CA2427205A1 - Polytrimethylene ether ester amide and use thereof - Google Patents

Polytrimethylene ether ester amide and use thereof Download PDF

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Publication number
CA2427205A1
CA2427205A1 CA 2427205 CA2427205A CA2427205A1 CA 2427205 A1 CA2427205 A1 CA 2427205A1 CA 2427205 CA2427205 CA 2427205 CA 2427205 A CA2427205 A CA 2427205A CA 2427205 A1 CA2427205 A1 CA 2427205A1
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Prior art keywords
polytrimethylene ether
acid
ester amide
ether ester
polyamide
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Granted
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CA 2427205
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French (fr)
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CA2427205C (en
Inventor
Marc B. Goldfinger
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EIDP Inc
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EI Du Pont de Nemours and Co
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    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
    • C08G69/44—Polyester-amides
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
    • C08G69/40—Polyamides containing oxygen in the form of ether groups
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
    • C08G69/42—Polyamides containing atoms other than carbon, hydrogen, oxygen, and nitrogen
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
    • C08G73/02—Polyamines
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/249921—Web or sheet containing structurally defined element or component
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
    • Y10T428/2913—Rod, strand, filament or fiber
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
    • Y10T428/2913—Rod, strand, filament or fiber
    • Y10T428/2933—Coated or with bond, impregnation or core
    • Y10T428/2964—Artificial fiber or filament
    • Y10T428/2967—Synthetic resin or polymer
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
    • Y10T428/2913—Rod, strand, filament or fiber
    • Y10T428/2933—Coated or with bond, impregnation or core
    • Y10T428/2964—Artificial fiber or filament
    • Y10T428/2967—Synthetic resin or polymer
    • Y10T428/2969—Polyamide, polyimide or polyester
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/31504—Composite [nonstructural laminate]
    • Y10T428/31725—Of polyamide
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/31504—Composite [nonstructural laminate]
    • Y10T428/31786—Of polyester [e.g., alkyd, etc.]
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
    • Y10T442/30—Woven fabric [i.e., woven strand or strip material]
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
    • Y10T442/50—FELT FABRIC
    • Y10T442/56—From synthetic organic fiber
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
    • Y10T442/60—Nonwoven fabric [i.e., nonwoven strand or fiber material]

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Polyamides (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Polytrimethylene ether ester amide and use thereof.

Claims (17)

1. Polytrimethylene ether ester amide.
2. The polytrimethylene ether ester amide of claim 1 comprising a polyamide hard segment having an average molar mass of 300-5,000 and polytrimethylene ether soft segment having an average molar mass of 800 to 5,000.
3. The polytrimethylene ether ester amide of claim 1 comprising a polyamide hard segment having an average molar mass of 400-3,000 and polytrimethylene ether soft segment having an average molar mass of 1,500 to 3,500.
4. The polytrimethylene ether ester amide of claims 1-3 which comprises 1 up to an average of about 60 polyalkylene ether ester amide repeat units.
5. The polytrimethylene ether ester amide of claim 4 which comprises an average of about 5 to about 30 polyalkylene ether ester amide repeat units.
6. The polytrimethylene ether ester amide of claims 1-5 wherein at least 50 weight % of the polyalkylene ether ester amide repeat units are polytrimethylene ether ester amide repeat units.
7. The polytrimethylene ether ester amide of claims 1-5 comprising about 10 to about 60 weight percent of polyamide hard segment and about 40 to about 90 weight % of polytrimethylene ether soft segment.
8. The polytrimethylene ether ester amide of claim 7 comprising about 15 to about 30 weight percent of polyamide hard segment and about 70 to about 85 weight % of polytrimethylene ether soft segment.
9. The polytrimethylene ether ester amide of claims 1-8 comprising polyamide hard segments joined by ester linkages to polytrimethylene ether soft segments prepared by reacting carboxyl terminated polyamide or diacid anhydride, diacid chloride or diester acid equivalents thereof and polyether glycol under conditions such that ester linkages are formed.
10. The polytrimethylene ether ester amide of claims 1-8 comprising polyamide hard segments joined by ester linkages to polytrimethylene ether soft segments prepared by reacting carboxyl terminated polyamide and polytrimethylene ether glycol under conditions such that ester linkages are formed.
11. The polytrimethylene ether ester amide of claim 10 wherein the carboxyl terminated polyamide is the polycondensation product of C4-C14 lactam with C4-C14 dicarboxylic acid.
12. The polytrimethylene ether ester amide of claim 10 wherein the carboxyl terminated polyamide is the polycondensation product of lactam selected from the group consisting of lauryl lactam, caprolactam and undecanolactam, and mixtures thereof, with dicarboxylic acid selected from the group consisting of succinic acid, adipic acid, suberic acid, azelaic acid, sebacic acid, undecanedioic acid, dodecanedioic acid, terephthalic acid, and isophthalic acid, and mixtures thereof.
13. The polytrimethylene ether ester amide of claim 10 wherein the carboxyl terminated polyamide is the polycondensation product of amino-acid selected from the group consisting of 11-amino-undecanoic acid and 12-aminododecanoic acid, and mixtures thereof, with dicarboxylic acid selected from the group consisting of succinic acid, adipic acid, suberic acid, azelaic acid, sebacic acid, undecanedioic acid, dodecanedioic acid, terephthalic acid, and isophthalic acid, and mixtures thereof.
14. The polytrimethylene ether ester amide of claim 10 wherein the carboxyl terminated polyamide is the condensation product of a C4-C14 alkyl dicarboxylic acid and C4-14 diamine.
15. The polytrimethylene ether ester amide of claim 1 having the general structure represented by the following formula (I):

where represents a polyamide segment containing terminal carboxyl groups or acid equivalents thereof, and is a polyether segment, and X is 1 up to an average of about 60, and wherein at least 40 weight % of the polyether segments comprise polytrimethylene ether units.
16. The polytrimethylene ether ester amide of claim 1 having the general structure represented by the following formula (I):

where represents a polyamide segment containing terminal carboxyl groups or acid equivalents thereof, and is a polytrimethylene ether segment, and X is 1 up to an average of about 60.
17. A shaped article comprising the polytrimethylene ether ester amide of any of the preceding claims.
CA 2427205 2001-12-10 2002-10-24 Polytrimethylene ether ester amide and use thereof Expired - Fee Related CA2427205C (en)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US1307301A 2001-12-10 2001-12-10
US10/013,073 2001-12-10
US10/073,745 US6590065B1 (en) 2001-12-10 2002-02-11 Polytrimethylene ether ester amide and use thereof
US10/073,745 2002-02-11
PCT/US2002/034107 WO2003050159A1 (en) 2001-12-10 2002-10-24 Polytrimethylene ether ester amide and use thereof

Publications (2)

Publication Number Publication Date
CA2427205A1 true CA2427205A1 (en) 2003-06-10
CA2427205C CA2427205C (en) 2011-07-26

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CA 2427205 Expired - Fee Related CA2427205C (en) 2001-12-10 2002-10-24 Polytrimethylene ether ester amide and use thereof

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US (1) US6590065B1 (en)
EP (1) EP1453881A4 (en)
JP (1) JP4934270B2 (en)
KR (1) KR100934562B1 (en)
CN (1) CN100335526C (en)
AU (1) AU2002335132A1 (en)
CA (1) CA2427205C (en)
MX (1) MXPA03005769A (en)
WO (1) WO2003050159A1 (en)

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FR2810988B1 (en) * 2000-07-03 2002-08-16 Rhodianyl POLYAMIDE COMPOSITIONS WITH IMPROVED ANTISTATICITY AND HYDROPHILY

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WO2003050159A1 (en) 2003-06-19
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US6590065B1 (en) 2003-07-08
JP4934270B2 (en) 2012-05-16
MXPA03005769A (en) 2004-02-26
KR100934562B1 (en) 2009-12-29
KR20040064603A (en) 2004-07-19
CN100335526C (en) 2007-09-05
AU2002335132A1 (en) 2003-06-23
EP1453881A1 (en) 2004-09-08
JP2005511834A (en) 2005-04-28
EP1453881A4 (en) 2005-01-12

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