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Method for reducing the terminal carboxyl group content of a saturated polyester, a saturated polyester having a reduced terminal carboxyl group content, and a molded article composed of such a saturated polyester

Assignee: Teijin Ltd
•
Filing: 1980-12-04
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Granted: 1982-09-28
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Expires: 2000-12-04
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Abstract

Abstract The present invention provides a process for producing a saturated polyester having a reduced terminal carboxyl group content, which comprises reacting a carboxyl-terminated, substantially linear, fiber-forming saturated polyester with a monocyclic imino ether compound of the formula ##STR1## wherein R is a group of the following formula ##STR2## in which R 1 is a hydrogen atom or a monovalent organic group non-reactive with the saturated polyester under the reaction conditions, R 2 and R 3 are a monovalent organic group non-reactive with the saturated polyester under the reaction conditions, and R 1 and R 2 may be bonded to each other, to form together with the nitrogen atom a 5- or 6-membered ring which is non-reactive with the saturated polyester under the reaction conditions; and X is a divalent organic group non-reactive with the saturated polyester under the reaction conditions, which has two or three ring-member carbon atoms constituting the imino ether ring, at an elevated temperature. The present invention also relates to a process for producing a molded article of a saturated polyester having a reduced terminal carboxyl group content which comprises intimately contacting a carboxyl-terminated, substantially linear, fiber-forming saturated polyester with a monocyclic imino ether compound represented by the formula (1) in a melt-molding machine at a temperature above the temperature at which the saturated polyester melts, or heat-treating a molded article composed of a carboxyl-terminated, substantially linear, fiber-forming saturated polyester with a monocyclic imino ether compound represented by the formula (1) at an elevated temperature at which the molded article can retain its form.

Inventors

  • 👤 Shunichi Matsumura
  • 👤 Hiroo Inata
  • 👤 Tsuto Morinaga

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-03 09:20
CPC Classifications
C; C08; C08G; C08G63/00; C08G63/91; C08G63/914; C08G63/916

Claims Analysis

Total Claims: 23
Claim 1
Independent Claim 241 words
A process for producing a saturated polyester having a reduced terminal carboxyl group content, which comprises reacting a carboxyl-terminated, substantially linear, fiber-forming saturated polyester with a monocyclic imino ether compound of the formula ##STR17## wherein R is a group of the following formula ##STR18## in which R 1 is a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, a cycloalkyl group having 5 to 12 carbon atoms, an alkenyl group having 3 to 10 carbon atoms, a cycloalkenyl group having 5 to 12 carbon atoms, an aryl group having 6 to 12 carbon atoms or an aralkyl group having 7 to 20 carbon atoms, and R 2 is any one of the above groups for R 1 with the exception of the hydrogen atom, and R 3 is an alkyl group having 1 to 10 carbon atoms, a cycloalkyl group having 5 to 12 carbon atoms, an alkenyl group having 3 to 10 carbon atoms, a cycoalkenyl group having 5 to 12 carbon atoms, or an aralkyl group having 7 to 20 carbon atoms, and R 1 and R 2 may be bonded to each other, to form together with the nitrogen atom a 5- or 6-membered ring which is non-reactive with the saturated polyester under the reaction conditions; and X is a divalent organic group non-reactive with the saturated polyester under the reaction conditions, which has two or three ring-member carbon atoms constituting the imino ether ring.
Claim 2
Dependent Claim 241 words
A process for producing a saturated polyester having a reduced terminal carboxyl group content, which comprises reacting a carboxyl-terminated, substantially linear, fiber-forming saturated polyester with a monocyclic imino ether compound of the formula ##STR17## wherein R is a group of the following formula ##STR18## in which R 1 is a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, a cycloalkyl group having 5 to 12 carbon atoms, an alkenyl group having 3 to 10 carbon atoms, a cycloalkenyl group having 5 to 12 carbon atoms, an aryl group having 6 to 12 carbon atoms or an aralkyl group having 7 to 20 carbon atoms, and R 2 is any one of the above groups for R 1 with the exception of the hydrogen atom, and R 3 is an alkyl group having 1 to 10 carbon atoms, a cycloalkyl group having 5 to 12 carbon atoms, an alkenyl group having 3 to 10 carbon atoms, a cycoalkenyl group having 5 to 12 carbon atoms, or an aralkyl group having 7 to 20 carbon atoms, and R 1 and R 2 may be bonded to each other, to form together with the nitrogen atom a 5- or 6-membered ring which is non-reactive with the saturated polyester under the reaction conditions; and X is a divalent organic group non-reactive with the saturated polyester under the reaction conditions, which has two or three ring-member carbon atoms constituting the imino ether ring.
Claim 3
Dependent Claim 30 words
The process of claim 1 wherein the monocyclic imino ether compound is represented by the following formula ##STR19## wherein R 1 , R 2 and X are as defined therein.
Claim 4
Dependent Claim 16 words
The process of claim 2 wherein X in formula (1-a) is an ethylene or trimethylene group.
Claim 5
Dependent Claim 30 words
The process of claim 1 wherein the monocyclic imino ether compound is represented by the following formula ##STR20## wherein R 1 , R 2 and X are as defined therein.
Claim 6
Dependent Claim 16 words
The process of claim 4 wherein X in formula (1-b) is an ethylene or trimethylene group.
Claim 7
Dependent Claim 27 words
The process of claim 1 wherein the monocyclic imino ether compound is represented by the following formula ##STR21## wherein R 3 and X are as defined therein.
Claim 8
Dependent Claim 16 words
The process of claim 6 wherein X in formula (1-c) is an ethylene or trimethylene group.
Claim 9
Dependent Claim 30 words
The process of claim 1 wherein the amount of the monocyclic imino ether compound is 0.05 to 10 moles per equivalent of the terminal carboxyl groups of the saturated polyester.
Claim 10
Dependent Claim 30 words
The process of claim 8 wherein the amount of the monocyclic imino ether compound is 0.05 to 5 moles per equivalent of the terminal carboxyl groups of the saturated polyester.
Claim 11
Dependent Claim 30 words
The process of claim 9 wherein the amount of the monocyclic imino ether compound is 0.1 to 2 moles per equivalent of the terminal carboxyl groups of the saturated polyester.
Claim 12
Dependent Claim 16 words
The process of claim 1 wherein the reaction is carried out at atmospheric or elevated pressures.
Claim 13
Dependent Claim 23 words
The process of claim 1 wherein the reaction is carried out at a temperature above the temperature at which the saturated polyester melts.
Claim 14
Dependent Claim 24 words
The process of claim 1 wherein the reaction is carried out at a temperature lower than the temperature at which the saturated polyester melts.
Claim 15
Dependent Claim 16 words
A saturated polyester having a reduced carboxyl group content obtained by the process of claim 1.
Claim 16
Dependent Claim 11 words
A molded article composed of the saturated polyester of claim 14.
Claim 17
Dependent Claim 15 words
The molded article of claim 15 which is in the form of fiber or film.
Claim 18
Dependent Claim 92 words
A process for producing a molded article composed of a saturated polyester having a reduced terminal carboxyl group content, which comprises intimately contacting a carboxyl-terminated, substantially linear, fiber-forming saturated polyester with a monocyclic imino ether compound represented by the formula (1) in claim 1 in a melt-molding machine at a temperature above the temperature at which the saturated polyester melts, thereby reacting the saturated polyester with the monocyclic imino ether compound, and thereafter converting the resulting molten saturated polyester having a reduced terminal carboxyl group content as such into a molded article.
Claim 19
Dependent Claim 23 words
The process of claim 17 wherein the monocyclic imino ether compound is used as included in the unreacted state in a thermoplastic resin.
Claim 20
Dependent Claim 13 words
The process of claim 18 wherein the thermoplastic resin is a saturated polyester.
Claim 21
Dependent Claim 21 words
A molded article composed of a saturated polyester having a reduced carboxyl group content obtained by the process of claim 17.
Claim 22
Dependent Claim 15 words
The molded article of claim 20 which is in the form of fiber or film.
Claim 23
Dependent Claim 76 words
A process for producing a molded article composed of a saturated polyester having a reduced carboxyl group content at least at its surface, which comprises heat-treating a molded article composed of a carboxyl-terminated, substantially linear, fiber-forming saturated polyester with a monocyclic imino ether compound represented by the formula (1) in claim 1 at an elevated temperature at which the molded article can retain its form, thereby reacting the saturated polyester with the monocyclic imino ether compound.

References Cited (Backward Citations)

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US3444141A Cited
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US3787370A Cited
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USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1985-09-27 1986-03-29 1986-09-28 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1989-09-27 1990-03-29 1990-09-28 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1993-09-27 1994-03-29 1994-09-28 $7700.00 Window Closed / Lapsed

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