equimolar proportions.
Claim 12
Dependent Claim 40 words
A method as in claim 7 wherein the Mannich condensate is a Mannich condensate of nonylphenol, formaldehyde and amine mixture in the molar ratio of about 2 mols of formaldehyde and 2 mols of amine mixture per mol of nonylphenol.
Claim 13
Dependent Claim 10 words
A polyurethane composition prepared by the process of claim 7.

References Cited (Backward Citations)

US3297597A Cited
US4137265A Cited
US4221875A Cited
US4317889A Cited
US4369258A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1987-12-11 1988-06-11 1988-12-11 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1991-12-11 1992-06-11 1992-12-11 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1995-12-11 1996-06-11 1996-12-11 $7700.00 Window Closed / Lapsed

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