DE2033265A1 - Verfahren zur Polymerisation von Lactamen - Google Patents
Verfahren zur Polymerisation von LactamenInfo
- Publication number
- DE2033265A1 DE2033265A1 DE19702033265 DE2033265A DE2033265A1 DE 2033265 A1 DE2033265 A1 DE 2033265A1 DE 19702033265 DE19702033265 DE 19702033265 DE 2033265 A DE2033265 A DE 2033265A DE 2033265 A1 DE2033265 A1 DE 2033265A1
- Authority
- DE
- Germany
- Prior art keywords
- polymerization
- catalyst
- aliphatic
- acid
- aromatic
- Prior art date
- 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.)
- Pending
Links
- 150000003951 lactams Chemical class 0.000 title claims description 25
- 238000006116 polymerization reaction Methods 0.000 title claims description 17
- 238000000034 method Methods 0.000 title claims description 15
- 239000003054 catalyst Substances 0.000 claims description 18
- 239000002253 acid Substances 0.000 claims description 7
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical group OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 6
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 5
- 230000003197 catalytic effect Effects 0.000 claims description 5
- 229910052698 phosphorus Inorganic materials 0.000 claims description 5
- 239000011574 phosphorus Substances 0.000 claims description 5
- 125000001931 aliphatic group Chemical group 0.000 claims description 4
- UEZVMMHDMIWARA-UHFFFAOYSA-N Metaphosphoric acid Chemical compound OP(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-N 0.000 claims description 3
- XPPKVPWEQAFLFU-UHFFFAOYSA-N diphosphoric acid Chemical compound OP(O)(=O)OP(O)(O)=O XPPKVPWEQAFLFU-UHFFFAOYSA-N 0.000 claims description 3
- 229940005657 pyrophosphoric acid Drugs 0.000 claims description 3
- 239000000155 melt Substances 0.000 description 5
- 238000002844 melting Methods 0.000 description 4
- 230000008018 melting Effects 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- -1 aromatic hydrocarbon radical Chemical class 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 235000021355 Stearic acid Nutrition 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 210000003298 dental enamel Anatomy 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- BAULSHLTGVOYKM-UHFFFAOYSA-N n-butylbenzamide Chemical compound CCCCNC(=O)C1=CC=CC=C1 BAULSHLTGVOYKM-UHFFFAOYSA-N 0.000 description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 2
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 2
- 150000002926 oxygen Chemical class 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 235000011007 phosphoric acid Nutrition 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000008117 stearic acid Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 1
- KNIUHBNRWZGIQQ-UHFFFAOYSA-N 7-diethoxyphosphinothioyloxy-4-methylchromen-2-one Chemical compound CC1=CC(=O)OC2=CC(OP(=S)(OCC)OCC)=CC=C21 KNIUHBNRWZGIQQ-UHFFFAOYSA-N 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- REYJJPSVUYRZGE-UHFFFAOYSA-N Octadecylamine Chemical compound CCCCCCCCCCCCCCCCCCN REYJJPSVUYRZGE-UHFFFAOYSA-N 0.000 description 1
- QLZHNIAADXEJJP-UHFFFAOYSA-N Phenylphosphonic acid Chemical compound OP(O)(=O)C1=CC=CC=C1 QLZHNIAADXEJJP-UHFFFAOYSA-N 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 235000011054 acetic acid Nutrition 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- 125000005521 carbonamide group Chemical group 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229930003836 cresol Natural products 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- FBSFTJQYCLLGKH-UHFFFAOYSA-N cyclohexylphosphonic acid Chemical compound OP(O)(=O)C1CCCCC1 FBSFTJQYCLLGKH-UHFFFAOYSA-N 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 238000010035 extrusion spinning Methods 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 239000012760 heat stabilizer Substances 0.000 description 1
- 239000012943 hotmelt Substances 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- 150000004715 keto acids Chemical class 0.000 description 1
- 239000004611 light stabiliser Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000002074 melt spinning Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- GYLDXXLJMRTVSS-UHFFFAOYSA-N n-butylacetamide Chemical compound CCCCNC(C)=O GYLDXXLJMRTVSS-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- ACVYVLVWPXVTIT-UHFFFAOYSA-N phosphinic acid Chemical compound O[PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-N 0.000 description 1
- 150000003009 phosphonic acids Chemical class 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000002023 wood Substances 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
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyamides (AREA)
Priority Applications (8)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19702033265 DE2033265A1 (de) | 1970-07-04 | 1970-07-04 | Verfahren zur Polymerisation von Lactamen |
GB1296295D GB1296295A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1970-07-04 | 1971-06-23 | |
IT26598/71A IT941645B (it) | 1970-07-04 | 1971-07-02 | Processo per la polimerizzazione di lattami |
US00159499A US3779998A (en) | 1970-07-04 | 1971-07-02 | Process for the polymerization of lactams |
CH976971A CH559221A5 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1970-07-04 | 1971-07-02 | |
NL7109199A NL7109199A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1970-07-04 | 1971-07-02 | |
FR7124363A FR2097190A1 (fr) | 1970-07-04 | 1971-07-02 | Procede de polymerisation de lactames |
BE769461A BE769461A (fr) | 1970-07-04 | 1971-07-02 | Procede de polymerisation de lactames |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19702033265 DE2033265A1 (de) | 1970-07-04 | 1970-07-04 | Verfahren zur Polymerisation von Lactamen |
Publications (1)
Publication Number | Publication Date |
---|---|
DE2033265A1 true DE2033265A1 (de) | 1972-02-03 |
Family
ID=5775848
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE19702033265 Pending DE2033265A1 (de) | 1970-07-04 | 1970-07-04 | Verfahren zur Polymerisation von Lactamen |
Country Status (8)
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2936976A1 (de) * | 1979-09-13 | 1981-04-02 | Chemische Werke Hüls AG, 4370 Marl | Verfahren zur herstellung von polyether(ester)amiden |
DE2936977A1 (de) * | 1979-09-13 | 1981-04-02 | Chemische Werke Hüls AG, 4370 Marl | Verfahren zur herstellung von polyether(ester)amiden |
EP0306165A3 (en) * | 1987-08-29 | 1990-05-16 | BP Chemicals Limited | Preparation of homopolyamides |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1442749A (en) * | 1972-12-18 | 1976-07-14 | Ici Ltd | Catalytic polymerisation of dodecanolactam |
FR2564475B1 (fr) * | 1984-05-21 | 1986-11-28 | Atochem | Compositions a base de polyamides a combustibilite retardee |
DE3831709A1 (de) * | 1988-09-17 | 1990-03-29 | Bayer Ag | Verzweigte (co)polyamide durch polykondensation in gegenwart von lysin-komponenten/polycarbonsaeure-gemischen |
DE3831707A1 (de) * | 1988-09-17 | 1990-03-22 | Bayer Ag | Hochmolekulare (co)polyamide und verfahren zu ihrer herstellung |
DE69500807T3 (de) * | 1994-02-16 | 2005-09-15 | E.I. Du Pont De Nemours And Co., Wilmington | Verfahren zur herstellung von polyamiden mit verbesserter färbung und verarbeitung |
JPH10171108A (ja) * | 1996-10-07 | 1998-06-26 | Konica Corp | 画像形成材料及び画像形成方法 |
-
1970
- 1970-07-04 DE DE19702033265 patent/DE2033265A1/de active Pending
-
1971
- 1971-06-23 GB GB1296295D patent/GB1296295A/en not_active Expired
- 1971-07-02 NL NL7109199A patent/NL7109199A/xx unknown
- 1971-07-02 CH CH976971A patent/CH559221A5/xx not_active IP Right Cessation
- 1971-07-02 FR FR7124363A patent/FR2097190A1/fr not_active Withdrawn
- 1971-07-02 US US00159499A patent/US3779998A/en not_active Expired - Lifetime
- 1971-07-02 IT IT26598/71A patent/IT941645B/it active
- 1971-07-02 BE BE769461A patent/BE769461A/xx unknown
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2936976A1 (de) * | 1979-09-13 | 1981-04-02 | Chemische Werke Hüls AG, 4370 Marl | Verfahren zur herstellung von polyether(ester)amiden |
DE2936977A1 (de) * | 1979-09-13 | 1981-04-02 | Chemische Werke Hüls AG, 4370 Marl | Verfahren zur herstellung von polyether(ester)amiden |
EP0306165A3 (en) * | 1987-08-29 | 1990-05-16 | BP Chemicals Limited | Preparation of homopolyamides |
Also Published As
Publication number | Publication date |
---|---|
FR2097190A1 (fr) | 1972-03-03 |
US3779998A (en) | 1973-12-18 |
GB1296295A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1972-11-15 |
NL7109199A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1972-01-06 |
CH559221A5 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1975-02-28 |
BE769461A (fr) | 1971-11-16 |
IT941645B (it) | 1973-03-10 |
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