JPS60212426A - ポリアミドの製造法 - Google Patents

ポリアミドの製造法

Info

Publication number: JPS60212426A
Authority: JP; Japan
Prior art keywords: dioxoazetidino; carbon atoms; bis; methyl; polymerization
Prior art date: 1984-03-19
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.): Granted

Application number

JP60054099A

Other languages

English (en)

Japanese (ja)

Other versions

JPH0579098B2 (2

Inventor

スチーブン　ジエイ　グロスマン

ケマル　オンダー

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.)

Pharmacia and Upjohn Co

Original Assignee

Upjohn 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.)

1984-03-19

Filing date

1985-03-18

Publication date

1985-10-24

1985-03-18 Application filed by Upjohn Co filed Critical Upjohn Co

1985-10-24 Publication of JPS60212426A publication Critical patent/JPS60212426A/ja

1993-11-01 Publication of JPH0579098B2 publication Critical patent/JPH0579098B2/ja

Status Granted legal-status Critical Current

Links

239000004952 Polyamide Substances 0.000 title claims description 7
229920002647 polyamide Polymers 0.000 title claims description 7
238000000034 method Methods 0.000 claims description 30
JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical group O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 claims description 24
125000004432 carbon atom Chemical group C* 0.000 claims description 18
238000006116 polymerization reaction Methods 0.000 claims description 15
150000003951 lactams Chemical class 0.000 claims description 13
239000003054 catalyst Substances 0.000 claims description 11
150000001875 compounds Chemical class 0.000 claims description 6
FRIJBUGBVQZNTB-UHFFFAOYSA-M magnesium;ethane;bromide Chemical group [Mg+2].[Br-].[CH2-]C FRIJBUGBVQZNTB-UHFFFAOYSA-M 0.000 claims description 6
125000002947 alkylene group Chemical group 0.000 claims description 5
238000010539 anionic addition polymerization reaction Methods 0.000 claims description 4
125000000732 arylene group Chemical group 0.000 claims description 3
WBTCPVUCKKBWBS-UHFFFAOYSA-N azetidine-2,4-dione Chemical compound O=C1CC(=O)N1 WBTCPVUCKKBWBS-UHFFFAOYSA-N 0.000 claims description 3
150000001924 cycloalkanes Chemical class 0.000 claims description 3
238000004519 manufacturing process Methods 0.000 claims description 3
230000000379 polymerizing effect Effects 0.000 claims description 2
229910052799 carbon Inorganic materials 0.000 claims 1
239000002685 polymerization catalyst Substances 0.000 claims 1
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 57
-1 cyclic lactams Chemical class 0.000 description 21
UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 9
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 9
239000000203 mixture Substances 0.000 description 8
239000002585 base Substances 0.000 description 6
RCYUACIXZYDBGL-UHFFFAOYSA-N azetidine-2,3-dione Chemical compound O=C1CNC1=O RCYUACIXZYDBGL-UHFFFAOYSA-N 0.000 description 5
150000002430 hydrocarbons Chemical group 0.000 description 5
XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 4
RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 4
238000006243 chemical reaction Methods 0.000 description 4
DMEGYFMYUHOHGS-UHFFFAOYSA-N heptamethylene Natural products C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 description 4
229920000642 polymer Polymers 0.000 description 4
239000004215 Carbon black (E152) Substances 0.000 description 3
XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 3
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 3
239000001273 butane Substances 0.000 description 3
238000002474 experimental method Methods 0.000 description 3
238000010438 heat treatment Methods 0.000 description 3
229930195733 hydrocarbon Natural products 0.000 description 3
IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 3
OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 3
229910052757 nitrogen Inorganic materials 0.000 description 3
239000000243 solution Substances 0.000 description 3
125000001424 substituent group Chemical group 0.000 description 3
NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical class CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 2
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
239000012190 activator Substances 0.000 description 2
239000013543 active substance Substances 0.000 description 2
229910052783 alkali metal Inorganic materials 0.000 description 2
150000001340 alkali metals Chemical class 0.000 description 2
229910052784 alkaline earth metal Inorganic materials 0.000 description 2
150000001342 alkaline earth metals Chemical class 0.000 description 2
125000000217 alkyl group Chemical group 0.000 description 2
150000001412 amines Chemical group 0.000 description 2
125000000129 anionic group Chemical group 0.000 description 2
229910052786 argon Inorganic materials 0.000 description 2
150000005463 azetidinediones Chemical class 0.000 description 2
125000000640 cyclooctyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 description 2
239000012948 isocyanate Substances 0.000 description 2
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
UAEPNZWRGJTJPN-UHFFFAOYSA-N methylcyclohexane Chemical compound CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 description 2
150000003254 radicals Chemical class 0.000 description 2
229910052708 sodium Inorganic materials 0.000 description 2
239000011734 sodium Substances 0.000 description 2
239000007787 solid Substances 0.000 description 2
238000012360 testing method Methods 0.000 description 2
FFRUPWBMVNXTRM-UHFFFAOYSA-N 1-methylazetidine-2,4-dione Chemical compound CN1C(=O)CC1=O FFRUPWBMVNXTRM-UHFFFAOYSA-N 0.000 description 1
125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
PMPVIKIVABFJJI-UHFFFAOYSA-N Cyclobutane Chemical compound C1CCC1 PMPVIKIVABFJJI-UHFFFAOYSA-N 0.000 description 1
SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
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 1
JHWNWJKBPDFINM-UHFFFAOYSA-N Laurolactam Chemical compound O=C1CCCCCCCCCCCN1 JHWNWJKBPDFINM-UHFFFAOYSA-N 0.000 description 1
FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
229920002292 Nylon 6 Polymers 0.000 description 1
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 1
239000002253 acid Substances 0.000 description 1
125000003342 alkenyl group Chemical group 0.000 description 1
125000003545 alkoxy group Chemical group 0.000 description 1
125000004414 alkyl thio group Chemical group 0.000 description 1
150000001408 amides Chemical class 0.000 description 1
125000003710 aryl alkyl group Chemical group 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
239000012298 atmosphere Substances 0.000 description 1
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
IFVTZJHWGZSXFD-UHFFFAOYSA-N biphenylene Chemical group C1=CC=C2C3=CC=CC=C3C2=C1 IFVTZJHWGZSXFD-UHFFFAOYSA-N 0.000 description 1
238000009529 body temperature measurement Methods 0.000 description 1
125000001246 bromo group Chemical group Br* 0.000 description 1
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
229910052792 caesium Inorganic materials 0.000 description 1
TVFDJXOCXUVLDH-UHFFFAOYSA-N caesium atom Chemical compound [Cs] TVFDJXOCXUVLDH-UHFFFAOYSA-N 0.000 description 1
150000004649 carbonic acid derivatives Chemical class 0.000 description 1
239000013626 chemical specie Substances 0.000 description 1
125000001309 chloro group Chemical group Cl* 0.000 description 1
230000000052 comparative effect Effects 0.000 description 1
125000004093 cyano group Chemical group *C#N 0.000 description 1
125000000392 cycloalkenyl group Chemical group 0.000 description 1
125000000753 cycloalkyl group Chemical group 0.000 description 1
125000002993 cycloalkylene group Chemical group 0.000 description 1
125000001162 cycloheptenyl group Chemical group C1(=CCCCCC1)* 0.000 description 1
125000000596 cyclohexenyl group Chemical group C1(=CCCCC1)* 0.000 description 1
125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
WJTCGQSWYFHTAC-UHFFFAOYSA-N cyclooctane Chemical compound C1CCCCCCC1 WJTCGQSWYFHTAC-UHFFFAOYSA-N 0.000 description 1
239000004914 cyclooctane Substances 0.000 description 1
125000000522 cyclooctenyl group Chemical group C1(=CCCCCCC1)* 0.000 description 1
125000002433 cyclopentenyl group Chemical group C1(=CCCC1)* 0.000 description 1
125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
125000003493 decenyl group Chemical group [H]C([*])=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])[H] 0.000 description 1
125000002704 decyl 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])* 0.000 description 1
XRZIOLZRKBOXPA-UHFFFAOYSA-N diazetidine-3,4-dione Chemical compound O=C1NNC1=O XRZIOLZRKBOXPA-UHFFFAOYSA-N 0.000 description 1
238000000113 differential scanning calorimetry Methods 0.000 description 1
125000005442 diisocyanate group Chemical group 0.000 description 1
ZZVUWRFHKOJYTH-UHFFFAOYSA-N diphenhydramine Chemical group C=1C=CC=CC=1C(OCCN(C)C)C1=CC=CC=C1 ZZVUWRFHKOJYTH-UHFFFAOYSA-N 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
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
125000001153 fluoro group Chemical group F* 0.000 description 1
150000004795 grignard reagents Chemical class 0.000 description 1
125000005843 halogen group Chemical group 0.000 description 1
125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 1
125000006038 hexenyl group Chemical group 0.000 description 1
125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
150000004678 hydrides Chemical class 0.000 description 1
239000001257 hydrogen Substances 0.000 description 1
229910052739 hydrogen Inorganic materials 0.000 description 1
125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
150000004679 hydroxides Chemical class 0.000 description 1
239000011261 inert gas Substances 0.000 description 1
230000000977 initiatory effect Effects 0.000 description 1
238000001746 injection moulding Methods 0.000 description 1
125000002346 iodo group Chemical group I* 0.000 description 1
150000002513 isocyanates Chemical class 0.000 description 1
150000002561 ketenes Chemical class 0.000 description 1
238000012693 lactam polymerization Methods 0.000 description 1
229910052749 magnesium Inorganic materials 0.000 description 1
239000011777 magnesium Substances 0.000 description 1
NXPHGHWWQRMDIA-UHFFFAOYSA-M magnesium;carbanide;bromide Chemical compound [CH3-].[Mg+2].[Br-] NXPHGHWWQRMDIA-UHFFFAOYSA-M 0.000 description 1
YCCXQARVHOPWFJ-UHFFFAOYSA-M magnesium;ethane;chloride Chemical compound [Mg+2].[Cl-].[CH2-]C YCCXQARVHOPWFJ-UHFFFAOYSA-M 0.000 description 1
239000000463 material Substances 0.000 description 1
238000002844 melting Methods 0.000 description 1
230000008018 melting Effects 0.000 description 1
229910052751 metal Inorganic materials 0.000 description 1
239000002184 metal Substances 0.000 description 1
150000002739 metals Chemical class 0.000 description 1
GYNNXHKOJHMOHS-UHFFFAOYSA-N methylcycloheptane Chemical compound CC1CCCCCC1 GYNNXHKOJHMOHS-UHFFFAOYSA-N 0.000 description 1
POCNHGFJLGYFIK-UHFFFAOYSA-N methylcyclooctane Chemical compound CC1CCCCCCC1 POCNHGFJLGYFIK-UHFFFAOYSA-N 0.000 description 1
239000012768 molten material Substances 0.000 description 1
238000000465 moulding Methods 0.000 description 1
125000004957 naphthylene group Chemical group 0.000 description 1
239000012299 nitrogen atmosphere Substances 0.000 description 1
125000005064 octadecenyl group Chemical group C(=CCCCCCCCCCCCCCCCC)* 0.000 description 1
125000004365 octenyl group Chemical group C(=CCCCCCC)* 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
125000002524 organometallic group Chemical group 0.000 description 1
125000000913 palmityl 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])[H] 0.000 description 1
125000002255 pentenyl group Chemical group C(=CCCC)* 0.000 description 1
125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
125000004344 phenylpropyl group Chemical group 0.000 description 1
239000003505 polymerization initiator Substances 0.000 description 1
229910052700 potassium Inorganic materials 0.000 description 1
239000011591 potassium Substances 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
230000001737 promoting effect Effects 0.000 description 1
SXYFKXOFMCIXQW-UHFFFAOYSA-N propanedioyl dichloride Chemical class ClC(=O)CC(Cl)=O SXYFKXOFMCIXQW-UHFFFAOYSA-N 0.000 description 1
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
238000010926 purge Methods 0.000 description 1
HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 1
229910052701 rubidium Inorganic materials 0.000 description 1
IGLNJRXAVVLDKE-UHFFFAOYSA-N rubidium atom Chemical compound [Rb] IGLNJRXAVVLDKE-UHFFFAOYSA-N 0.000 description 1
238000010561 standard procedure Methods 0.000 description 1
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 1
239000000126 substance Substances 0.000 description 1
239000002641 tar oil Substances 0.000 description 1
125000003944 tolyl group Chemical group 0.000 description 1
125000005040 tridecenyl group Chemical group C(=CCCCCCCCCCCC)* 0.000 description 1
125000005065 undecenyl group Chemical group C(=CCCCCCCCCC)* 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
125000005023 xylyl group Chemical group 0.000 description 1

Classifications

- 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
- C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
- C08G69/08—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from amino-carboxylic acids
- C08G69/14—Lactams
- C08G69/16—Preparatory processes
- C08G69/18—Anionic polymerisation
- C08G69/20—Anionic polymerisation characterised by the catalysts used

Landscapes

Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Organic Chemistry (AREA)
Polyamides (AREA)

JP60054099A 1984-03-19 1985-03-18 ポリアミドの製造法 Granted JPS60212426A (ja)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US591310		1984-03-19
US06/591,310 US4518765A (en)	1984-03-19	1984-03-19	Anionic polymerization of lactam with azetidine-2,4-dione promoter

Publications (2)

Publication Number	Publication Date
JPS60212426A true JPS60212426A (ja)	1985-10-24
JPH0579098B2 JPH0579098B2 (2)	1993-11-01

Family

ID=24365983

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP60054099A Granted JPS60212426A (ja)	1984-03-19	1985-03-18	ポリアミドの製造法

Country Status (3)

Country	Link
US (1)	US4518765A (2)
EP (1)	EP0155535A3 (2)
JP (1)	JPS60212426A (2)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4683302A (en) *	1984-10-15	1987-07-28	The Dow Chemical Company	Azetidinedione compounds as crosslinkers for electrodeposited coatings
JPS63187574A (ja) *	1987-01-29	1988-08-03	Japan Gore Tex Inc	燃料電池電極−マトリクス一体成形体及びその製法
TWI418541B (zh) *	2010-01-27	2013-12-11	Nat Univ Chung Hsing	Azacyclo-2,4-dione type compound, using the compound obtained therefrom and the poly (amide-amine ester)

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
CA607225A (en) *	1956-12-13	1960-10-18	H. Mottus Edward	Polycaprolactam and preparation thereof
US3016366A (en) *	1958-04-04	1962-01-09	Gen Aniline & Film Corp	Polymerization of pyrrolidone and piperidone employing n-substituted secondary amides
DE1420604A1 (de) *	1958-08-20	1968-10-24	Monsanto Co	Verfahren zur Herstellung eines gegenueber Oxydation stabilisierten linearen Polyamids
BE635226A (2) *	1963-04-04
US3671500A (en) *	1970-07-09	1972-06-20	Union Carbide Corp	Lactam polymerization with n,n{40 -dialkyl-azetidinedione initiators

1984
- 1984-03-19 US US06/591,310 patent/US4518765A/en not_active Expired - Fee Related
1985
- 1985-02-22 EP EP85101984A patent/EP0155535A3/en not_active Withdrawn
- 1985-03-18 JP JP60054099A patent/JPS60212426A/ja active Granted

Also Published As

Publication number	Publication date
JPH0579098B2 (2)	1993-11-01
US4518765A (en)	1985-05-21
EP0155535A2 (en)	1985-09-25
EP0155535A3 (en)	1987-08-19

Publication	Publication Date	Title
US3028369A (en)	1962-04-03	Isocyanate catalyzed polymerization of lactams
US3086962A (en)	1963-04-23	Process for polymerizing higher lactams
JP5495361B2 (ja)	2014-05-21	特殊活性化剤を使用する鋳造ポリアミドの調製
JP2020189288A (ja)	2020-11-26	ナノろ過膜および使用の方法
US3015652A (en)	1962-01-02	Process for the production of polyamides
US3251799A (en)	1966-05-17	Lactam polymerization, heterocyclic promoters therefor, and products thereof
JP3611866B2 (ja)	2005-01-19	有機金属微粒子分散液、その製造方法およびその用途
JPH05506242A (ja)	1993-09-16	環状エステルの迅速製造のための改良法
JP2004509944A (ja)	2004-04-02	６員環カーボネートからのヒドロキシアルキルカルバメートの製造
US4188478A (en)	1980-02-12	Initiators for lactam polymerization having first functional group,intermediate group, second functional group
US3621001A (en)	1971-11-16	Accelerating anionic polymerization of lactams
JPH0579098B2 (2)	1993-11-01
JP2661903B2 (ja)	1997-10-08	高エネルギー材料の製造方法
US3988319A (en)	1976-10-26	Process for producing caprolactam from 6-aminocaproic acid
US3562221A (en)	1971-02-09	Accelerating anionic polymerization of lactams
JP2021504562A (ja)	2021-02-15	二重活性基を持つ分子量調節剤を用いたポリアマイド製造方法及びそれにより製造されたポリアマイド
IE58570B1 (en)	1993-10-06	Promotion of epsilon-caprolactam polymerization
US3444142A (en)	1969-05-13	Anionic polymerization of lactams with (p-substituted phenylthio)-s-triazine as promoter
US3745152A (en)	1973-07-10	Process for polymerizing lactams with trityl-4-n-trityl amino butyrate
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