CA1153845A - Composition thermoplastique moulable a base de resine - Google Patents

Composition thermoplastique moulable a base de resine

Info

Publication number: CA1153845A
Authority: CA; Canada
Prior art keywords: resin composition; thermoplastic; condensation polymer; percent; thermoplastic resin
Prior art date: 1979-09-24
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.): Expired

Application number

CA000360317A

Other languages

English (en)

Inventor

Tien-Kuei Su

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.)

Milliken Research Corp

Original Assignee

Milliken Research Corp

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.)

1979-09-24

Filing date

1980-09-16

Publication date

1983-09-13

1980-09-16 Application filed by Milliken Research Corp filed Critical Milliken Research Corp

1983-09-13 Application granted granted Critical

1983-09-13 Publication of CA1153845A publication Critical patent/CA1153845A/fr

Status Expired legal-status Critical Current

Links

239000011342 resin composition Substances 0.000 title claims abstract description 39
229920005992 thermoplastic resin Polymers 0.000 title claims abstract description 26
-1 cyclic acetal Chemical class 0.000 claims abstract description 46
229920000642 polymer Polymers 0.000 claims abstract description 25
239000002667 nucleating agent Substances 0.000 claims abstract description 22
238000009833 condensation Methods 0.000 claims abstract description 15
DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 claims abstract description 14
230000005494 condensation Effects 0.000 claims abstract description 14
229920001169 thermoplastic Polymers 0.000 claims abstract description 10
239000004416 thermosoftening plastic Substances 0.000 claims abstract description 10
239000000203 mixture Substances 0.000 claims description 22
HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 claims description 19
229940087101 dibenzylidene sorbitol Drugs 0.000 claims description 19
FMZUHGYZWYNSOA-VVBFYGJXSA-N (1r)-1-[(4r,4ar,8as)-2,6-diphenyl-4,4a,8,8a-tetrahydro-[1,3]dioxino[5,4-d][1,3]dioxin-4-yl]ethane-1,2-diol Chemical compound C([C@@H]1OC(O[C@@H]([C@@H]1O1)[C@H](O)CO)C=2C=CC=CC=2)OC1C1=CC=CC=C1 FMZUHGYZWYNSOA-VVBFYGJXSA-N 0.000 claims description 18
229920000139 polyethylene terephthalate Polymers 0.000 claims description 13
239000005020 polyethylene terephthalate Substances 0.000 claims description 13
238000002425 crystallisation Methods 0.000 claims description 11
230000008025 crystallization Effects 0.000 claims description 11
QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 claims description 10
LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 8
150000005846 sugar alcohols Polymers 0.000 claims description 7
QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 claims description 6
125000004432 carbon atom Chemical group C* 0.000 claims description 6
229920000728 polyester Polymers 0.000 claims description 6
238000001746 injection moulding Methods 0.000 claims description 5
229920001577 copolymer Polymers 0.000 claims description 4
239000012744 reinforcing agent Substances 0.000 claims description 4
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 3
239000004952 Polyamide Substances 0.000 claims description 3
239000004698 Polyethylene Substances 0.000 claims description 3
125000003545 alkoxy group Chemical group 0.000 claims description 3
125000000217 alkyl group Chemical group 0.000 claims description 3
229920001519 homopolymer Polymers 0.000 claims description 3
229920002647 polyamide Polymers 0.000 claims description 3
229920001707 polybutylene terephthalate Polymers 0.000 claims description 3
229920000573 polyethylene Polymers 0.000 claims description 3
125000003118 aryl group Chemical group 0.000 claims description 2
239000011152 fibreglass Substances 0.000 claims description 2
239000000945 filler Substances 0.000 claims description 2
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 2
125000001424 substituent group Chemical group 0.000 claims description 2
JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 claims 2
239000004014 plasticizer Substances 0.000 claims 2
SLXKOJJOQWFEFD-UHFFFAOYSA-N 6-aminohexanoic acid Chemical compound NCCCCCC(O)=O SLXKOJJOQWFEFD-UHFFFAOYSA-N 0.000 claims 1
OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims 1
150000001241 acetals Chemical class 0.000 claims 1
229960002684 aminocaproic acid Drugs 0.000 claims 1
HUMNYLRZRPPJDN-KWCOIAHCSA-N benzaldehyde Chemical group O=[11CH]C1=CC=CC=C1 HUMNYLRZRPPJDN-KWCOIAHCSA-N 0.000 claims 1
125000005843 halogen group Chemical group 0.000 claims 1
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
229920002959 polymer blend Polymers 0.000 abstract 1
229920005989 resin Polymers 0.000 description 15
239000011347 resin Substances 0.000 description 15
229940095076 benzaldehyde Drugs 0.000 description 9
239000000843 powder Substances 0.000 description 7
FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 5
239000008188 pellet Substances 0.000 description 5
239000000600 sorbitol Substances 0.000 description 5
FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 4
239000013078 crystal Substances 0.000 description 4
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
239000010408 film Substances 0.000 description 3
239000011521 glass Substances 0.000 description 3
239000007788 liquid Substances 0.000 description 3
238000002844 melting Methods 0.000 description 3
230000008018 melting Effects 0.000 description 3
238000000034 method Methods 0.000 description 3
238000002156 mixing Methods 0.000 description 3
238000000465 moulding Methods 0.000 description 3
239000003973 paint Substances 0.000 description 3
239000000243 solution Substances 0.000 description 3
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
229930195725 Mannitol Natural products 0.000 description 2
KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
TVXBFESIOXBWNM-UHFFFAOYSA-N Xylitol Natural products OCCC(O)C(O)C(O)CCO TVXBFESIOXBWNM-UHFFFAOYSA-N 0.000 description 2
125000002777 acetyl group Chemical class [H]C([H])([H])C(*)=O 0.000 description 2
239000002253 acid Substances 0.000 description 2
230000015572 biosynthetic process Effects 0.000 description 2
238000000748 compression moulding Methods 0.000 description 2
230000000694 effects Effects 0.000 description 2
150000002148 esters Chemical class 0.000 description 2
230000006698 induction Effects 0.000 description 2
QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
239000000594 mannitol Substances 0.000 description 2
235000010355 mannitol Nutrition 0.000 description 2
239000000155 melt Substances 0.000 description 2
HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 description 2
229910052751 metal Inorganic materials 0.000 description 2
239000002184 metal Substances 0.000 description 2
239000012299 nitrogen atmosphere Substances 0.000 description 2
150000007519 polyprotic acids Polymers 0.000 description 2
239000007787 solid Substances 0.000 description 2
239000000126 substance Substances 0.000 description 2
KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 description 2
239000010409 thin film Substances 0.000 description 2
229920006337 unsaturated polyester resin Polymers 0.000 description 2
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
239000000811 xylitol Substances 0.000 description 2
235000010447 xylitol Nutrition 0.000 description 2
229960002675 xylitol Drugs 0.000 description 2
PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 1
NWXADGGHXYSLSP-UAFMIMERSA-N (3s,4s,5s,6s)-1,8-diphenylocta-1,7-diene-2,3,4,5,6,7-hexol Chemical compound OC([C@@H](O)[C@@H](O)[C@H](O)[C@H](O)C(O)=CC=1C=CC=CC=1)=CC1=CC=CC=C1 NWXADGGHXYSLSP-UAFMIMERSA-N 0.000 description 1
DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 1
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 1
229920002292 Nylon 6 Polymers 0.000 description 1
BBOJIRGYYRVOOE-BWTSREIZSA-N OC([C@@H](O)[C@H](O)[C@@H](O)C(O)=CC=1C=CC=CC=1)=CC1=CC=CC=C1 Chemical compound OC([C@@H](O)[C@H](O)[C@@H](O)C(O)=CC=1C=CC=CC=1)=CC1=CC=CC=C1 BBOJIRGYYRVOOE-BWTSREIZSA-N 0.000 description 1
YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 description 1
238000010521 absorption reaction Methods 0.000 description 1
239000003377 acid catalyst Substances 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
230000002411 adverse Effects 0.000 description 1
150000001299 aldehydes Chemical class 0.000 description 1
150000003935 benzaldehydes Chemical class 0.000 description 1
150000001555 benzenes Chemical class 0.000 description 1
RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 1
239000012965 benzophenone Substances 0.000 description 1
125000000649 benzylidene group Chemical group [H]C(=[*])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
229910052794 bromium Inorganic materials 0.000 description 1
150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
238000006243 chemical reaction Methods 0.000 description 1
229910052801 chlorine Inorganic materials 0.000 description 1
239000000460 chlorine Substances 0.000 description 1
125000001309 chloro group Chemical group Cl* 0.000 description 1
150000001875 compounds Chemical class 0.000 description 1
238000006482 condensation reaction Methods 0.000 description 1
238000001816 cooling Methods 0.000 description 1
238000004132 cross linking Methods 0.000 description 1
230000001419 dependent effect Effects 0.000 description 1
150000001991 dicarboxylic acids Chemical class 0.000 description 1
238000010790 dilution Methods 0.000 description 1
239000012895 dilution Substances 0.000 description 1
239000006185 dispersion Substances 0.000 description 1
238000005516 engineering process Methods 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
238000013213 extrapolation Methods 0.000 description 1
239000000835 fiber Substances 0.000 description 1
239000008394 flocculating agent Substances 0.000 description 1
239000003349 gelling agent Substances 0.000 description 1
150000002334 glycols Chemical class 0.000 description 1
229910052736 halogen Inorganic materials 0.000 description 1
150000002367 halogens Chemical class 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
239000012535 impurity Substances 0.000 description 1
238000010348 incorporation Methods 0.000 description 1
150000002500 ions Chemical class 0.000 description 1
125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
239000007791 liquid phase Substances 0.000 description 1
238000004519 manufacturing process Methods 0.000 description 1
239000000463 material Substances 0.000 description 1
229910044991 metal oxide Inorganic materials 0.000 description 1
150000004706 metal oxides Chemical class 0.000 description 1
150000002739 metals Chemical class 0.000 description 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
239000003607 modifier Substances 0.000 description 1
239000006082 mold release agent Substances 0.000 description 1
239000000178 monomer Substances 0.000 description 1
125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
230000000704 physical effect Effects 0.000 description 1
239000000049 pigment Substances 0.000 description 1
229920000515 polycarbonate Polymers 0.000 description 1
239000004417 polycarbonate Substances 0.000 description 1
229920005672 polyolefin resin Polymers 0.000 description 1
229920006324 polyoxymethylene Polymers 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
239000012429 reaction media Substances 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
150000003330 sebacic acids Chemical class 0.000 description 1
125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
238000007493 shaping process Methods 0.000 description 1
239000002904 solvent Substances 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
229920001187 thermosetting polymer Polymers 0.000 description 1
229920006305 unsaturated polyester Polymers 0.000 description 1
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
229920002554 vinyl polymer Polymers 0.000 description 1
HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 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
- C08L77/00—Compositions of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Compositions of derivatives of such polymers
- C08L77/02—Polyamides derived from omega-amino carboxylic acids or from lactams thereof
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/15—Heterocyclic compounds having oxygen in the ring
- C08K5/156—Heterocyclic compounds having oxygen in the ring having two oxygen atoms in the ring
- C08K5/1575—Six-membered rings

Landscapes

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

CA000360317A 1979-09-24 1980-09-16 Composition thermoplastique moulable a base de resine Expired CA1153845A (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US7831579A	1979-09-24	1979-09-24
US078,315		1998-03-17

Publications (1)

Publication Number	Publication Date
CA1153845A true CA1153845A (fr)	1983-09-13

Family

ID=22143262

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000360317A Expired CA1153845A (fr)	1979-09-24	1980-09-16	Composition thermoplastique moulable a base de resine

Country Status (3)

Country	Link
JP (1)	JPS56103242A (fr)
BE (1)	BE885341A (fr)
CA (1)	CA1153845A (fr)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPS5912951A (ja) *	1982-07-14	1984-01-23	New Japan Chem Co Ltd	結晶性樹脂組成物

1980
- 1980-09-16 CA CA000360317A patent/CA1153845A/fr not_active Expired
- 1980-09-23 BE BE0/202192A patent/BE885341A/fr not_active IP Right Cessation
- 1980-09-24 JP JP13176780A patent/JPS56103242A/ja active Granted

Also Published As

Publication number	Publication date
BE885341A (fr)	1981-03-23
JPS56103242A (en)	1981-08-18
JPS6156253B2 (fr)	1986-12-01

Legal Events

Date	Code	Title	Description
2000-09-13	MKEX	Expiry

Publication	Publication Date	Title
US4563508A (en)	1986-01-07	Injection moldable aromatic polyesters compositions and method of preparation
JP2957141B2 (ja)	1999-10-04	ビス（３、４−ジアルキルベンジリデン）ソルビトールアセタール、これを含有する組成物、およびこれを用いた容器および包装材
US5965648A (en)	1999-10-12	Poly(alkylene ether)s as plasticizers and flow aids in poly (1,4-cyclohexanedimethylene terephthalate) resins
DE69020242T2 (de)	1995-11-02	3-Hydroxybutyratpolymerzusammensetzung.
US4093593A (en)	1978-06-06	Polyester stabilization, and composition
KR0146285B1 (ko)	1998-08-17	폴리옥시메틸렌 다원공중합체 및 그의 성형품
EP0020693B1 (fr)	1983-04-06	Copolyesters de terephtalate de polybutylene
US4327007A (en)	1982-04-27	Polyethylene terephthalate composition containing aliphatic plasticizer and nucleating agent
JPH0717810B2 (ja)	1995-03-01	ポリアセタ−ルの安定化組成物
CA1078090A (fr)	1980-05-20	Compositions de moulage thermoplastique
US4294747A (en)	1981-10-13	Shapeable thermoplastic resin composition containing cyclic acetal
US5321099A (en)	1994-06-14	Blends of semi-crystalline polyamides and polyesteramides
US5045585A (en)	1991-09-03	Rapid-crystallizing polyphenylene sulphide compositions
US4753975A (en)	1988-06-28	Polyester molding composition containing low viscosity polyester reaction product
US4551507A (en)	1985-11-05	Polyester composition containing tertiary and quaternary amine carboxylate salts
WO1989008125A1 (fr)	1989-09-08	Extension de chaine de polyterephtalate d'ethylene a l'aide de polyacyllactames
US4558085A (en)	1985-12-10	Process for the preparation of fast crystallizing polyalkyleneterephthalate resin compositions
EP0015145B1 (fr)	1984-01-25	Compositions de polyester et procédés pour leur mise en forme
US4886847A (en)	1989-12-12	Fast-crystallizing polyester compositions
EP0155517B1 (fr)	1990-04-25	Composition de polyester et procédé pour la fabrication d'articles formés à partir de celle-ci
EP0505898A1 (fr)	1992-09-30	Compositions de polyester ayant une vitesse de cristallisation élevée
US5389710A (en)	1995-02-14	Crystallization modifier for polyester molding compositions
KR950009483B1 (ko)	1995-08-23	용융시 높은 열안정성을 가지는 성형용 폴리알킬렌 테레프탈레이트수지 및 그 성형품
US3194776A (en)	1965-07-13	Polymeric plasticizers of polyesters of dimethylmalonic acid and a glycol
JPS6156253B2 (fr)	1986-12-01