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US5066824A Expired / Lapsed US ⏱️ 0.0 years remaining

Novel process for the preparation of amine-terminated compounds

Assignee: Bayer Corp
•
Filing: 1990-08-03
•
Granted: 1991-11-19
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Expires: 2010-08-03
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Abstract

Abstract The present invention is directed to a process for preparing amine terminated compounds by reacting a polyfunctional acetoacetic acid ester with either ammonia or an organic compound which contains one or more primary amino groups in the presence of a solvent and an acidic catalyst selected from the group consisting of (i) boron trifuloride etherate and (ii) organic acids having pKa values of from 0.1 to 0.8 with the proviso that if the primary amino group containing compound contains no aromatically bound amino groups, the pKa of said organic acid is from 0.1 to less than 0.7.

Inventors

  • 👤 Robson Mafoti
  • 👤 Josef Sanders

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-03 13:29
CPC Classifications
C; C07; C07C; C07C209/00; C07C209/24; C08; C08G; C08G65/00; C08G65/02; C08G65/32; C08G65/329; C08G65/333; C08G65/33303; C08G18/00; C08G18/06; C08G18/28; C08G18/67; C08G18/6795; C08G18/68; C08G65/321; C08G65/325; C08G65/3255; C08G65/331; C08G65/332; C08G65/3322

Claims Analysis

Total Claims: 9
Claim 1
Independent Claim 93 words
A process for the preparation of an amine-terminated compound comprising reacting a polyfunctional acetoacetic acid ester with either ammonia or an organic compound which contains one or more primary amino groups in the presence of a solvent and an acidic catalyst selected from the group consisting of (i) boron trifluoride etherate and (ii) organic acids having pKa values of from 0.1 to 0.8, with the proviso that if the primary amino group containing compound contains no aromatically bound amino groups, the pKa of said organic acid is from 0.1 to less than 0.7.
Claim 2
Dependent Claim 93 words
A process for the preparation of an amine-terminated compound comprising reacting a polyfunctional acetoacetic acid ester with either ammonia or an organic compound which contains one or more primary amino groups in the presence of a solvent and an acidic catalyst selected from the group consisting of (i) boron trifluoride etherate and (ii) organic acids having pKa values of from 0.1 to 0.8, with the proviso that if the primary amino group containing compound contains no aromatically bound amino groups, the pKa of said organic acid is from 0.1 to less than 0.7.
Claim 3
Dependent Claim 15 words
The process of claim 1, wherein said organic acid is a halogenated organic carboxylic acid.
Claim 4
Dependent Claim 14 words
The process of claim 2, wherein said organic acid is a halogenated acetic acid.
Claim 5
Dependent Claim 12 words
The process of claim 3, wherein said organic acid is trifluoroacetic acid.
Claim 6
Dependent Claim 60 words
The process of claim 1, wherein said polyfunctional acetoacetic acid ester is prepared by reacting a C 1 to C 5 alkyl acetoacetate with a organic compound containing from 2 to 6 hydroxyl groups and having a molecular weight of from 62 to about 12,000, in a ratio such that one mole of acetoacetate is used for each hydroxyl group.
Claim 7
Dependent Claim 59 words
The process of claim 5, wherein said polyfunctional acetoacetic acid ester is prepared by reacting a C 1 to C 5 alkyl acetoacetate with a organic compound containing from 2 to 4 hydroxyl groups and having a molecular weight of from 192 to 8,000, in a ratio such that one mole of acetoacetate is used for each hydroxyl group.
Claim 8
Dependent Claim 13 words
The process of claim 1, wherein said organic compound is an aromatic diamine.
Claim 9
Dependent Claim 31 words
The process of claim 7, wherein said aromatic diamine is selected from the group consisting of toluene diamines, alkyl-substituted toluene diamines, methylenebis(phenyl amines), alkyl-substituted methylenebis(phenyl amines), 1,5-naphthalene diamine, and phenylene diamines.

References Cited (Backward Citations)

US3211793A Cited
US3666726A Cited
US3691112A Cited
US4188403A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1994-11-18 1995-05-20 1995-11-19 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1998-11-18 1999-05-20 1999-11-19 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2002-11-18 2003-05-20 2003-11-19 $7700.00 Window Closed / Lapsed

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