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US4743628A Expired / Lapsed US ⏱️ 0.0 years remaining

Polyurethane foams incorporating alkoxylated aromatic diamine and acetylenic glycol

Assignee: Air Products and Chemicals Inc
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Filing: 1986-08-06
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Granted: 1988-05-10
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Expires: 2006-08-06
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Abstract

Abstract This invention relates to crosslinker systems for polyurethane foams and a process for producing such foams. The polyurethanes are prepared by reacting an organic polyisocyanate with an organic compound having active Zerewitenoff hydrogen atoms, e.g., a polyol with an alkoxylated aromatic diamine crosslinker and an acetylenic glycol. Improved properties can be achieved, such as, higher load-bearing at equivalent foam density; higher tear; higher elongation and higher air flow.

Inventors

  • 👤 James B. Conkey
  • 👤 Glenn A. Taylor

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-07 20:15
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/65; C08G18/6505; C08G18/6523; C08G18/6535; C08K; C08K5/00; C08K5/04; C08G18/30; C08G18/67; C08G18/675; C08G18/679; C08G2115/00; C08G2115/02

Claims Analysis

Total Claims: 23
Claim 1
Independent Claim 96 words
In a polyurethane foam formulation comprising an organic polyisocyanate, polyol, blowing agent and crosslinker system, the improvement which comprises including a crosslinker system of an alkoxylated aromatic diamine and an acetylenic glycol represented by the formula: ##STR3## wherein y and z range from 0-6 but the sum of y and z does not exceed 7; m and n combined range from 1 to 10, and R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are hydrogen or methyl groups and may be like or unlike in the structure.
Claim 2
Dependent Claim 96 words
In a polyurethane foam formulation comprising an organic polyisocyanate, polyol, blowing agent and crosslinker system, the improvement which comprises including a crosslinker system of an alkoxylated aromatic diamine and an acetylenic glycol represented by the formula: ##STR3## wherein y and z range from 0-6 but the sum of y and z does not exceed 7; m and n combined range from 1 to 10, and R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are hydrogen or methyl groups and may be like or unlike in the structure.
Claim 3
Dependent Claim 41 words
The formulation of claim 1 wherein the alkoxylated aromatic diamine is included in an amount of from 1 to 15 percent by weight of the polyol and the weight percent of alkoxylated aromatic diamine in the crosslinker system is from 40-95%.
Claim 4
Dependent Claim 22 words
The formulation of claim 2 wherein said polyol is a polymeric polyol having a molecular weight of from about 3,000 to 5,000.
Claim 5
Dependent Claim 27 words
The formulation of claim 3 wherein said alkoxylated aromatic diamine is an ethoxylated or propoxylated aromatic diamine and y and z in said acetylenic glycol are 0.
Claim 6
Dependent Claim 26 words
The formulation of claim 4 wherein said acetylenic glycol is an ethoxylated or propoxylated acetylenic glycol having from about 2-4 ethoxy or propoxy groups per molecule.
Claim 7
Dependent Claim 23 words
The formulation of claim 4 wherein said ethoxylated or propoxylated aromatic diamine is an ethoxylated or propoxylated C 1-4 alkyl derivative of toluenediamine.
Claim 8
Dependent Claim 23 words
The formulation of claim 6 wherein the ethoxylated or propoxylated alkyl derivative of toluenediamine is an ethoxylated or propoxylated diethyl toluenediamine or tertiary-butyl-toluenediamine.
Claim 9
Dependent Claim 27 words
The formulation of claim 7 wherein the average number of ethylene oxide or propylene oxide units in said ethoxylated or propoxylated diethyltoluenediamine or tertiary-butyl-toluenediamine is from 1.5-2.5.
Claim 10
Dependent Claim 13 words
The formulation of claim 8 wherein the acetylenic glycol is 2,4,7,9-tetramethyl-5-decyne-4,7-diol or 7,10-dimethyl-8-hexadecyne-7,10-diol.
Claim 11
Dependent Claim 96 words
A crosslinker system suitable for producing flexible polyurethane foams comprising an alkoxylated toluenediamine derivative and an acetylenic glycol represented by the formula: ##STR4## wherein y and z range from 0-6 and the sum of y and z does not exceed 7; m and n combined range from 1-10; and R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are hydrogen or methyl groups may be like or unlike in the structure and the weight % of said alkoxylated toluenediamine is from 40-95% by weight of the crosslinker system.
Claim 12
Dependent Claim 96 words
A crosslinker system suitable for producing flexible polyurethane foams comprising an alkoxylated toluenediamine derivative and an acetylenic glycol represented by the formula: ##STR4## wherein y and z range from 0-6 and the sum of y and z does not exceed 7; m and n combined range from 1-10; and R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are hydrogen or methyl groups may be like or unlike in the structure and the weight % of said alkoxylated toluenediamine is from 40-95% by weight of the crosslinker system.
Claim 13
Dependent Claim 30 words
The crosslinker system of claim 10 wherein said alkoxylated toluenediamine derivative is an alkoxylated C 2-6 alkylated derivative of toluenediamine and y and z in said acetylenic glycol are 0.
Claim 14
Dependent Claim 37 words
The crosslinker system of claim 11 wherein the weight percentage of alkoxylated alkylated toluenediamine derivative in said crosslinker system is from 85 to 95 and the weight percentage of alkoxylated acetylenic glycol is from 5 to 15%.
Claim 15
Dependent Claim 24 words
The crosslinker system of claim 12 wherein said alkoxylated alkylated toluenediamine derivative is an ethylene oxide or propylene oxide C 2-6 alkylated toluenediamine derivative.
Claim 16
Dependent Claim 18 words
The crosslinker system of claim 13 wherein in said acetylenic glycol R 1 and R 3 are H.
Claim 17
Dependent Claim 27 words
The crosslinker system of claim 10 wherein said acetylenic glycol 2,4,7,9,-tetramethyl-5-decynediol or 7,10-dimethyl-8-hexadecyne-7,10-diol and said alkoxylated alkylated toluenediamine derivative is an ethoxylated or propoxylated diethyltoluenediamine or tertiary-butyl-toluenediamine.
Claim 18
Dependent Claim 74 words
The crosslinker system of claim 13 wherein said alkoxylated alkylated toluenediamine derivative is an ethoxylated or propoxylated derivative of diethyltoluenediamine and the average number of ethylene oxide or propylene oxide units is from 1.5 to 2.5, and the acetylenic glycol is an ethylene oxide adduct of 2,4,7,9-tetramethyl-5-decyne-4,7-diol having an average of 1.5-4.5 moles ethylene oxide incorporated herein and the weight percent of alkoxylated alkylated derivative of toluenediamine is from 85-95% of the crosslinker system.
Claim 19
Dependent Claim 166 words
In a process for the manufacture of polyurethane foams which comprises reacting under foam-forming conditions an organic polyisocyanate, a polyether polyol having a molecular weight from about 3,000 to 6,000 and an aromatic diamine/alkylene oxide crosslinker, the improvement which comprises including a crosslinker system of an alkylene oxide adduct of a C 2-6 alkyl derivative of toluenediamine with the general formula: ##STR5## wherein a, b, c, and d are integers with this sum being from 1-15, R' represents CH 3 , or diorgano C 1-6 amide, R 8 represents hydrogen, or C 1-4 alkyl group, and q is 0 or 1, and an acetylenic glycol of the formula: ##STR6## wherein y and z range from 0-6 and the sum of y and z does not exceed 7; m and n combined range from 1-6; and R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are hydrogen or methyl groups and may be like or unlike in the structure.
Claim 20
Dependent Claim 166 words
In a process for the manufacture of polyurethane foams which comprises reacting under foam-forming conditions an organic polyisocyanate, a polyether polyol having a molecular weight from about 3,000 to 6,000 and an aromatic diamine/alkylene oxide crosslinker, the improvement which comprises including a crosslinker system of an alkylene oxide adduct of a C 2-6 alkyl derivative of toluenediamine with the general formula: ##STR5## wherein a, b, c, and d are integers with this sum being from 1-15, R' represents CH 3 , or diorgano C 1-6 amide, R 8 represents hydrogen, or C 1-4 alkyl group, and q is 0 or 1, and an acetylenic glycol of the formula: ##STR6## wherein y and z range from 0-6 and the sum of y and z does not exceed 7; m and n combined range from 1-6; and R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are hydrogen or methyl groups and may be like or unlike in the structure.
Claim 21
Dependent Claim 22 words
A process of claim 17 wherein said alkylene oxide adduct is an ethylene oxide or propylene oxide adduct of diethyltoluenediamine or tertiary-butyl-toluenediamine.
Claim 22
Dependent Claim 12 words
The process of claim 18 wherein said acetylenic glycol is 2.4,7,9-tetramethyl-5-decyne-4,7 diol.
Claim 23
Dependent Claim 23 words
The process of claim 19 wherein said crosslinker system contains from 40-95% by weight of the alkylene oxide adduct of diethyltoluenediamine or tertiary-butyl-toluenediamine.

References Cited (Backward Citations)

US3268593A Cited
US3423344A Cited
US3580869A Cited
GB1398185A Cited
US3948825A Cited
US4235977A Cited
US4243759A Cited
US4296212A Cited
US4562290A Cited
US4517383A Cited
US4444915A Cited
US4555418A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1991-05-10 1991-11-09 1992-05-10 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1995-05-10 1995-11-09 1996-05-10 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1999-05-10 1999-11-09 2000-05-10 $7700.00 Window Closed / Lapsed

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