CA1051148A - Copolyesters de derives d'hydroquinone - Google Patents

Copolyesters de derives d'hydroquinone

Info

Publication number: CA1051148A
Authority: CA; Canada
Prior art keywords: phenylene; chloro; ethylenedioxy; melt; copolyester
Prior art date: 1975-11-03
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

CA238,918A

Other languages

English (en)

Inventor

Terry C. Pletcher

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.)

EIDP Inc

Original Assignee

EI Du Pont de Nemours and Co

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.)

1975-11-03

Filing date

1975-11-03

Publication date

1979-03-20

1975-11-03 Application filed by EI Du Pont de Nemours and Co filed Critical EI Du Pont de Nemours and Co

1975-11-03 Priority to CA238,918A priority Critical patent/CA1051148A/fr

1979-03-20 Application granted granted Critical

1979-03-20 Publication of CA1051148A publication Critical patent/CA1051148A/fr

Status Expired legal-status Critical Current

Links

229920001634 Copolyester Polymers 0.000 title claims abstract description 16
125000000687 hydroquinonyl group Chemical class C1(O)=C(C=C(O)C=C1)* 0.000 title abstract 2
239000000835 fiber Substances 0.000 claims abstract description 30
229920001577 copolymer Chemical group 0.000 claims description 34
229920000642 polymer Polymers 0.000 claims description 29
-1 chloro- Chemical class 0.000 claims description 10
KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 claims description 7
125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 claims description 4
125000004955 1,4-cyclohexylene group Chemical group [H]C1([H])C([H])([H])C([H])([*:1])C([H])([H])C([H])([H])C1([H])[*:2] 0.000 claims description 2
239000000155 melt Substances 0.000 abstract description 19
PXGZQGDTEZPERC-UHFFFAOYSA-N 1,4-cyclohexanedicarboxylic acid Chemical class OC(=O)C1CCC(C(O)=O)CC1 PXGZQGDTEZPERC-UHFFFAOYSA-N 0.000 abstract description 2
239000000203 mixture Substances 0.000 abstract description 2
RXOHFPCZGPKIRD-UHFFFAOYSA-N naphthalene-2,6-dicarboxylic acid Chemical compound C1=C(C(O)=O)C=CC2=CC(C(=O)O)=CC=C21 RXOHFPCZGPKIRD-UHFFFAOYSA-N 0.000 abstract 1
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 24
XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 20
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 18
238000000034 method Methods 0.000 description 16
239000002253 acid Substances 0.000 description 15
238000010438 heat treatment Methods 0.000 description 15
229920000728 polyester Polymers 0.000 description 12
230000003287 optical effect Effects 0.000 description 11
238000002360 preparation method Methods 0.000 description 11
229910052786 argon Inorganic materials 0.000 description 10
229910052757 nitrogen Inorganic materials 0.000 description 9
239000006227 byproduct Substances 0.000 description 8
239000000376 reactant Substances 0.000 description 8
230000005540 biological transmission Effects 0.000 description 7
239000000047 product Substances 0.000 description 7
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
239000011541 reaction mixture Substances 0.000 description 6
238000012360 testing method Methods 0.000 description 6
238000002844 melting Methods 0.000 description 4
230000008018 melting Effects 0.000 description 4
230000008569 process Effects 0.000 description 4
239000000463 material Substances 0.000 description 3
239000002245 particle Substances 0.000 description 3
238000006116 polymerization reaction Methods 0.000 description 3
239000007787 solid Substances 0.000 description 3
239000002904 solvent Substances 0.000 description 3
238000009987 spinning Methods 0.000 description 3
QRKKTXWUDLJYCV-UHFFFAOYSA-N 1,3-dichloro-1,1,3,3-tetrafluoropropan-2-one Chemical compound FC(F)(Cl)C(=O)C(F)(F)Cl QRKKTXWUDLJYCV-UHFFFAOYSA-N 0.000 description 2
SGWZVZZVXOJRAQ-UHFFFAOYSA-N 2,6-Dimethyl-1,4-benzenediol Chemical compound CC1=CC(O)=CC(C)=C1O SGWZVZZVXOJRAQ-UHFFFAOYSA-N 0.000 description 2
QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 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
229940022682 acetone Drugs 0.000 description 2
150000007513 acids Chemical class 0.000 description 2
239000000919 ceramic Substances 0.000 description 2
238000006243 chemical reaction Methods 0.000 description 2
230000004927 fusion Effects 0.000 description 2
239000004615 ingredient Substances 0.000 description 2
150000002500 ions Chemical class 0.000 description 2
238000005259 measurement Methods 0.000 description 2
239000000178 monomer Substances 0.000 description 2
ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
150000002989 phenols Chemical class 0.000 description 2
238000012545 processing Methods 0.000 description 2
229910010271 silicon carbide Inorganic materials 0.000 description 2
HJHVQCXHVMGZNC-JCJNLNMISA-M sodium;(2z)-2-[(3r,4s,5s,8s,9s,10s,11r,13r,14s,16s)-16-acetyloxy-3,11-dihydroxy-4,8,10,14-tetramethyl-2,3,4,5,6,7,9,11,12,13,15,16-dodecahydro-1h-cyclopenta[a]phenanthren-17-ylidene]-6-methylhept-5-enoate Chemical compound [Na+].O[C@@H]([C@@H]12)C[C@H]3\C(=C(/CCC=C(C)C)C([O-])=O)[C@@H](OC(C)=O)C[C@]3(C)[C@@]2(C)CC[C@@H]2[C@]1(C)CC[C@@H](O)[C@H]2C HJHVQCXHVMGZNC-JCJNLNMISA-M 0.000 description 2
241000894007 species Species 0.000 description 2
CNHDIAIOKMXOLK-UHFFFAOYSA-N toluquinol Chemical compound CC1=CC(O)=CC=C1O CNHDIAIOKMXOLK-UHFFFAOYSA-N 0.000 description 2
BJNWFLGHFAIHAX-UHFFFAOYSA-N (4-acetyloxy-3-chlorophenyl) acetate Chemical compound CC(=O)OC1=CC=C(OC(C)=O)C(Cl)=C1 BJNWFLGHFAIHAX-UHFFFAOYSA-N 0.000 description 1
HAAITRDZHUANGT-UHFFFAOYSA-N 1-[2-[(7-chloro-1-benzothiophen-3-yl)methoxy]-2-(2,4-dichlorophenyl)ethyl]imidazole;nitric acid Chemical compound O[N+]([O-])=O.ClC1=CC(Cl)=CC=C1C(OCC=1C2=CC=CC(Cl)=C2SC=1)CN1C=NC=C1 HAAITRDZHUANGT-UHFFFAOYSA-N 0.000 description 1
LBWUVIOPNMEWOM-UHFFFAOYSA-N 11-chloro-2,9-dioxatricyclo[8.2.2.24,7]hexadeca-1(12),4,6,10,13,15-hexaene-3,8-dione Chemical compound ClC1=CC(OC2=O)=CC=C1OC(=O)C1=CC=C2C=C1 LBWUVIOPNMEWOM-UHFFFAOYSA-N 0.000 description 1
REFDOIWRJDGBHY-UHFFFAOYSA-N 2-bromobenzene-1,4-diol Chemical compound OC1=CC=C(O)C(Br)=C1 REFDOIWRJDGBHY-UHFFFAOYSA-N 0.000 description 1
QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
241000238366 Cephalopoda Species 0.000 description 1
239000005977 Ethylene Substances 0.000 description 1
241001024304 Mino Species 0.000 description 1
239000004698 Polyethylene Substances 0.000 description 1
241001417495 Serranidae Species 0.000 description 1
229910000831 Steel Inorganic materials 0.000 description 1
VGODZPANVLRCJW-UHFFFAOYSA-N acetic acid;2,3-dichlorobenzene-1,4-diol Chemical class CC(O)=O.CC(O)=O.OC1=CC=C(O)C(Cl)=C1Cl VGODZPANVLRCJW-UHFFFAOYSA-N 0.000 description 1
230000003321 amplification Effects 0.000 description 1
230000008901 benefit Effects 0.000 description 1
230000008033 biological extinction Effects 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
125000002529 biphenylenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3C12)* 0.000 description 1
238000005266 casting Methods 0.000 description 1
230000008859 change Effects 0.000 description 1
AJPXTSMULZANCB-UHFFFAOYSA-N chlorohydroquinone Chemical compound OC1=CC=C(O)C(Cl)=C1 AJPXTSMULZANCB-UHFFFAOYSA-N 0.000 description 1
238000007796 conventional method Methods 0.000 description 1
238000000354 decomposition reaction Methods 0.000 description 1
230000007423 decrease Effects 0.000 description 1
238000004821 distillation Methods 0.000 description 1
239000003822 epoxy resin Substances 0.000 description 1
238000001125 extrusion Methods 0.000 description 1
239000007789 gas Substances 0.000 description 1
239000011521 glass Substances 0.000 description 1
230000003301 hydrolyzing effect Effects 0.000 description 1
238000009413 insulation Methods 0.000 description 1
230000014759 maintenance of location Effects 0.000 description 1
238000010907 mechanical stirring Methods 0.000 description 1
238000002074 melt spinning Methods 0.000 description 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
238000012986 modification Methods 0.000 description 1
230000004048 modification Effects 0.000 description 1
238000003199 nucleic acid amplification method Methods 0.000 description 1
229920003023 plastic Polymers 0.000 description 1
239000004033 plastic Substances 0.000 description 1
239000004014 plasticizer Substances 0.000 description 1
229920000647 polyepoxide Polymers 0.000 description 1
229920000573 polyethylene Polymers 0.000 description 1
229920000139 polyethylene terephthalate Polymers 0.000 description 1
238000003825 pressing Methods 0.000 description 1
238000000746 purification Methods 0.000 description 1
238000010791 quenching Methods 0.000 description 1
230000000171 quenching effect Effects 0.000 description 1
230000002787 reinforcement Effects 0.000 description 1
230000007561 response to light intensity Effects 0.000 description 1
CMXPERZAMAQXSF-UHFFFAOYSA-M sodium;1,4-bis(2-ethylhexoxy)-1,4-dioxobutane-2-sulfonate;1,8-dihydroxyanthracene-9,10-dione Chemical compound [Na+].O=C1C2=CC=CC(O)=C2C(=O)C2=C1C=CC=C2O.CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC CMXPERZAMAQXSF-UHFFFAOYSA-M 0.000 description 1
239000010959 steel Substances 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1
239000004753 textile Substances 0.000 description 1
238000012546 transfer Methods 0.000 description 1
230000000007 visual effect Effects 0.000 description 1

Landscapes

Artificial Filaments (AREA)

CA238,918A 1975-11-03 1975-11-03 Copolyesters de derives d'hydroquinone Expired CA1051148A (fr)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
CA238,918A CA1051148A (fr)	1975-11-03	1975-11-03	Copolyesters de derives d'hydroquinone

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CA238,918A CA1051148A (fr)	1975-11-03	1975-11-03	Copolyesters de derives d'hydroquinone

Publications (1)

Publication Number	Publication Date
CA1051148A true CA1051148A (fr)	1979-03-20

Family

ID=4104442

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA238,918A Expired CA1051148A (fr)	1975-11-03	1975-11-03	Copolyesters de derives d'hydroquinone

Country Status (1)

Country	Link
CA (1)	CA1051148A (fr)

1975
- 1975-11-03 CA CA238,918A patent/CA1051148A/fr not_active Expired

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