DE2919823A1 - N-azidosulfonylaryl-maleinimide sowie deren verwendung - Google Patents
N-azidosulfonylaryl-maleinimide sowie deren verwendungInfo
- Publication number
- DE2919823A1 DE2919823A1 DE19792919823 DE2919823A DE2919823A1 DE 2919823 A1 DE2919823 A1 DE 2919823A1 DE 19792919823 DE19792919823 DE 19792919823 DE 2919823 A DE2919823 A DE 2919823A DE 2919823 A1 DE2919823 A1 DE 2919823A1
- Authority
- DE
- Germany
- Prior art keywords
- azidosulfonylaryl
- azide
- vpa
- maleinimides
- approx
- 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.)
- Withdrawn
Links
- 150000001875 compounds Chemical class 0.000 claims description 4
- 238000004132 cross linking Methods 0.000 claims description 3
- 125000003118 aryl group Chemical group 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 229920001169 thermoplastic Polymers 0.000 claims description 2
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 18
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
- 239000000203 mixture Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- ACKFHCBVNGTLOT-UHFFFAOYSA-N 4-amino-n-diazobenzenesulfonamide Chemical compound NC1=CC=C(S(=O)(=O)N=[N+]=[N-])C=C1 ACKFHCBVNGTLOT-UHFFFAOYSA-N 0.000 description 3
- -1 arylsulfonyl azides Chemical class 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- PXIPVTKHYLBLMZ-UHFFFAOYSA-N Sodium azide Chemical compound [Na+].[N-]=[N+]=[N-] PXIPVTKHYLBLMZ-UHFFFAOYSA-N 0.000 description 2
- 150000001540 azides Chemical class 0.000 description 2
- FSQQTNAZHBEJLS-UPHRSURJSA-N maleamic acid Chemical compound NC(=O)\C=C/C(O)=O FSQQTNAZHBEJLS-UPHRSURJSA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- NTMHWRHEGDRTPD-UHFFFAOYSA-N n-(4-azidosulfonylphenyl)acetamide Chemical compound CC(=O)NC1=CC=C(S(=O)(=O)N=[N+]=[N-])C=C1 NTMHWRHEGDRTPD-UHFFFAOYSA-N 0.000 description 2
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- ASOKPJOREAFHNY-UHFFFAOYSA-N 1-Hydroxybenzotriazole Chemical compound C1=CC=C2N(O)N=NC2=C1 ASOKPJOREAFHNY-UHFFFAOYSA-N 0.000 description 1
- GRDXCFKBQWDAJH-UHFFFAOYSA-N 4-acetamidobenzenesulfonyl chloride Chemical compound CC(=O)NC1=CC=C(S(Cl)(=O)=O)C=C1 GRDXCFKBQWDAJH-UHFFFAOYSA-N 0.000 description 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000004440 column chromatography Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- 239000005038 ethylene vinyl acetate Substances 0.000 description 1
- 239000003337 fertilizer Substances 0.000 description 1
- 239000012458 free base Substances 0.000 description 1
- 238000002329 infrared spectrum Methods 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- GQNUZDRZUWEUSO-UHFFFAOYSA-N n-diazo-4-(2,5-dioxopyrrol-3-yl)benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N=[N+]=[N-])=CC=C1C1=CC(=O)NC1=O GQNUZDRZUWEUSO-UHFFFAOYSA-N 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000001665 trituration Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/44—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having three double bonds between ring members or between ring members and non-ring members
- C07D207/444—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having three double bonds between ring members or between ring members and non-ring members having two doubly-bound oxygen atoms directly attached in positions 2 and 5
- C07D207/448—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having three double bonds between ring members or between ring members and non-ring members having two doubly-bound oxygen atoms directly attached in positions 2 and 5 with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms, e.g. maleimide
- C07D207/452—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having three double bonds between ring members or between ring members and non-ring members having two doubly-bound oxygen atoms directly attached in positions 2 and 5 with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms, e.g. maleimide with hydrocarbon radicals, substituted by hetero atoms, directly attached to the ring nitrogen atom
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
- C08K5/43—Compounds containing sulfur bound to nitrogen
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pyrrole Compounds (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19792919823 DE2919823A1 (de) | 1979-05-16 | 1979-05-16 | N-azidosulfonylaryl-maleinimide sowie deren verwendung |
| EP80102258A EP0019726B1 (de) | 1979-05-16 | 1980-04-25 | N-Azidosulfonylaryl-maleinimide sowie deren Verwendung |
| DE8080102258T DE3069260D1 (en) | 1979-05-16 | 1980-04-25 | N-azidosulfonylaryl maleimides and their use |
| US06/148,142 US4329556A (en) | 1979-05-16 | 1980-05-09 | N-Azidosulfonylaryl-maleinimides |
| JP6517680A JPS5663957A (en) | 1979-05-16 | 1980-05-16 | Nnazidosulfonylaryllmaleinimide and its use |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19792919823 DE2919823A1 (de) | 1979-05-16 | 1979-05-16 | N-azidosulfonylaryl-maleinimide sowie deren verwendung |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2919823A1 true DE2919823A1 (de) | 1980-11-20 |
Family
ID=6070904
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19792919823 Withdrawn DE2919823A1 (de) | 1979-05-16 | 1979-05-16 | N-azidosulfonylaryl-maleinimide sowie deren verwendung |
| DE8080102258T Expired DE3069260D1 (en) | 1979-05-16 | 1980-04-25 | N-azidosulfonylaryl maleimides and their use |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE8080102258T Expired DE3069260D1 (en) | 1979-05-16 | 1980-04-25 | N-azidosulfonylaryl maleimides and their use |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US4329556A (enExample) |
| EP (1) | EP0019726B1 (enExample) |
| JP (1) | JPS5663957A (enExample) |
| DE (2) | DE2919823A1 (enExample) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4328838A1 (de) * | 1993-08-27 | 1995-03-02 | Basf Lacke & Farben | Verfahren zur Herstellung von cyclischen N-Azidosulfonylarylimiden |
| DE4328839A1 (de) * | 1993-08-27 | 1995-07-27 | Basf Lacke & Farben | Durch Einwirkung von Strahlung vernetzende Gemische sowie Verfahren zur phototechnischen Herstellung von Reliefstrukturen |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3342851A1 (de) * | 1983-11-26 | 1985-06-05 | Merck Patent Gmbh, 6100 Darmstadt | Fotolacke |
| EP0188205B1 (de) * | 1985-01-15 | 1988-06-22 | Ciba-Geigy Ag | Polyamidester-Fotoresist-Formulierungen gesteigerter Empfindlichkeit |
| US20040235976A1 (en) * | 1996-08-23 | 2004-11-25 | Hoyle Charles E. | Polymerization processes using alphatic maleimides |
| US6034150A (en) * | 1996-08-23 | 2000-03-07 | University Of Southern Mississippi | Polymerization processes using aliphatic maleimides |
| BR9809495A (pt) * | 1997-05-27 | 2000-10-17 | First Chemical Corp | "maleimidas aromáticas e métodos para seus usos" |
| US6555593B1 (en) | 1998-01-30 | 2003-04-29 | Albemarle Corporation | Photopolymerization compositions including maleimides and processes for using the same |
| TWI287536B (en) * | 2000-04-18 | 2007-10-01 | Ind Tech Res Inst | Method for preparing azide photo-initiators |
| US20060009539A1 (en) * | 2004-07-12 | 2006-01-12 | Herr Donald E | Maleimide-based radiation curable compositions |
| RU2671352C2 (ru) * | 2013-11-07 | 2018-10-30 | Акцо Нобель Кемикалз Интернэшнл Б.В. | Способ для модификации полимеров и сополимеров на основе этилена |
| WO2015067532A1 (en) * | 2013-11-07 | 2015-05-14 | Akzo Nobel Chemicals International B.V. | Cyclic carbonate azide |
| EP3066152B1 (en) * | 2013-11-07 | 2017-12-06 | Akzo Nobel Chemicals International B.V. | Process for modifying polymers |
| US10301452B2 (en) | 2014-11-24 | 2019-05-28 | Basf Se | Mono-azide compound for photo-induced cross-linking polymer strands |
| EP3286253A1 (en) * | 2015-04-24 | 2018-02-28 | Akzo Nobel Chemicals International B.V. | Process for modifying polymers |
| KR20170134719A (ko) | 2015-04-24 | 2017-12-06 | 아크조 노벨 케미칼즈 인터내셔널 비.브이. | 중합체의 관능화 방법 |
| MX2017013394A (es) * | 2015-04-24 | 2018-01-30 | Akzo Nobel Chemicals Int Bv | Proceso para reticular polipropileno. |
| RU2748797C1 (ru) * | 2020-09-10 | 2021-05-31 | Общество с ограниченной ответственностью "Радуга" | Способ модификации полипропилена |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3341481A (en) * | 1963-08-27 | 1967-09-12 | Hercules Inc | Preparation of cellular polyolefins |
| US3562269A (en) * | 1969-03-10 | 1971-02-09 | Upjohn Co | Tris(m- or p-azidosulfonyl-phenyl)-isocyanurates |
| CH597184A5 (enExample) * | 1976-04-09 | 1978-03-31 | Ciba Geigy Ag | |
| DE2722513A1 (de) * | 1977-05-18 | 1978-11-30 | Bayer Ag | Verfahren zur herstellung von mit amidgruppen modifizierten (thio)hydantoinen |
-
1979
- 1979-05-16 DE DE19792919823 patent/DE2919823A1/de not_active Withdrawn
-
1980
- 1980-04-25 EP EP80102258A patent/EP0019726B1/de not_active Expired
- 1980-04-25 DE DE8080102258T patent/DE3069260D1/de not_active Expired
- 1980-05-09 US US06/148,142 patent/US4329556A/en not_active Expired - Lifetime
- 1980-05-16 JP JP6517680A patent/JPS5663957A/ja active Granted
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4328838A1 (de) * | 1993-08-27 | 1995-03-02 | Basf Lacke & Farben | Verfahren zur Herstellung von cyclischen N-Azidosulfonylarylimiden |
| DE4328839A1 (de) * | 1993-08-27 | 1995-07-27 | Basf Lacke & Farben | Durch Einwirkung von Strahlung vernetzende Gemische sowie Verfahren zur phototechnischen Herstellung von Reliefstrukturen |
| DE4328838B4 (de) * | 1993-08-27 | 2004-07-08 | Basf Coatings Ag | Verfahren zur Herstellung von cyclischen N-Azidosulfonylarylimiden |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS613335B2 (enExample) | 1986-01-31 |
| DE3069260D1 (en) | 1984-10-31 |
| EP0019726B1 (de) | 1984-09-26 |
| EP0019726A1 (de) | 1980-12-10 |
| JPS5663957A (en) | 1981-05-30 |
| US4329556A (en) | 1982-05-11 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8139 | Disposal/non-payment of the annual fee |