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Alkylene oxide adducts of vicinal toluenediamine

Assignee: BASF Corp
•
Filing: 1981-12-01
•
Granted: 1985-12-31
•
Expires: 2001-12-01
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Abstract

Abstract The subject invention relates to adducts of vicinal toluenediamine prepared by: (a) reacting from one to three moles of ethylene oxide with vicinal toluenediamine at a temperature of 125° C., and (b) reacting the product of (a) with four to eight moles of propylene oxide at a temperature of at least 140° C. in the present of at least 1.0 part of an alkali metal hydroxide catalyst. The adducts generally have a hydroxyl number of 300 to 500 and are particularly useful for the preparation of rigid polyurethane foams.

Inventors

  • 👤 Alexander Korczak
  • 👤 William W. Levis, Jr.

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 15:11
CPC Classifications
C; C08; C08G; C08G65/00; C08G65/02; C08G65/26; C08G65/2618; C08G65/2621; C08G65/2627; C08G18/00; C08G18/06; C08G18/28; C08G18/40; C08G18/48; C08G18/4833; C08G18/4837; C08G18/4845; C08G18/50; C08G18/5021; C08G18/5033; C08G2110/00; C08G2110/0025

Claims Analysis

Total Claims: 12
Claim 1
Independent Claim 78 words
An adduct of vicinal toluenediamine prepared by (a) reacting vicinal toluenediamine with from one to three moles of ethylene oxide per mole of vicinal toluenediamine at a temperature of 125° C. or less, and (b) reacting the product of (a) with from four to eight moles of propylene oxide at a temperature of at least 140° C. in the presence of at least 1.0 part of an alkali metal hydroxide catalyst based upon 100 parts of vicinal toluenediamine.
Claim 2
Dependent Claim 78 words
An adduct of vicinal toluenediamine prepared by (a) reacting vicinal toluenediamine with from one to three moles of ethylene oxide per mole of vicinal toluenediamine at a temperature of 125° C. or less, and (b) reacting the product of (a) with from four to eight moles of propylene oxide at a temperature of at least 140° C. in the presence of at least 1.0 part of an alkali metal hydroxide catalyst based upon 100 parts of vicinal toluenediamine.
Claim 3
Dependent Claim 37 words
The polyol of claim 1 wherein the vicinal toluenediamine is a mixture consisting essentially of about 90% by weight of an approximately 1:1 weight ratio of 2,3-toluenediamine and 3,4-toluenediamine and 10% by weight of 2,4-toluenediamine and 2,6-toluenediamine.
Claim 4
Dependent Claim 22 words
The adduct of claim 1 wherein potassium hydroxide is used as the alkali metal hydroxide in the second step of the reaction.
Claim 5
Dependent Claim 21 words
The adduct of claim 1 wherein the second step of the reaction takes place at temperatures of at least 150° C.
Claim 6
Dependent Claim 32 words
The adduct of claim 1 wherein from 1.0 to 2.0 parts of alkali metal hydroxide catalyst are used in the second step of the reaction based upon 100 parts of vicinal toluenediamine.
Claim 7
Dependent Claim 83 words
A process for preparing an adduct of vicinal toluenediamine comprising the steps of (a) reacting vicinal toluenediamine with from one to three moles of ethylene oxide per mole of vicinal toluenediamine at a temperature of 125° C. or less, and (b) reacting the product of (a) with from four to eight moles of propylene oxide at a temperature of at least 140° C. in the presence of at least 1.0 part of alkali metal hydroxide catalyst based upon 100 parts of vicinal toluenediamine.
Claim 8
Dependent Claim 83 words
A process for preparing an adduct of vicinal toluenediamine comprising the steps of (a) reacting vicinal toluenediamine with from one to three moles of ethylene oxide per mole of vicinal toluenediamine at a temperature of 125° C. or less, and (b) reacting the product of (a) with from four to eight moles of propylene oxide at a temperature of at least 140° C. in the presence of at least 1.0 part of alkali metal hydroxide catalyst based upon 100 parts of vicinal toluenediamine.
Claim 9
Dependent Claim 37 words
The polyol of claim 6 wherein the vicinal toluenediamine is a mixture containing about 90% by weight of an approximately 1:1 weight of 2,3-toluenediamine and 3,4-toluenediamine and 10% by weight of a mixture of 2,4-toluenediamine and 2,6-toluenediamine.
Claim 10
Dependent Claim 22 words
The process of claim 6 wherein potassium hydroxide is used as the alkali metal hydroxide in the second step of the reaction.
Claim 11
Dependent Claim 21 words
The process of claim 6 wherein the second step of the reaction takes place at temperatures of at least 150° C.
Claim 12
Dependent Claim 32 words
The process of claim 6 wherein from 1.0 to 2.0 parts of alkali metal hydroxide catalyst, based upon 100 parts of vicinal toluenediamine, are used in the second step of the reaction.

References Cited (Backward Citations)

GB972772A Cited
GB1001946A Cited
US3423344A Cited
US3499009A Cited
US3462492A Cited
US4209609A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1988-12-30 1989-07-01 1989-12-31 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1992-12-30 1993-07-01 1993-12-31 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1996-12-30 1997-07-01 1997-12-31 $7700.00 Window Closed / Lapsed

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