JPS6351175B2 - - Google Patents

Info

Publication number: JPS6351175B2
Authority: JP; Japan
Prior art keywords: formula; polymer; wholly aromatic; groups; mol
Prior art date: 1980-08-27
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

JP11697080A

Other languages

English (en)

Japanese (ja)

Other versions

JPS5742729A (en

Inventor

Motoo Takayanagi

Chisato Kajama

Teruo Katayose

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.)

Asahi Kasei Corp

Original Assignee

Asahi Kasei Kogyo KK

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.)

1980-08-27

Filing date

1980-08-27

Publication date

1988-10-13

1980-08-27 Application filed by Asahi Kasei Kogyo KK filed Critical Asahi Kasei Kogyo KK

1980-08-27 Priority to JP11697080A priority Critical patent/JPS5742729A/ja

1982-03-10 Publication of JPS5742729A publication Critical patent/JPS5742729A/ja

1988-10-13 Publication of JPS6351175B2 publication Critical patent/JPS6351175B2/ja

Status Granted legal-status Critical Current

Links

239000004760 aramid Substances 0.000 claims description 52
229920003235 aromatic polyamide Polymers 0.000 claims description 52
229920000642 polymer Polymers 0.000 claims description 47
238000006467 substitution reaction Methods 0.000 claims description 30
125000003118 aryl group Chemical group 0.000 claims description 13
229910052739 hydrogen Inorganic materials 0.000 claims description 8
229910052708 sodium Inorganic materials 0.000 claims description 6
229910052700 potassium Inorganic materials 0.000 claims description 4
229910052744 lithium Inorganic materials 0.000 claims description 3
229910052701 rubidium Inorganic materials 0.000 claims description 3
229910052783 alkali metal Inorganic materials 0.000 claims description 2
150000001340 alkali metals Chemical class 0.000 claims description 2
229910052792 caesium Inorganic materials 0.000 claims description 2
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 32
239000002904 solvent Substances 0.000 description 24
QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 description 22
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 19
-1 as in 4'-biphenylene Chemical group 0.000 description 18
DIKBFYAXUHHXCS-UHFFFAOYSA-N bromoform Chemical compound BrC(Br)Br DIKBFYAXUHHXCS-UHFFFAOYSA-N 0.000 description 18
229920003366 poly(p-phenylene terephthalamide) Polymers 0.000 description 18
229920005570 flexible polymer Polymers 0.000 description 16
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 14
238000006243 chemical reaction Methods 0.000 description 13
125000001424 substituent group Chemical group 0.000 description 13
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 12
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 10
239000000843 powder Substances 0.000 description 10
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
229950005228 bromoform Drugs 0.000 description 9
GNOIPBMMFNIUFM-UHFFFAOYSA-N hexamethylphosphoric triamide Chemical compound CN(C)P(=O)(N(C)C)N(C)C GNOIPBMMFNIUFM-UHFFFAOYSA-N 0.000 description 7
QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 7
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 6
125000003368 amide group Chemical group 0.000 description 6
238000000921 elemental analysis Methods 0.000 description 6
239000000203 mixture Substances 0.000 description 6
229910000104 sodium hydride Inorganic materials 0.000 description 6
239000012312 sodium hydride Substances 0.000 description 6
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 6
238000005979 thermal decomposition reaction Methods 0.000 description 6
238000010521 absorption reaction Methods 0.000 description 5
125000000217 alkyl group Chemical group 0.000 description 5
230000000694 effects Effects 0.000 description 5
239000011734 sodium Substances 0.000 description 5
238000004736 wide-angle X-ray diffraction Methods 0.000 description 5
238000000862 absorption spectrum Methods 0.000 description 4
239000013078 crystal Substances 0.000 description 4
239000006185 dispersion Substances 0.000 description 4
239000011159 matrix material Substances 0.000 description 4
229920000515 polycarbonate Polymers 0.000 description 4
239000004417 polycarbonate Substances 0.000 description 4
229920000728 polyester Polymers 0.000 description 4
239000000243 solution Substances 0.000 description 4
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
239000004952 Polyamide Substances 0.000 description 3
239000004793 Polystyrene Substances 0.000 description 3
229920001577 copolymer Polymers 0.000 description 3
229920002647 polyamide Polymers 0.000 description 3
229920002223 polystyrene Polymers 0.000 description 3
229920002635 polyurethane Polymers 0.000 description 3
239000004814 polyurethane Substances 0.000 description 3
239000002244 precipitate Substances 0.000 description 3
239000000047 product Substances 0.000 description 3
MHSKRLJMQQNJNC-UHFFFAOYSA-N terephthalamide Chemical compound NC(=O)C1=CC=C(C(N)=O)C=C1 MHSKRLJMQQNJNC-UHFFFAOYSA-N 0.000 description 3
125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 description 2
PBLNBZIONSLZBU-UHFFFAOYSA-N 1-bromododecane Chemical compound CCCCCCCCCCCCBr PBLNBZIONSLZBU-UHFFFAOYSA-N 0.000 description 2
PCVRSXXPGXRVEZ-UHFFFAOYSA-N 9-(chloromethyl)anthracene Chemical compound C1=CC=C2C(CCl)=C(C=CC=C3)C3=CC2=C1 PCVRSXXPGXRVEZ-UHFFFAOYSA-N 0.000 description 2
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
239000004677 Nylon Substances 0.000 description 2
229930182556 Polyacetal Natural products 0.000 description 2
239000005062 Polybutadiene Substances 0.000 description 2
239000004372 Polyvinyl alcohol Substances 0.000 description 2
229920001328 Polyvinylidene chloride Polymers 0.000 description 2
239000012670 alkaline solution Substances 0.000 description 2
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 2
229910052794 bromium Inorganic materials 0.000 description 2
KDPAWGWELVVRCH-UHFFFAOYSA-N bromoacetic acid Chemical compound OC(=O)CBr KDPAWGWELVVRCH-UHFFFAOYSA-N 0.000 description 2
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
125000002057 carboxymethyl group Chemical group [H]OC(=O)C([H])([H])[*] 0.000 description 2
229910052801 chlorine Inorganic materials 0.000 description 2
239000000460 chlorine Substances 0.000 description 2
150000001875 compounds Chemical class 0.000 description 2
125000004122 cyclic group Chemical group 0.000 description 2
230000007423 decrease Effects 0.000 description 2
229920001971 elastomer Polymers 0.000 description 2
230000002349 favourable effect Effects 0.000 description 2
239000000835 fiber Substances 0.000 description 2
125000005843 halogen group Chemical group 0.000 description 2
150000002430 hydrocarbons Chemical group 0.000 description 2
125000005647 linker group Chemical group 0.000 description 2
229920001778 nylon Polymers 0.000 description 2
229920002401 polyacrylamide Polymers 0.000 description 2
229920002857 polybutadiene Polymers 0.000 description 2
229920000098 polyolefin Polymers 0.000 description 2
229920006324 polyoxymethylene Polymers 0.000 description 2
229920002451 polyvinyl alcohol Polymers 0.000 description 2
239000005033 polyvinylidene chloride Substances 0.000 description 2
239000000376 reactant Substances 0.000 description 2
239000005060 rubber Substances 0.000 description 2
125000004079 stearyl 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])C([H])([H])C([H])([H])C([H])([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 2
238000002411 thermogravimetry Methods 0.000 description 2
238000005406 washing Methods 0.000 description 2
125000001989 1,3-phenylene group Chemical group [H]C1=C([H])C([*:1])=C([H])C([*:2])=C1[H] 0.000 description 1
125000004958 1,4-naphthylene group Chemical group 0.000 description 1
125000004959 2,6-naphthylene group Chemical group [H]C1=C([H])C2=C([H])C([*:1])=C([H])C([H])=C2C([H])=C1[*:2] 0.000 description 1
NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 1
XPAQFJJCWGSXGJ-UHFFFAOYSA-N 4-amino-n-(4-aminophenyl)benzamide Chemical compound C1=CC(N)=CC=C1NC(=O)C1=CC=C(N)C=C1 XPAQFJJCWGSXGJ-UHFFFAOYSA-N 0.000 description 1
GRHQDJDRGZFIPO-UHFFFAOYSA-N 4-bromobutanoic acid Chemical compound OC(=O)CCCBr GRHQDJDRGZFIPO-UHFFFAOYSA-N 0.000 description 1
239000004953 Aliphatic polyamide Substances 0.000 description 1
SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 1
OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
229920002845 Poly(methacrylic acid) Polymers 0.000 description 1
239000004698 Polyethylene Substances 0.000 description 1
239000004743 Polypropylene Substances 0.000 description 1
GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
229920002125 Sokalan® Polymers 0.000 description 1
238000000944 Soxhlet extraction Methods 0.000 description 1
DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 description 1
150000001241 acetals Chemical class 0.000 description 1
XECAHXYUAAWDEL-UHFFFAOYSA-N acrylonitrile butadiene styrene Chemical compound C=CC=C.C=CC#N.C=CC1=CC=CC=C1 XECAHXYUAAWDEL-UHFFFAOYSA-N 0.000 description 1
229920001893 acrylonitrile styrene Polymers 0.000 description 1
125000001931 aliphatic group Chemical group 0.000 description 1
229920003231 aliphatic polyamide Polymers 0.000 description 1
125000003545 alkoxy group Chemical group 0.000 description 1
150000001408 amides Chemical class 0.000 description 1
NEHMKBQYUWJMIP-UHFFFAOYSA-N anhydrous methyl chloride Natural products ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 1
125000005428 anthryl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C3C(*)=C([H])C([H])=C([H])C3=C([H])C2=C1[H] 0.000 description 1
239000007864 aqueous solution Substances 0.000 description 1
125000006615 aromatic heterocyclic group Chemical group 0.000 description 1
150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
238000009835 boiling Methods 0.000 description 1
239000004202 carbamide Substances 0.000 description 1
125000002837 carbocyclic group Chemical group 0.000 description 1
FOCAUTSVDIKZOP-UHFFFAOYSA-N chloroacetic acid Chemical compound OC(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-N 0.000 description 1
239000006184 cosolvent Substances 0.000 description 1
238000000354 decomposition reaction Methods 0.000 description 1
230000018044 dehydration Effects 0.000 description 1
238000006297 dehydration reaction Methods 0.000 description 1
150000004985 diamines Chemical class 0.000 description 1
238000004090 dissolution Methods 0.000 description 1
238000007922 dissolution test Methods 0.000 description 1
125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
125000004185 ester group Chemical group 0.000 description 1
RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
238000002474 experimental method Methods 0.000 description 1
238000010528 free radical solution polymerization reaction Methods 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
239000001257 hydrogen Substances 0.000 description 1
125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 1
150000002497 iodine compounds Chemical class 0.000 description 1
239000004973 liquid crystal related substance Substances 0.000 description 1
230000002535 lyotropic effect Effects 0.000 description 1
238000004519 manufacturing process Methods 0.000 description 1
239000000463 material Substances 0.000 description 1
238000000034 method Methods 0.000 description 1
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
229940050176 methyl chloride Drugs 0.000 description 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
239000012046 mixed solvent Substances 0.000 description 1
238000002156 mixing Methods 0.000 description 1
238000000465 moulding Methods 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
125000005561 phenanthryl group Chemical group 0.000 description 1
229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
239000004584 polyacrylic acid Substances 0.000 description 1
229920000573 polyethylene Polymers 0.000 description 1
229920000139 polyethylene terephthalate Polymers 0.000 description 1
239000005020 polyethylene terephthalate Substances 0.000 description 1
229920001195 polyisoprene Polymers 0.000 description 1
238000006116 polymerization reaction Methods 0.000 description 1
239000004926 polymethyl methacrylate Substances 0.000 description 1
229920001155 polypropylene Polymers 0.000 description 1
229920002689 polyvinyl acetate Polymers 0.000 description 1
239000011118 polyvinyl acetate Substances 0.000 description 1
239000004800 polyvinyl chloride Substances 0.000 description 1
229920000915 polyvinyl chloride Polymers 0.000 description 1
229920001289 polyvinyl ether Polymers 0.000 description 1
SCUZVMOVTVSBLE-UHFFFAOYSA-N prop-2-enenitrile;styrene Chemical compound C=CC#N.C=CC1=CC=CC=C1 SCUZVMOVTVSBLE-UHFFFAOYSA-N 0.000 description 1
238000000746 purification Methods 0.000 description 1
238000000197 pyrolysis Methods 0.000 description 1
230000009257 reactivity Effects 0.000 description 1
238000007142 ring opening reaction Methods 0.000 description 1
229920003048 styrene butadiene rubber Polymers 0.000 description 1
229920002554 vinyl polymer Polymers 0.000 description 1

Landscapes

Polyamides (AREA)

JP11697080A 1980-08-27 1980-08-27 N-substituted fully aromatic polyamide Granted JPS5742729A (en)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
JP11697080A JPS5742729A (en)	1980-08-27	1980-08-27	N-substituted fully aromatic polyamide

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
JP11697080A JPS5742729A (en)	1980-08-27	1980-08-27	N-substituted fully aromatic polyamide

Publications (2)

Publication Number	Publication Date
JPS5742729A JPS5742729A (en)	1982-03-10
JPS6351175B2 true JPS6351175B2 (2)	1988-10-13

Family

ID=14700255

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP11697080A Granted JPS5742729A (en)	1980-08-27	1980-08-27	N-substituted fully aromatic polyamide

Country Status (1)

Country	Link
JP (1)	JPS5742729A (2)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JP3057045B2 (ja) *	1996-12-31	2000-06-26	三星エスディアイ株式会社	Ｎ−アラルキル置換芳香族ポリアミド配向剤及びその製造方法

1980
- 1980-08-27 JP JP11697080A patent/JPS5742729A/ja active Granted

Also Published As

Publication number	Publication date
JPS5742729A (en)	1982-03-10

Publication	Publication Date	Title
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