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Process for preparing polyamide with organic phosphine/organic disulfide mixture condensing agent

Assignee: Asahi Kasei Corp
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Filing: 1986-06-03
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Granted: 1988-06-28
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Expires: 2006-06-03
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Abstract

Abstract A process for preparing a polyamide which comprises polycondensing a dicarboxylic acid and a diamine by using a combination of at least one phosphine and at least one disulfide as the condensing agent.

Inventors

  • 👤 Hideo Ai
  • 👤 Akihiko Ikeda
  • 👤 Yoshio Matsuoka

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 20:15
CPC Classifications
C; C08; C08G; C08G69/00; C08G69/02; C08G69/26; C08G69/28

Claims Analysis

Total Claims: 24
Claim 1
Independent Claim 37 words
A process for preparing a polyamide which comprises polycondensing a dicarboxylic acid with a diamine in contact with a condensing agent composition comprising a combination of at least one organic phosphine and at least one organic disulfide.
Claim 2
Dependent Claim 37 words
A process for preparing a polyamide which comprises polycondensing a dicarboxylic acid with a diamine in contact with a condensing agent composition comprising a combination of at least one organic phosphine and at least one organic disulfide.
Claim 3
Dependent Claim 13 words
A process according to claim 1, wherein the polycondensation is a solution polycondensation.
Claim 4
Dependent Claim 21 words
A process according to claim 2, wherein the solution polycondensation is carried out in the presence of an aprotic polar solvent.
Claim 5
Dependent Claim 20 words
A process according to claim 2, wherein polycondensation is effected at a reaction temperature from -20° C. to 80° C.
Claim 6
Dependent Claim 71 words
A process according to claim 1, wherein the molar ratio of the combination of the phosphine and the disulfide to the diamine is 2 or more when the dicarboxylic acid is in excess with respect to the diamine, or the molar ratio of the combination of the phosphine and the disulfide to the dicarboxylic acid is 2 or more when the diamine is in excess with respect to the dicarboxylic acid.
Claim 7
Dependent Claim 98 words
A process according to claim 1, wherein the phosphine has the following general formula: ##STR18## wherein each of R 1 , R 2 and R 3 is independently a C 1-20 alkyl group, a C 6-20 aryl group, a C 7-20 arylalkyl group, a C 1-20 heterocyclic group or a substituted group thereof having at least one substituent selected from the group consisting of --OZ 1 , --C.tbd.N and --NZ 2 Z 3 , wherein each of Z 1 , Z 2 and Z 3 is independently a C 1-8 alkyl group or a C 6-14 aryl group.
Claim 8
Dependent Claim 13 words
A process according to claim 1, wherein the disulfide is an aromatic disulfide.
Claim 9
Dependent Claim 16 words
A process according to claim 7, wherein the disulfide is substituted by an electron attractive group.
Claim 10
Dependent Claim 14 words
A process according to claim 7, wherein the disulfide is a nitrogen-containing heterocyclic disulfide.
Claim 11
Dependent Claim 15 words
A process according to claim 1, wherein the dicarboxylic acid is an aromatic dicarboxylic acid.
Claim 12
Dependent Claim 14 words
A process according to claim 1, wherein the dicarboxylic acid has a photosensitive group.
Claim 13
Dependent Claim 28 words
A process according to claim 11, wherein the photosensitive group is attached to the position ortho or peri to the carboxyl group through a carboxylic acid ester bond.
Claim 14
Dependent Claim 13 words
A process according to claim 1, wherein the diamine is an aromatic diamine.
Claim 15
Dependent Claim 15 words
A process according to claim 1, wherein the diamine has at least one silicon atom.
Claim 16
Dependent Claim 177 words
A process according to claim 1, which is conducted at a reaction temperature of from -20° C. to 80° C. and wherein the dicarboxylic acid has the following general formula: ##STR19## wherein X is a group having a valence of (m+2), and is a C 6-20 carbocyclic group, a C 3-20 heterocyclic group, a C 2-20 alkyl group or a C 2-20 alkenyl group; Y is --OR or --NRR'; each of R and R' is, independently, a substituted C 5-20 carbocyclic group, a substituted or unsubstituted C 1-20 heterocyclic group or a substituted or unsubstituted other C 1-20 hydrocarbon group; any substituent of a substituted group being --OW, --SW, a C 2-12 acyl group, a C 2-12 acyloxy group, a C 2-12 acylthio group, a C 2-12 acylamino group, a C 2-12 dialkylamino group or a C 3-12 group having at least one silicon atom; W is a C 1-12 hydrocarbon group; m is 1 or 2; and --COY is attached to any of the positions ortho, peri, β and γ with respect to the --COOH group.
Claim 17
Dependent Claim 10 words
A process according to claim 15 wherein Y is --NRR'.
Claim 18
Dependent Claim 89 words
A process according to claim 15 wherein the molar ratio of the phosphine to the disulfide is around 1.0, and the molar ratio of the condensing agent to the diamine is at least 2 when the dicarboxylic acid is in excess with respect to the diamine, the molar ratio of the condensing agent to the dicarboxylic acid being at least 2 when the diamine is in excess with respect to the dicarboxylic acid, and the molar ratio of the dicarboxylic acid to the diamine being from 0.7 to 1.3.
Claim 19
Dependent Claim 29 words
A polycondensation reaction medium comprising dicarboxylic acid, diamine and condensing agent, and wherein the condensing agent is a combination of at least one phosphine with at least one disulfide.
Claim 20
Dependent Claim 29 words
A polycondensation reaction medium comprising dicarboxylic acid, diamine and condensing agent, and wherein the condensing agent is a combination of at least one phosphine with at least one disulfide.
Claim 21
Dependent Claim 17 words
A polycondensation reaction medium according to claim 18 in the form of a solution in a solvent.
Claim 22
Dependent Claim 16 words
A polycondensation reaction medium according to claim 19 wherein the solvent is an aprotic polar solvent.
Claim 23
Dependent Claim 187 words
An admixture of dicarboxylic acid, diamine and condensing agent in a polycondensation reaction medium wherein the condensing agent is a combination of at least one phosphine with at least one disulfide, and the dicarboxylic acid is of the following formula: ##STR20## wherein X is a group having a valence of (m+2), and is a C 6-20 carbocyclic group, a C 3-20 heterocyclic group, a C 2-20 alkyl group or a C 2-20 alkenyl group; Y is --OR or --NRR'; each of R and R' is, independently, a substituted C 5-20 carbocyclic group, a substituted or unsubstituted C 1-20 heterocyclic group or a substituted or unsubstituted other C 1-20 hydrocarbon group; any substituent of a substituted group being --OW, --SW, a C 2-12 acyl group, a C 2-12 acyloxy group, a C 2-12 acylthio group, a C 2-12 acylamino group, a C 2-12 dialkylamino group or a C 3-12 group having at least one silicon atom; W is a C 1-12 hydrocarbon group; m is 1 or 2; and --COY is attached to any of the positions ortho, peri, β and γ with respect to the --COOH group.
Claim 24
Dependent Claim 187 words
An admixture of dicarboxylic acid, diamine and condensing agent in a polycondensation reaction medium wherein the condensing agent is a combination of at least one phosphine with at least one disulfide, and the dicarboxylic acid is of the following formula: ##STR20## wherein X is a group having a valence of (m+2), and is a C 6-20 carbocyclic group, a C 3-20 heterocyclic group, a C 2-20 alkyl group or a C 2-20 alkenyl group; Y is --OR or --NRR'; each of R and R' is, independently, a substituted C 5-20 carbocyclic group, a substituted or unsubstituted C 1-20 heterocyclic group or a substituted or unsubstituted other C 1-20 hydrocarbon group; any substituent of a substituted group being --OW, --SW, a C 2-12 acyl group, a C 2-12 acyloxy group, a C 2-12 acylthio group, a C 2-12 acylamino group, a C 2-12 dialkylamino group or a C 3-12 group having at least one silicon atom; W is a C 1-12 hydrocarbon group; m is 1 or 2; and --COY is attached to any of the positions ortho, peri, β and γ with respect to the --COOH group.

References Cited (Backward Citations)

US2856387A Cited
US4414383A Cited
JPH1127731A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1991-06-28 1991-12-28 1992-06-28 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1995-06-28 1995-12-28 1996-06-28 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1999-06-28 1999-12-28 2000-06-28 $7700.00 Window Closed / Lapsed

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