NL8403862A - Werkwijze voor het bereiden van een acyl-lactam verbinding. - Google Patents
Werkwijze voor het bereiden van een acyl-lactam verbinding. Download PDFInfo
- Publication number
- NL8403862A NL8403862A NL8403862A NL8403862A NL8403862A NL 8403862 A NL8403862 A NL 8403862A NL 8403862 A NL8403862 A NL 8403862A NL 8403862 A NL8403862 A NL 8403862A NL 8403862 A NL8403862 A NL 8403862A
- Authority
- NL
- Netherlands
- Prior art keywords
- lactam
- polyol
- polyols
- acyl
- preparing
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 13
- 150000003951 lactams Chemical class 0.000 claims description 29
- 229920005862 polyol Polymers 0.000 claims description 28
- 150000003077 polyols Chemical class 0.000 claims description 28
- 229920001778 nylon Polymers 0.000 claims description 25
- 239000004677 Nylon Substances 0.000 claims description 22
- 229920001400 block copolymer Polymers 0.000 claims description 20
- 150000001875 compounds Chemical class 0.000 claims description 17
- 150000008064 anhydrides Chemical class 0.000 claims description 9
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 9
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 8
- 125000000217 alkyl group Chemical group 0.000 claims description 8
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 8
- 125000003118 aryl group Chemical group 0.000 claims description 8
- 239000007795 chemical reaction product Substances 0.000 claims description 8
- 238000004519 manufacturing process Methods 0.000 claims description 5
- FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical compound ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 claims description 3
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 3
- 229920000570 polyether Polymers 0.000 claims description 3
- 229940014800 succinic anhydride Drugs 0.000 claims description 3
- 239000005062 Polybutadiene Substances 0.000 claims description 2
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 claims description 2
- VANNPISTIUFMLH-UHFFFAOYSA-N glutaric anhydride Chemical compound O=C1CCCC(=O)O1 VANNPISTIUFMLH-UHFFFAOYSA-N 0.000 claims description 2
- MUTGBJKUEZFXGO-UHFFFAOYSA-N hexahydrophthalic anhydride Chemical compound C1CCCC2C(=O)OC(=O)C21 MUTGBJKUEZFXGO-UHFFFAOYSA-N 0.000 claims description 2
- 238000012693 lactam polymerization Methods 0.000 claims description 2
- 229920002857 polybutadiene Polymers 0.000 claims description 2
- 229920005906 polyester polyol Polymers 0.000 claims description 2
- 239000002685 polymerization catalyst Substances 0.000 claims description 2
- 229920001577 copolymer Polymers 0.000 claims 1
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 description 24
- -1 polypropylene Polymers 0.000 description 11
- 238000002360 preparation method Methods 0.000 description 11
- 239000012190 activator Substances 0.000 description 7
- 239000003054 catalyst Substances 0.000 description 7
- 238000006116 polymerization reaction Methods 0.000 description 7
- 239000007788 liquid Substances 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- CMESPBFFDMPSIY-UHFFFAOYSA-N n,n'-diphenylmethanediimine Chemical compound C1=CC=CC=C1N=C=NC1=CC=CC=C1 CMESPBFFDMPSIY-UHFFFAOYSA-N 0.000 description 5
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 4
- 238000010539 anionic addition polymerization reaction Methods 0.000 description 4
- 230000032050 esterification Effects 0.000 description 3
- 238000005886 esterification reaction Methods 0.000 description 3
- 238000001746 injection moulding Methods 0.000 description 3
- 229910001623 magnesium bromide Inorganic materials 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- GWEHVDNNLFDJLR-UHFFFAOYSA-N 1,3-diphenylurea Chemical compound C=1C=CC=CC=1NC(=O)NC1=CC=CC=C1 GWEHVDNNLFDJLR-UHFFFAOYSA-N 0.000 description 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 2
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 2
- 239000004952 Polyamide Substances 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 150000001266 acyl halides Chemical class 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 150000001342 alkaline earth metals Chemical class 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 125000005442 diisocyanate group Chemical group 0.000 description 2
- XUWHAWMETYGRKB-UHFFFAOYSA-N piperidin-2-one Chemical compound O=C1CCCCN1 XUWHAWMETYGRKB-UHFFFAOYSA-N 0.000 description 2
- 229920002647 polyamide Polymers 0.000 description 2
- 229920001451 polypropylene glycol Polymers 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- DVPHDWQFZRBFND-DMHDVGBCSA-N 1-o-[2-[(3ar,5r,6s,6ar)-2,2-dimethyl-6-prop-2-enoyloxy-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-2-[4-[(2s,3r)-1-butan-2-ylsulfanyl-2-(2-chlorophenyl)-4-oxoazetidin-3-yl]oxy-4-oxobutanoyl]oxyethyl] 4-o-[(2s,3r)-1-butan-2-ylsulfanyl-2-(2-chloropheny Chemical group C1([C@H]2[C@H](C(N2SC(C)CC)=O)OC(=O)CCC(=O)OC(COC(=O)CCC(=O)O[C@@H]2[C@@H](N(C2=O)SC(C)CC)C=2C(=CC=CC=2)Cl)[C@@H]2[C@@H]([C@H]3OC(C)(C)O[C@H]3O2)OC(=O)C=C)=CC=CC=C1Cl DVPHDWQFZRBFND-DMHDVGBCSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- JHWNWJKBPDFINM-UHFFFAOYSA-N Laurolactam Chemical compound O=C1CCCCCCCCCCCN1 JHWNWJKBPDFINM-UHFFFAOYSA-N 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- 229920002396 Polyurea Polymers 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000002723 alicyclic group Chemical group 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000010425 asbestos Substances 0.000 description 1
- QFNNDGVVMCZKEY-UHFFFAOYSA-N azacyclododecan-2-one Chemical compound O=C1CCCCCCCCCCN1 QFNNDGVVMCZKEY-UHFFFAOYSA-N 0.000 description 1
- CJYXCQLOZNIMFP-UHFFFAOYSA-N azocan-2-one Chemical compound O=C1CCCCCCN1 CJYXCQLOZNIMFP-UHFFFAOYSA-N 0.000 description 1
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 1
- 150000001718 carbodiimides Chemical class 0.000 description 1
- 238000005266 casting Methods 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 150000002148 esters Chemical group 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000003365 glass fiber Substances 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 150000003949 imides Chemical class 0.000 description 1
- 238000007689 inspection Methods 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 150000002901 organomagnesium compounds Chemical class 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 150000003112 potassium compounds Chemical class 0.000 description 1
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 1
- 238000010107 reaction injection moulding Methods 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 239000012783 reinforcing fiber Substances 0.000 description 1
- 229910052895 riebeckite Inorganic materials 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 125000005346 substituted cycloalkyl group Chemical group 0.000 description 1
- 150000003673 urethanes Chemical class 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D227/00—Heterocyclic compounds containing rings having one nitrogen atom as the only ring hetero atom, according to more than one of groups C07D203/00 - C07D225/00
- C07D227/02—Heterocyclic compounds containing rings having one nitrogen atom as the only ring hetero atom, according to more than one of groups C07D203/00 - C07D225/00 with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D227/06—Heterocyclic compounds containing rings having one nitrogen atom as the only ring hetero atom, according to more than one of groups C07D203/00 - C07D225/00 with only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D227/08—Oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D227/00—Heterocyclic compounds containing rings having one nitrogen atom as the only ring hetero atom, according to more than one of groups C07D203/00 - C07D225/00
- C07D227/02—Heterocyclic compounds containing rings having one nitrogen atom as the only ring hetero atom, according to more than one of groups C07D203/00 - C07D225/00 with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D227/06—Heterocyclic compounds containing rings having one nitrogen atom as the only ring hetero atom, according to more than one of groups C07D203/00 - C07D225/00 with only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D227/08—Oxygen atoms
- C07D227/087—One doubly-bound oxygen atom in position 2, e.g. lactams
-
- 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
-
- 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
- C08G69/40—Polyamides containing oxygen in the form of ether groups
-
- 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
- C08G69/42—Polyamides containing atoms other than carbon, hydrogen, oxygen, and nitrogen
-
- 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
- C08G69/44—Polyester-amides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Polyamides (AREA)
Priority Applications (10)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL8403862A NL8403862A (nl) | 1984-12-20 | 1984-12-20 | Werkwijze voor het bereiden van een acyl-lactam verbinding. |
| US06/808,560 US4683304A (en) | 1984-12-20 | 1985-12-13 | Process for preparing an acyl-lactam compound |
| CA000497987A CA1252089A (en) | 1984-12-20 | 1985-12-18 | Process for preparing an acyl-lactam compound |
| MX85115U MX7372E (es) | 1984-12-20 | 1985-12-19 | Procedimiento para preparar un combuesto de acillactama |
| JP60284509A JPS61152730A (ja) | 1984-12-20 | 1985-12-19 | アシル‐ラクタム化合物及びナイロンブロツクコポリマの製造方法 |
| PL25694085A PL256940A1 (en) | 1984-12-20 | 1985-12-19 | Method of obtaining acyl-lactam compounds |
| BR8506393A BR8506393A (pt) | 1984-12-20 | 1985-12-19 | Processo para a preparacao de um composto de acil-lactama,processo para a preparacao de um copolimero em bloco de nailon e artigo produzido |
| DE8585202115T DE3580751D1 (de) | 1984-12-20 | 1985-12-19 | Verfahren zur herstellung von acyl-lactam-verbindungen. |
| EP85202115A EP0194362B1 (en) | 1984-12-20 | 1985-12-19 | Process for preparing an acyl-lactam compound |
| KR1019850009700A KR880002240B1 (ko) | 1984-12-20 | 1985-12-20 | 아실-락탐화합물을 제조하는 방법 |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL8403862 | 1984-12-20 | ||
| NL8403862A NL8403862A (nl) | 1984-12-20 | 1984-12-20 | Werkwijze voor het bereiden van een acyl-lactam verbinding. |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NL8403862A true NL8403862A (nl) | 1986-07-16 |
Family
ID=19844941
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NL8403862A NL8403862A (nl) | 1984-12-20 | 1984-12-20 | Werkwijze voor het bereiden van een acyl-lactam verbinding. |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US4683304A (ja) |
| EP (1) | EP0194362B1 (ja) |
| JP (1) | JPS61152730A (ja) |
| KR (1) | KR880002240B1 (ja) |
| BR (1) | BR8506393A (ja) |
| CA (1) | CA1252089A (ja) |
| DE (1) | DE3580751D1 (ja) |
| MX (1) | MX7372E (ja) |
| NL (1) | NL8403862A (ja) |
| PL (1) | PL256940A1 (ja) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL8900001A (nl) * | 1989-01-02 | 1990-08-01 | Stamicarbon | Acyllactam functionele verbindingen en daarvan afgeleide polylactamblokcopolymeren. |
| FR2685701B1 (fr) * | 1991-12-31 | 1994-04-08 | Atochem | Nouveau procede de preparation de polyamides. |
| ES2078181B1 (es) * | 1994-03-04 | 1996-08-01 | Fernandez Rafael Zabala | Proceso de fabricacion de utillaje a partir de caprolactama con un prepolimero para obtener un copolimero en bruto moldeado que se mecaniza con la forma del utillaje deseado. |
| CN101007869B (zh) * | 2006-01-27 | 2010-09-08 | 中国石油化工股份有限公司 | 制备己内酰胺均聚物和共聚物的阴离子淤浆聚合方法 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3366608A (en) * | 1965-04-15 | 1968-01-30 | British Celanese | Anionic polymerization of caprolactam |
| US3451963A (en) * | 1965-11-15 | 1969-06-24 | Monsanto Co | Polymerization of lactams |
| US3875147A (en) * | 1972-11-24 | 1975-04-01 | Chevron Res | Polymerization of 2-pyrrolidone |
| US4031164A (en) * | 1974-06-06 | 1977-06-21 | Monsanto Company | Lactam-polyol-polyacyl lactam terpolymers |
| ES513055A0 (es) * | 1981-06-16 | 1983-08-01 | Monsanto Co | Procedimiento para la preparacion de materiales funcionales de haluro de acido o acil-lactama. |
| DE3273792D1 (en) * | 1981-06-16 | 1986-11-20 | Monsanto Co | Process for the preparaton of nylon block polymers |
| US4626385A (en) * | 1984-03-22 | 1986-12-02 | Kaneyoshi Ashida | N-substituted carbamoyl-lactam |
-
1984
- 1984-12-20 NL NL8403862A patent/NL8403862A/nl not_active Application Discontinuation
-
1985
- 1985-12-13 US US06/808,560 patent/US4683304A/en not_active Expired - Fee Related
- 1985-12-18 CA CA000497987A patent/CA1252089A/en not_active Expired
- 1985-12-19 MX MX85115U patent/MX7372E/es unknown
- 1985-12-19 BR BR8506393A patent/BR8506393A/pt unknown
- 1985-12-19 JP JP60284509A patent/JPS61152730A/ja active Pending
- 1985-12-19 DE DE8585202115T patent/DE3580751D1/de not_active Expired - Lifetime
- 1985-12-19 EP EP85202115A patent/EP0194362B1/en not_active Expired - Lifetime
- 1985-12-19 PL PL25694085A patent/PL256940A1/xx unknown
- 1985-12-20 KR KR1019850009700A patent/KR880002240B1/ko not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| JPS61152730A (ja) | 1986-07-11 |
| KR860004941A (ko) | 1986-07-16 |
| DE3580751D1 (de) | 1991-01-10 |
| MX7372E (es) | 1988-08-18 |
| US4683304A (en) | 1987-07-28 |
| EP0194362A1 (en) | 1986-09-17 |
| EP0194362B1 (en) | 1990-11-28 |
| PL256940A1 (en) | 1986-10-07 |
| KR880002240B1 (ko) | 1988-10-20 |
| CA1252089A (en) | 1989-04-04 |
| BR8506393A (pt) | 1986-09-02 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A1B | A search report has been drawn up | ||
| DNT | Communications of changes of names of applicants whose applications have been laid open to public inspection |
Free format text: STAMICARBON B.V. TE GELEEN |
|
| BV | The patent application has lapsed |