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Process for preparing substantially linear polyamide from N-alkylamide-substituted amine and aqueous ammonia

Assignee: Standard Oil Co
•
Filing: 1985-05-30
•
Granted: 1986-09-02
•
Expires: 2005-05-30
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Abstract

Abstract N-alkylamide-substituted amines, such as nitrilotripropionamide, are either self-polymerized or copolymerized with other monomers, such as amino acids, in the presence of a stoichiometric amount of aqueous ammonia and at a temperature of at least 200° C. and autogenous pressure to form substantially linear polyamides, such as poly-β-alanine and nylon-3/6.

Inventors

  • 👤 Gerald P. Coffey
  • 👤 Benedict S. Curatolo
  • 👤 Robert Sanitra

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-06 04:27
CPC Classifications
C; C08; C08G; C08G69/00

Claims Analysis

Total Claims: 13
Claim 1
Independent Claim 154 words
A process for preparing a substantially linear polyamide, the process comprising contacting a first monomer of the formula ##STR5## with a second monomer selected from the group consisting of: ##STR6## where R is a hydrogen or methyl radical, R' is a C 1 -C 12 alkyl radical, R" is a C 1 -C 20 aliphalic, C 5 -C 8 cycloaliphalic, or an aromatic radical, R"' and R IV are independently a hydrogen or a C 1 -C 4 alkyl radical, m is an integer of 1-11, n is an integer of 2-11, x is an integer of 0-2 y is an integer of 0-3, z is an integer of 0-3, and x+y+z=3, in a molar ratio of about 1:1 to about 9:1 in the presence of at least a stoichiometric amount, based on the combined moles of the monomers, of aqueous ammonia at a temperature of at least about 200° C. and autogenous pressure.
Claim 2
Dependent Claim 154 words
A process for preparing a substantially linear polyamide, the process comprising contacting a first monomer of the formula ##STR5## with a second monomer selected from the group consisting of: ##STR6## where R is a hydrogen or methyl radical, R' is a C 1 -C 12 alkyl radical, R" is a C 1 -C 20 aliphalic, C 5 -C 8 cycloaliphalic, or an aromatic radical, R"' and R IV are independently a hydrogen or a C 1 -C 4 alkyl radical, m is an integer of 1-11, n is an integer of 2-11, x is an integer of 0-2 y is an integer of 0-3, z is an integer of 0-3, and x+y+z=3, in a molar ratio of about 1:1 to about 9:1 in the presence of at least a stoichiometric amount, based on the combined moles of the monomers, of aqueous ammonia at a temperature of at least about 200° C. and autogenous pressure.
Claim 3
Dependent Claim 16 words
The process of claim 1 where both the first and second monomers are of formula I.
Claim 4
Dependent Claim 13 words
The process of claim 2 where one of y and z is zero.
Claim 5
Dependent Claim 9 words
The process of claim 2 where y is zero.
Claim 6
Dependent Claim 14 words
The process of claim 4 where both the first and second monomers are nitrilotripropionamide.
Claim 7
Dependent Claim 13 words
The process of claim 1 where the second monomer is of formula II.
Claim 8
Dependent Claim 23 words
The process of claim 6 where the first monomer is of formula I and y is zero and the second monomer is acrylamide.
Claim 9
Dependent Claim 18 words
The process of claim 1 where the second monomer is selected from the group consisting of formulae III-VI.
Claim 10
Dependent Claim 54 words
The process of claim 8 where R' is a C 1 -C 8 alkyl radical, R" is a C 1 -C 12 alkyl, C 6 -C 7 cycloalkyl or a phenyl radical, R"' and R IV are independently C 1 -C 4 alkyl or hydrogen radicals and m and n are integers of 4-11.
Claim 11
Dependent Claim 23 words
The process of claim 9 where the second monomer is selected from the group consisting of N-t-butylacrylamide, N-t-octylacrylamide, methylamine, ethylamine, cyclohexylamine and aniline.
Claim 12
Dependent Claim 24 words
The process of claim 9 where the second monomer is selected from the group consisting of 6-aminocaproic acid, 11-aminoundecanoic acid, 12-aminododecanoic acid and ε-caprolactam.
Claim 13
Dependent Claim 36 words
The process of claim 2, 3, 4, 5, 6, 7, 8, 9, 10 or 11 where the aqueous ammonia is present in a molar excess based on the total moles of the first and second monomers.

References Cited (Backward Citations)

US3526608A Cited
US3580891A Cited
US3578643A Cited
US3817943A Cited
US3715339A Cited
US4536566A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1989-09-01 1990-03-03 1990-09-02 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1993-09-01 1994-03-03 1994-09-02 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1997-09-01 1998-03-03 1998-09-02 $7700.00 Window Closed / Lapsed

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