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US4125489A Expired / Lapsed US ⏱️ 0.0 years remaining

Novel prepolymers, flame retardant interpolymers prepared therefrom, and processes for the preparation thereof

Assignee: BASF Corp
•
Filing: 1978-03-31
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Granted: 1978-11-14
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Expires: 1998-03-31
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Abstract

Abstract Liquid prepolymers are prepared by interpolymerizing monomers including a hydroxy aromatic compound, an aldehyde and furfuryl alcohol. The resultant liquid prepolymers have a viscosity of about 100-500,000 centipoises at 25 DEG C. and contain about 1.1-6 moles of interpolymerized aldehyde and about 3.1-15 moles of interpolymerized furfuryl alcohol for each mole of interpolymerized hydroxy aromatic compound. The prepolymers are highly reactive and may be polymerized with or without other monomers to produce flame retardant solid or cellular interpolymers. In one variant, flame retardant solid or cellular polymers are produced by interpolymerizing organic polyisocyanates with the prepolymers. In another variant, solid or cellular interpolymers are produced by polymerizing the prepolymers without monomers such as polyisocyanate in the presence of unreacted furfuryl alcohol. Processes are provided for preparing the aforementioned novel liquid prepolymers and solid or cellular interpolymers.

Inventors

  • 👤 Thirumurti Narayan
  • 👤 Moses Cenker

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 00:15
CPC Classifications
C; C08; C08G; C08G16/00; C08G16/02; C08G16/025; C08G16/0256; C08G16/0262; C08G18/00; C08G18/06; C08G18/28; C08G18/40; C08G18/54; C08G18/542

Claims Analysis

Total Claims: 32
Claim 1
Independent Claim 102 words
An interpolymer prepared by interpolymerizing an organic polyisocyanate with a reactive liquid prepolymer, the prepolymer comprising at least three interpolymerized monomers including (a) a hydroxy aromatic compound selected from the group consisting of phenol, resorcinol, cresol, xylenol, chlorophenol, bisphenol-A, alpha-naphthol and beta-naphthol, (b) an aldehyde containing about 1-8 carbon atoms which is interpolymerizable with the said hydroxy aromatic compound, and (c) furfuryl alcohol, the said prepolymer having a viscosity of about 100-500,000 centipoises at 25° C. and containing about 1.1-6 moles of interpolymerized aldehyde and about 3.1-15 moles of interpolymerized furfuryl alcohol for each mole of the hydroxy aromatic compound interpolymerized therewith.
Claim 2
Dependent Claim 102 words
An interpolymer prepared by interpolymerizing an organic polyisocyanate with a reactive liquid prepolymer, the prepolymer comprising at least three interpolymerized monomers including (a) a hydroxy aromatic compound selected from the group consisting of phenol, resorcinol, cresol, xylenol, chlorophenol, bisphenol-A, alpha-naphthol and beta-naphthol, (b) an aldehyde containing about 1-8 carbon atoms which is interpolymerizable with the said hydroxy aromatic compound, and (c) furfuryl alcohol, the said prepolymer having a viscosity of about 100-500,000 centipoises at 25° C. and containing about 1.1-6 moles of interpolymerized aldehyde and about 3.1-15 moles of interpolymerized furfuryl alcohol for each mole of the hydroxy aromatic compound interpolymerized therewith.
Claim 3
Dependent Claim 34 words
The interpolymer of claim 1 wherein the said prepolymer has about 1.5-3 moles of the said aldehyde and about 3.1-8 moles of furfuryl alcohol interpolymerized with each mole of the said hydroxy aromatic compound.
Claim 4
Dependent Claim 54 words
The interpolymer of claim 1 wherein the said liquid prepolymer to be interpolymerized with the organic polyisocyanate has present therein up to about 10 moles of unpolymerized furfuryl alcohol for each mole of the said interpolymerized hydroxy aromatic compound, and the said unpolymerized furfuryl alcohol is interpolymerized with the said polyisocyanate and liquid prepolymer.
Claim 5
Dependent Claim 19 words
The interpolymer of claim 1 wherein the said hydroxy aromatic compound is phenol and the said aldehyde is formaldehyde.
Claim 6
Dependent Claim 28 words
The interpolymer of claim 4 wherein the said prepolymer has about 1.1-3 moles of formaldehyde and about 3.1-8 moles of furfuryl alcohol interpolymerized with each mole of phenol.
Claim 7
Dependent Claim 51 words
The interpolymer of claim 4 wherein the said liquid prepolymer to be interpolymerized with the organic polyisocyanate has present therein up to about 10 moles of unpolymerized furfuryl alcohol for each mole of the interpolymerized phenol, and the said unpolymerized furfuryl alcohol is interpolymerized with the said polyisocyanate and liquid prepolymer.
Claim 8
Dependent Claim 28 words
The interpolymer of claim 6 wherein the said prepolymer has about 1.5-3 moles of formaldehyde and about 3.1-8 moles of furfuryl alcohol interpolymerized with each mole of phenol.
Claim 9
Dependent Claim 116 words
A cellular interpolymer prepared by interpolymerizing an organic polyisocyanate with at least one polyol in the presence of a foaming agent, the said polyol being a reactive liquid prepolymer comprising at least three interpolymerized monomers including (a) a hydroxy aromatic compound selected from the group consisting of phenol, resorcinol, cresol, xylenol, chlorophenol, bisphenol-A, alpha-naphthol and beta-naphthol, (b) an aldehyde containing about 1-8 carbon atoms which is interpolymerizable with the said hydroxy aromatic compound, and (c) furfuryl alcohol the said prepolymer having a viscosity of about 100-500,000 centipoises at 25° C. and containing about 1.1-6 moles of interpolymerized aldehyde and about 3.1-15 moles of interpolymerized furfuryl alcohol for each mole of the hydroxy aromatic compound interpolymerized therewith.
Claim 10
Dependent Claim 116 words
A cellular interpolymer prepared by interpolymerizing an organic polyisocyanate with at least one polyol in the presence of a foaming agent, the said polyol being a reactive liquid prepolymer comprising at least three interpolymerized monomers including (a) a hydroxy aromatic compound selected from the group consisting of phenol, resorcinol, cresol, xylenol, chlorophenol, bisphenol-A, alpha-naphthol and beta-naphthol, (b) an aldehyde containing about 1-8 carbon atoms which is interpolymerizable with the said hydroxy aromatic compound, and (c) furfuryl alcohol the said prepolymer having a viscosity of about 100-500,000 centipoises at 25° C. and containing about 1.1-6 moles of interpolymerized aldehyde and about 3.1-15 moles of interpolymerized furfuryl alcohol for each mole of the hydroxy aromatic compound interpolymerized therewith.
Claim 11
Dependent Claim 35 words
The cellular interpolymer of claim 8 wherein the said prepolymer has about 1.5-3 moles of the said aldehyde and about 3.1-8 moles of furfuryl alcohol interpolymerized with each mole of the said hydroxy aromatic compound.
Claim 12
Dependent Claim 55 words
The cellular interpolymer of claim 8 wherein the said liquid prepolymer to be interpolymerized with the organic polyisocyanate has present therein up to about 10 moles of unpolymerized furfuryl alcohol for each mole of the said interpolymerized hydroxy aromatic compound, and the said unpolymerized furfuryl alcohol is interpolymerized with the said polyisocyanate and liquid prepolymer.
Claim 13
Dependent Claim 19 words
The cellular interpolymer of claim 8 wherein the said hydroxy compound is phenol and the said aldehyde is formaldehyde.
Claim 14
Dependent Claim 29 words
The cellular interpolymer of claim 11 wherein the said prepolymer has about 1.1-3 moles of formaldehyde and about 3.1-8 moles of furfuryl alcohol interpolymerized with each mole of phenol.
Claim 15
Dependent Claim 51 words
The cellular interpolymer of claim 11 wherein the said liquid prepolymer to be interpolymerized with the organic polyisocyanate has present therein up to about 10 moles of unpolymerized furfuryl alcohol for each mole of interpolymerized phenol, and the said unpolymerized furfuryl alcohol is interpolymerized with the said polyisocyanate and liquid prepolymer.
Claim 16
Dependent Claim 29 words
The cellular interpolymer of claim 13 wherein the said prepolymer has about 1.5-3 moles of formaldehyde and about 3.1-8 moles of furfuryl alcohol interpolymerized with each mole of phenol.
Claim 17
Dependent Claim 112 words
A process for preparing an interpolymer comprising interpolymerizing an organic polyisocyanate with a reactive liquid prepolymer to produce the said polyurethane interpolymer, the said prepolymer comprising at least three interpolymerized monomers including (a) a hydroxy aromatic compound selected from the group consisting of phenol, resorcinol, cresol, xylenol, chlorophenol, bisphenol-A, alpha-naphthol and beta-naphthol, (b) an aldehyde containing about 1-8 carbon atoms which is interpolymerizable with the said hydroxy aromatic compound, and (c) furfuryl alcohol, the said prepolymer having a viscosity of about 100-500,000 centipoises at 25° C. and containing about 1.1-6 moles of interpolymerized aldehyde and about 3.1-15 moles of interpolymerized furfuryl alcohol for each mole of the hydroxy aromatic compound interpolymerized therewith.
Claim 18
Dependent Claim 112 words
A process for preparing an interpolymer comprising interpolymerizing an organic polyisocyanate with a reactive liquid prepolymer to produce the said polyurethane interpolymer, the said prepolymer comprising at least three interpolymerized monomers including (a) a hydroxy aromatic compound selected from the group consisting of phenol, resorcinol, cresol, xylenol, chlorophenol, bisphenol-A, alpha-naphthol and beta-naphthol, (b) an aldehyde containing about 1-8 carbon atoms which is interpolymerizable with the said hydroxy aromatic compound, and (c) furfuryl alcohol, the said prepolymer having a viscosity of about 100-500,000 centipoises at 25° C. and containing about 1.1-6 moles of interpolymerized aldehyde and about 3.1-15 moles of interpolymerized furfuryl alcohol for each mole of the hydroxy aromatic compound interpolymerized therewith.
Claim 19
Dependent Claim 34 words
The process of claim 15 wherein the said prepolymer has about 1.5-3 moles of the said aldehyde and about 3.1-8 moles of furfuryl alcohol interpolymerized with each mole of the said hydroxy aromatic compound.
Claim 20
Dependent Claim 48 words
The process of claim 15 wherein the said liquid prepolymer to be cured has present therein up to about 10 moles of unpolymerized furfuryl alcohol for each mole of the said interpolymerized hydroxy aromatic compound, and the said unpolymerized furfuryl alcohol is cured with the said liquid prepolymer.
Claim 21
Dependent Claim 19 words
The process of claim 15 wherein the said hydroxy aromatic compound is phenol and the said aldehyde is formaldehyde.
Claim 22
Dependent Claim 28 words
The process of claim 18 wherein the said prepolymer has about 1.1-3 moles of formaldehyde and about 3.1-8 moles of furfuryl alcohol interpolymerized with each mole of phenol.
Claim 23
Dependent Claim 44 words
The process of claim 18 wherein the said liquid prepolymer to be cured has present therein up to about 10 moles of unpolymerized furfuryl alcohol for each mole of interpolymerized phenol, and the said unpolymerized furfuryl alcohol is cured with the said liquid prepolymer.
Claim 24
Dependent Claim 28 words
The process of claim 20 wherein the said prepolymer has about 1.5-3 moles of formaldehye and about 3.1-8 moles of furfuryl alcohol interpolymerized with each mole of phenol.
Claim 25
Dependent Claim 119 words
A process for preparing a cellular interpolymer comprising interpolymerizing an organic polyisocyanate with at least one polyol in the presence of a foaming agent, the said polyol being a reactive liquid prepolymer comprising at least three interpolymerized monomers including (a) a hydroxy aromatic compound selected from the group consisting of phenol, resorcinol, cresol, xylenol, chlorophenol, bisphenol-A, alpha-naphthol and beta-naphthol, (b) an aldehyde containing about 1-8 carbon atoms which is interpolymerizable with the said hydroxy aromatic compound, and (c) furfuryl alcohol, the said prepolymer having a viscosity of about 100-500,000 centipoises at 25° C. and containing about 1.1-6 moles of interpolymerized aldehyde and about 3.1-15 moles of interpolymerized furfuryl alcohol for each mole of the hydroxy aromatic compound interpolymerized therewith.
Claim 26
Dependent Claim 119 words
A process for preparing a cellular interpolymer comprising interpolymerizing an organic polyisocyanate with at least one polyol in the presence of a foaming agent, the said polyol being a reactive liquid prepolymer comprising at least three interpolymerized monomers including (a) a hydroxy aromatic compound selected from the group consisting of phenol, resorcinol, cresol, xylenol, chlorophenol, bisphenol-A, alpha-naphthol and beta-naphthol, (b) an aldehyde containing about 1-8 carbon atoms which is interpolymerizable with the said hydroxy aromatic compound, and (c) furfuryl alcohol, the said prepolymer having a viscosity of about 100-500,000 centipoises at 25° C. and containing about 1.1-6 moles of interpolymerized aldehyde and about 3.1-15 moles of interpolymerized furfuryl alcohol for each mole of the hydroxy aromatic compound interpolymerized therewith.
Claim 27
Dependent Claim 33 words
The process of claim 22 wherein the said prepolymer has 1.5-3 moles of the said aldehyde and about 3.1-8 moles of furfuryl alcohol interpolymerized with each mole of the said hydroxy aromatic compound.
Claim 28
Dependent Claim 54 words
The process of claim 22 wherein the said liquid prepolymer to be interpolymerized with the organic polyisocyanate has present therein up to about 10 moles of unpolymerized furfuryl alcohol for each mole of the said interpolymerized hydroxy aromatic compound, and the said unpolymerized furfuryl alcohol is interpolymerized with the said polyisocyanate and liquid prepolymer.
Claim 29
Dependent Claim 19 words
The process of claim 22 wherein the said hydroxy aromatic compound is phenol and the said aldehyde is formaldehyde.
Claim 30
Dependent Claim 28 words
The process of claim 25 wherein the said prepolymer has about 1.1-3 moles of formaldehyde and about 3.1-8 moles of furfuryl alcohol interpolymerized with each mole of phenol.
Claim 31
Dependent Claim 50 words
The process of claim 25 wherein the said liquid prepolymer to be interpolymerized with the organic polyisocyanate has present therein up to about 10 moles of unpolymerized furfuryl alcohol for each mole of interpolymerized phenol, and the said unpolymerized furfuryl alcohol is interpolymerized with the said polyisocyanate and liquid prepolymer.
Claim 32
Dependent Claim 28 words
The process of claim 27 wherein the said prepolymer has about 1.5-3 moles of formaldehyde and about 3.1-8 moles of furfuryl alcohol interpolymerized with each mole of phenol.

References Cited (Backward Citations)

US4079031A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-11-13 1982-05-15 1982-11-14 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-11-13 1986-05-15 1986-11-14 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-11-13 1990-05-15 1990-11-14 $7700.00 Window Closed / Lapsed

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