CA2113114A1 - Melange de polymere souple et de copolymere sequence a cristaux liquides thermotropiques - Google Patents

Melange de polymere souple et de copolymere sequence a cristaux liquides thermotropiques

Info

Publication number: CA2113114A1
Authority: CA; Canada
Prior art keywords: pbt; lcp; blend; flexible coil; blends
Prior art date: 1991-07-08
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Abandoned

Application number

CA 2113114

Other languages

English (en)

Inventor

Richard J. Farris

Byung-Wook Jo

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

University of Massachusetts Amherst

Original Assignee

Individual

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1991-07-08

Filing date

1992-07-07

Publication date

1993-01-21

1992-07-07 Application filed by Individual filed Critical Individual

1993-01-21 Publication of CA2113114A1 publication Critical patent/CA2113114A1/fr

Status Abandoned legal-status Critical Current

Links

239000000203 mixture Substances 0.000 title claims abstract description 76
229920000642 polymer Polymers 0.000 title claims abstract description 43
229920001400 block copolymer Polymers 0.000 title claims abstract description 20
239000004974 Thermotropic liquid crystal Substances 0.000 title description 4
239000005264 High molar mass liquid crystal Substances 0.000 title 1
239000011159 matrix material Substances 0.000 claims abstract description 33
-1 poly(butylene terephthalate) Polymers 0.000 claims abstract description 26
239000007788 liquid Substances 0.000 claims abstract description 12
229920000728 polyester Polymers 0.000 claims description 17
229920000139 polyethylene terephthalate Polymers 0.000 claims description 12
239000005020 polyethylene terephthalate Substances 0.000 claims description 12
125000006850 spacer group Chemical group 0.000 claims description 9
HBGGXOJOCNVPFY-UHFFFAOYSA-N diisononyl phthalate Chemical compound CC(C)CCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCC(C)C HBGGXOJOCNVPFY-UHFFFAOYSA-N 0.000 claims description 4
239000004952 Polyamide Substances 0.000 claims description 3
229920001281 polyalkylene Polymers 0.000 claims description 3
229920002647 polyamide Polymers 0.000 claims description 3
125000004432 carbon atom Chemical group C* 0.000 claims description 2
229920006149 polyester-amide block copolymer Polymers 0.000 claims description 2
KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical group OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims 3
229920001707 polybutylene terephthalate Polymers 0.000 abstract description 119
229920001577 copolymer Polymers 0.000 abstract description 9
HPNSNYBUADCFDR-UHFFFAOYSA-N chromafenozide Chemical compound CC1=CC(C)=CC(C(=O)N(NC(=O)C=2C(=C3CCCOC3=CC=2)C)C(C)(C)C)=C1 HPNSNYBUADCFDR-UHFFFAOYSA-N 0.000 abstract 1
238000001556 precipitation Methods 0.000 abstract 1
239000002904 solvent Substances 0.000 abstract 1
239000000835 fiber Substances 0.000 description 26
229920000106 Liquid crystal polymer Polymers 0.000 description 17
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 10
230000007704 transition Effects 0.000 description 10
239000004977 Liquid-crystal polymers (LCPs) Substances 0.000 description 9
238000002844 melting Methods 0.000 description 9
230000008018 melting Effects 0.000 description 9
FJKROLUGYXJWQN-UHFFFAOYSA-N 4-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 8
DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 7
230000015572 biosynthetic process Effects 0.000 description 7
239000000243 solution Substances 0.000 description 7
125000001309 chloro group Chemical group Cl* 0.000 description 6
238000001125 extrusion Methods 0.000 description 6
238000006243 chemical reaction Methods 0.000 description 5
239000002131 composite material Substances 0.000 description 5
239000013078 crystal Substances 0.000 description 5
239000006185 dispersion Substances 0.000 description 5
239000004417 polycarbonate Substances 0.000 description 5
229940090248 4-hydroxybenzoic acid Drugs 0.000 description 4
206010061592 cardiac fibrillation Diseases 0.000 description 4
238000001816 cooling Methods 0.000 description 4
230000002600 fibrillogenic effect Effects 0.000 description 4
239000000463 material Substances 0.000 description 4
239000000155 melt Substances 0.000 description 4
238000002156 mixing Methods 0.000 description 4
229920001778 nylon Polymers 0.000 description 4
238000001907 polarising light microscopy Methods 0.000 description 4
LXEJRKJRKIFVNY-UHFFFAOYSA-N terephthaloyl chloride Chemical compound ClC(=O)C1=CC=C(C(Cl)=O)C=C1 LXEJRKJRKIFVNY-UHFFFAOYSA-N 0.000 description 4
238000005809 transesterification reaction Methods 0.000 description 4
229920001634 Copolyester Polymers 0.000 description 3
239000004677 Nylon Substances 0.000 description 3
150000001263 acyl chlorides Chemical class 0.000 description 3
239000000654 additive Substances 0.000 description 3
230000000996 additive effect Effects 0.000 description 3
230000015556 catabolic process Effects 0.000 description 3
238000006731 degradation reaction Methods 0.000 description 3
238000001938 differential scanning calorimetry curve Methods 0.000 description 3
238000010438 heat treatment Methods 0.000 description 3
125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
238000000034 method Methods 0.000 description 3
230000000877 morphologic effect Effects 0.000 description 3
239000002245 particle Substances 0.000 description 3
239000002244 precipitate Substances 0.000 description 3
238000002360 preparation method Methods 0.000 description 3
238000001878 scanning electron micrograph Methods 0.000 description 3
238000000926 separation method Methods 0.000 description 3
239000012798 spherical particle Substances 0.000 description 3
KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 description 3
125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 3
238000001757 thermogravimetry curve Methods 0.000 description 3
WSQZNZLOZXSBHA-UHFFFAOYSA-N 3,8-dioxabicyclo[8.2.2]tetradeca-1(12),10,13-triene-2,9-dione Chemical compound O=C1OCCCCOC(=O)C2=CC=C1C=C2 WSQZNZLOZXSBHA-UHFFFAOYSA-N 0.000 description 2
XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
229920002302 Nylon 6,6 Polymers 0.000 description 2
UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
230000002776 aggregation Effects 0.000 description 2
238000004220 aggregation Methods 0.000 description 2
238000000137 annealing Methods 0.000 description 2
239000012300 argon atmosphere Substances 0.000 description 2
230000002051 biphasic effect Effects 0.000 description 2
238000004581 coalescence Methods 0.000 description 2
229920005570 flexible polymer Polymers 0.000 description 2
229910000041 hydrogen chloride Inorganic materials 0.000 description 2
IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 2
239000004973 liquid crystal related substance Substances 0.000 description 2
238000003760 magnetic stirring Methods 0.000 description 2
239000000178 monomer Substances 0.000 description 2
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 2
229920000515 polycarbonate Polymers 0.000 description 2
230000002787 reinforcement Effects 0.000 description 2
239000007787 solid Substances 0.000 description 2
239000000126 substance Substances 0.000 description 2
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
CGYGETOMCSJHJU-UHFFFAOYSA-N 2-chloronaphthalene Chemical compound C1=CC=CC2=CC(Cl)=CC=C21 CGYGETOMCSJHJU-UHFFFAOYSA-N 0.000 description 1
LLLVZDVNHNWSDS-UHFFFAOYSA-N 4-methylidene-3,5-dioxabicyclo[5.2.2]undeca-1(9),7,10-triene-2,6-dione Chemical compound C1(C2=CC=C(C(=O)OC(=C)O1)C=C2)=O LLLVZDVNHNWSDS-UHFFFAOYSA-N 0.000 description 1
241000208140 Acer Species 0.000 description 1
241001243942 Isotropis Species 0.000 description 1
229920001410 Microfiber Polymers 0.000 description 1
239000004988 Nematic liquid crystal Substances 0.000 description 1
229920002292 Nylon 6 Polymers 0.000 description 1
QLACRIKFZRFWRU-UHFFFAOYSA-N [4-oxo-4-(4-oxobutan-2-yloxy)butan-2-yl] 3-hydroxybutanoate Chemical compound CC(O)CC(=O)OC(C)CC(=O)OC(C)CC=O QLACRIKFZRFWRU-UHFFFAOYSA-N 0.000 description 1
125000000217 alkyl group Chemical group 0.000 description 1
125000002947 alkylene group Chemical group 0.000 description 1
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
229910052782 aluminium Inorganic materials 0.000 description 1
229910052786 argon Inorganic materials 0.000 description 1
150000007942 carboxylates Chemical group 0.000 description 1
230000008859 change Effects 0.000 description 1
238000012512 characterization method Methods 0.000 description 1
238000000113 differential scanning calorimetry Methods 0.000 description 1
238000001035 drying Methods 0.000 description 1
230000000694 effects Effects 0.000 description 1
150000002148 esters Chemical class 0.000 description 1
230000009477 glass transition Effects 0.000 description 1
PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
239000010931 gold Substances 0.000 description 1
229910052737 gold Inorganic materials 0.000 description 1
229920000578 graft copolymer Polymers 0.000 description 1
238000011065 in-situ storage Methods 0.000 description 1
230000003993 interaction Effects 0.000 description 1
230000001788 irregular Effects 0.000 description 1
238000011068 loading method Methods 0.000 description 1
230000002535 lyotropic effect Effects 0.000 description 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
239000003658 microfiber Substances 0.000 description 1
210000001724 microfibril Anatomy 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
229940099990 ogen Drugs 0.000 description 1
230000003287 optical effect Effects 0.000 description 1
238000000399 optical microscopy Methods 0.000 description 1
238000005191 phase separation Methods 0.000 description 1
229920003190 poly( p-benzamide) Polymers 0.000 description 1
229920003366 poly(p-phenylene terephthalamide) Polymers 0.000 description 1
229920001748 polybutylene Polymers 0.000 description 1
229920000570 polyether Polymers 0.000 description 1
229920002959 polymer blend Polymers 0.000 description 1
238000006116 polymerization reaction Methods 0.000 description 1
239000000843 powder Substances 0.000 description 1
230000008569 process Effects 0.000 description 1
230000009467 reduction Effects 0.000 description 1
230000000717 retained effect Effects 0.000 description 1
229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
235000017557 sodium bicarbonate Nutrition 0.000 description 1
238000007711 solidification Methods 0.000 description 1
230000008023 solidification Effects 0.000 description 1
238000006467 substitution reaction Methods 0.000 description 1
238000004781 supercooling Methods 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1
229920002725 thermoplastic elastomer Polymers 0.000 description 1
238000007039 two-step reaction Methods 0.000 description 1
238000003828 vacuum filtration Methods 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
- C08L67/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
- C08L67/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
- C08L67/025—Polyesters derived from dicarboxylic acids and dihydroxy compounds containing polyether sequences

Landscapes

Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Organic Chemistry (AREA)
Polyesters Or Polycarbonates (AREA)
Compositions Of Macromolecular Compounds (AREA)

CA 2113114 1991-07-08 1992-07-07 Melange de polymere souple et de copolymere sequence a cristaux liquides thermotropiques Abandoned CA2113114A1 (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US72660091A	1991-07-08	1991-07-08
US07/726,600		1991-07-08

Publications (1)

Publication Number	Publication Date
CA2113114A1 true CA2113114A1 (fr)	1993-01-21

Family

ID=24919263

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA 2113114 Abandoned CA2113114A1 (fr)	1991-07-08	1992-07-07	Melange de polymere souple et de copolymere sequence a cristaux liquides thermotropiques

Country Status (4)

Country	Link
EP (1)	EP0593664A4 (fr)
JP (1)	JPH06508879A (fr)
CA (1)	CA2113114A1 (fr)
WO (1)	WO1993001238A1 (fr)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US5508338A (en) *	1994-09-20	1996-04-16	Akzo Nobel Nv	Compatibilized blend of polycarbonate, polyester and liquid crystalline additive

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPS5465747A (en) *	1977-11-04	1979-05-26	Motoo Takayanagi	High molecular composite body
JP2505411B2 (ja) *	1986-03-24	1996-06-12	ポリプラスチックス株式会社	溶融時に異方性を示す樹脂組成物

1992
- 1992-07-07 EP EP19920915938 patent/EP0593664A4/en not_active Withdrawn
- 1992-07-07 CA CA 2113114 patent/CA2113114A1/fr not_active Abandoned
- 1992-07-07 JP JP5502375A patent/JPH06508879A/ja active Pending
- 1992-07-07 WO PCT/US1992/005670 patent/WO1993001238A1/fr not_active Ceased

Also Published As

Publication number	Publication date
JPH06508879A (ja)	1994-10-06
WO1993001238A1 (fr)	1993-01-21
EP0593664A1 (fr)	1994-04-27
EP0593664A4 (en)	1994-06-15

Legal Events

Date	Code	Title	Description
2000-07-07	FZDE	Dead

Publication	Publication Date	Title
EP0593592B1 (fr)	1998-03-25	Copolymere en masse segmentee a cristaux liquides thermotropiques
Dobb et al.	2005	Properties and applications of liquid-crystalline main-chain polymers
Dutta et al.	1990	Polymer blends containing liquid crystals: A review
Shin et al.	1990	Speculation on interfacial adhesion and mechanical properties of blends of PET and thermotropic polyester with flexible spacer groups
CA1188847A (fr)	1985-06-11	(co)polyesters aromatiques pouvant etre traites a l'etat fondu
US5346970A (en)	1994-09-13	Blend of polyethylene terephthalate matrix and thermotropic liquid crystal block copolymer
Kyotani et al.	1992	Mechanical and structural properties of extruded strands of blends containing a liquid-crystalline polyester with poly (ethylene terephthalate)
Golovoy et al.	1992	Characterization of thermotropic liquid crystalline polyester/polysulfone blends
EP0102719A1 (fr)	1984-03-14	Polyester entièrement aromatique contenant des groupes 6-oxy-2-naphthoyles et des groupes 4-oxy-4'-carboxy-biphényles
Kim et al.	1998	Effect of composition and molecular structure on the LC phase of PHB‐PEN‐PET ternary blend
Chang et al.	1995	Blends of thermotropic liquid crystalline polyesters and poly (butylene terephthalate): Thermal, mechanical, and morphological properties
Choi et al.	2015	Reinforcing properties of poly (trimethyleneterephthalate) by a thermotropic liquid crystal polymer
East et al.	1988	Thermotropic poly (ester-amides) based on naphthalene monomers
Joslin et al.	1994	The thermal and mechanical behavior of poly (ethylene terephthalate) fibers incorporating novel thermotropic liquid crystalline copolymers
WO1993001238A1 (fr)	1993-01-21	Melange d'un polymere en pelote souple et d'un copolymere bloc segmente a cristaux liquides thermotropes
Joslin et al.	1994	Thermotropic liquid-crystalline polymers with flexible moieties blended with poly (ethylene terephthalate)
Kim et al.	1999	Rheological and physical properties of in situ composite based on liquid crystalline polymer and poly (ethylene 2, 6‐naphthalate) blends
Chang et al.	1997	The effect of composition on thermal, mechanical, and morphological properties of thermotropic liquid crystalline polyester with alkyl side‐group and polycarbonate blends
Choi et al.	1995	The morphology and mechanical properties of phenoxy/liquid crystalline polymer blends and the effect of transesterification
Haderlein et al.	1999	Synthesis and properties of liquid crystalline aromatic copolyesters with lactide moieties
Grasser et al.	2001	Thermotropic liquid crystalline copolyesters with non-coplanar biphenylene units tailored for blend fiber processing with PET
JP3457000B2 (ja)	2003-10-14	４，４’−ビフェニルジカルボン酸から誘導されるモノマー単位を含む熱互変性ポリ（エステルアミド）
Tendolkar et al.	1995	Thermotropic random copolyesters containing ethoxydiethyleneoxy-1, 4-phenylene and ethylene terephthalate units
JPH0446971B2 (fr)	1992-07-31
CA1269472A (fr)	1990-05-22	Melange de poly(terephtalate d'alcoylene) et de polyester totalement aromatique et de masse moleculaire elevee; methode de preparation