CA1025593A - Preparation of mono-olefin copolymers or non-conjugated mono-olefins and dienes to insaturated group on natom subsituted lactams - Google Patents
Preparation of mono-olefin copolymers or non-conjugated mono-olefins and dienes to insaturated group on natom subsituted lactamsInfo
- Publication number
- CA1025593A CA1025593A CA197,525A CA197525A CA1025593A CA 1025593 A CA1025593 A CA 1025593A CA 197525 A CA197525 A CA 197525A CA 1025593 A CA1025593 A CA 1025593A
- Authority
- CA
- Canada
- Prior art keywords
- les
- que
- suivant
- revendication
- caractérisé
- 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.)
- Expired
Links
- 150000005673 monoalkenes Chemical class 0.000 title abstract 4
- 150000001993 dienes Chemical class 0.000 title abstract 3
- 150000003951 lactams Chemical class 0.000 title abstract 3
- 229920000089 Cyclic olefin copolymer Polymers 0.000 title 1
- 230000015572 biosynthetic process Effects 0.000 claims abstract description 3
- 229910052799 carbon Inorganic materials 0.000 claims abstract 2
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims description 11
- QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical compound CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 10
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 8
- 239000004411 aluminium Substances 0.000 claims description 8
- 229910052782 aluminium Inorganic materials 0.000 claims description 8
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 8
- 229910052720 vanadium Inorganic materials 0.000 claims description 6
- LEONUFNNVUYDNQ-UHFFFAOYSA-N vanadium atom Chemical compound [V] LEONUFNNVUYDNQ-UHFFFAOYSA-N 0.000 claims description 6
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims description 4
- 230000007704 transition Effects 0.000 claims description 4
- AGRBKDQEHIBWKA-UHFFFAOYSA-N 1-ethenylpyrrolidine-2-thione Chemical compound C=CN1CCCC1=S AGRBKDQEHIBWKA-UHFFFAOYSA-N 0.000 claims description 3
- 235000020004 porter Nutrition 0.000 claims description 3
- 238000004073 vulcanization Methods 0.000 claims description 3
- 229910052759 nickel Inorganic materials 0.000 claims description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 2
- 238000006467 substitution reaction Methods 0.000 claims 2
- 239000000470 constituent Substances 0.000 claims 1
- 239000003446 ligand Substances 0.000 claims 1
- 229920001577 copolymer Polymers 0.000 abstract description 4
- 229910052751 metal Inorganic materials 0.000 abstract description 3
- 239000002184 metal Substances 0.000 abstract description 3
- 238000000034 method Methods 0.000 abstract description 3
- 239000002841 Lewis acid Substances 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 239000012967 coordination catalyst Substances 0.000 abstract 1
- 150000007517 lewis acids Chemical class 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- 239000000203 mixture Substances 0.000 description 23
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 17
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 14
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 9
- 239000003708 ampul Substances 0.000 description 9
- 239000000243 solution Substances 0.000 description 9
- 229940082150 encore Drugs 0.000 description 8
- 239000002964 rayon Substances 0.000 description 8
- 235000010210 aluminium Nutrition 0.000 description 6
- 240000008042 Zea mays Species 0.000 description 5
- 238000002347 injection Methods 0.000 description 5
- 239000007924 injection Substances 0.000 description 5
- 101100536354 Drosophila melanogaster tant gene Proteins 0.000 description 4
- 102100026933 Myelin-associated neurite-outgrowth inhibitor Human genes 0.000 description 4
- 150000002500 ions Chemical class 0.000 description 4
- 241000238876 Acari Species 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 241001080024 Telles Species 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 3
- 238000010348 incorporation Methods 0.000 description 3
- 229920002554 vinyl polymer Polymers 0.000 description 3
- YXIWHUQXZSMYRE-UHFFFAOYSA-N 1,3-benzothiazole-2-thiol Chemical compound C1=CC=C2SC(S)=NC2=C1 YXIWHUQXZSMYRE-UHFFFAOYSA-N 0.000 description 2
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 2
- WYUYEJNGHIOFOC-VVTVMFAVSA-N 2-[(z)-1-(4-methylphenyl)-3-pyrrolidin-1-ylprop-1-enyl]pyridine;hydrochloride Chemical compound Cl.C1=CC(C)=CC=C1C(\C=1N=CC=CC=1)=C\CN1CCCC1 WYUYEJNGHIOFOC-VVTVMFAVSA-N 0.000 description 2
- 238000006677 Appel reaction Methods 0.000 description 2
- MUQNGPZZQDCDFT-JNQJZLCISA-N Halcinonide Chemical compound C1CC2=CC(=O)CC[C@]2(C)[C@]2(F)[C@@H]1[C@@H]1C[C@H]3OC(C)(C)O[C@@]3(C(=O)CCl)[C@@]1(C)C[C@@H]2O MUQNGPZZQDCDFT-JNQJZLCISA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 2
- 230000009471 action Effects 0.000 description 2
- 229940028332 halog Drugs 0.000 description 2
- 125000000962 organic group Chemical group 0.000 description 2
- 235000002020 sage Nutrition 0.000 description 2
- OCJBOOLMMGQPQU-UHFFFAOYSA-N 1,4-dichlorobenzene Chemical compound ClC1=CC=C(Cl)C=C1 OCJBOOLMMGQPQU-UHFFFAOYSA-N 0.000 description 1
- WTDXUNUUKRKQIY-UHFFFAOYSA-N 1-ethenyl-5-phenylpyrrolidin-2-one Chemical compound C1CC(=O)N(C=C)C1C1=CC=CC=C1 WTDXUNUUKRKQIY-UHFFFAOYSA-N 0.000 description 1
- CTXUTPWZJZHRJC-UHFFFAOYSA-N 1-ethenylpyrrole Chemical compound C=CN1C=CC=C1 CTXUTPWZJZHRJC-UHFFFAOYSA-N 0.000 description 1
- HECLRDQVFMWTQS-RGOKHQFPSA-N 1755-01-7 Chemical compound C1[C@H]2[C@@H]3CC=C[C@@H]3[C@@H]1C=C2 HECLRDQVFMWTQS-RGOKHQFPSA-N 0.000 description 1
- 240000000489 Agave utahensis Species 0.000 description 1
- 241000212978 Amorpha <angiosperm> Species 0.000 description 1
- 101000614621 Drosophila melanogaster Transcription factor Jra Proteins 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 241000282326 Felis catus Species 0.000 description 1
- 201000005569 Gout Diseases 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 101100366940 Mus musculus Stom gene Proteins 0.000 description 1
- 241001638394 Orphe Species 0.000 description 1
- 241000206607 Porphyra umbilicalis Species 0.000 description 1
- 229920000297 Rayon Polymers 0.000 description 1
- 208000037656 Respiratory Sounds Diseases 0.000 description 1
- 208000003629 Rupture Diseases 0.000 description 1
- 241000708948 Solva Species 0.000 description 1
- 229910010066 TiC14 Inorganic materials 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 1
- 229910021552 Vanadium(IV) chloride Inorganic materials 0.000 description 1
- 238000012550 audit Methods 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- XTHPWXDJESJLNJ-UHFFFAOYSA-M chlorosulfate Chemical compound [O-]S(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-M 0.000 description 1
- 230000015271 coagulation Effects 0.000 description 1
- 238000005345 coagulation Methods 0.000 description 1
- LMKPHJYTFHAGHK-UHFFFAOYSA-N cyclodrine Chemical compound C1CCCC1(O)C(C(=O)OCCN(CC)CC)C1=CC=CC=C1 LMKPHJYTFHAGHK-UHFFFAOYSA-N 0.000 description 1
- RWYFURDDADFSHT-RBBHPAOJSA-N diane Chemical compound OC1=CC=C2[C@H]3CC[C@](C)([C@](CC4)(O)C#C)[C@@H]4[C@@H]3CCC2=C1.C1=C(Cl)C2=CC(=O)[C@@H]3CC3[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@@](C(C)=O)(OC(=O)C)[C@@]1(C)CC2 RWYFURDDADFSHT-RBBHPAOJSA-N 0.000 description 1
- IMDXZWRLUZPMDH-UHFFFAOYSA-N dichlorophenylphosphine Chemical compound ClP(Cl)C1=CC=CC=C1 IMDXZWRLUZPMDH-UHFFFAOYSA-N 0.000 description 1
- HJXBDPDUCXORKZ-UHFFFAOYSA-N diethylalumane Chemical compound CC[AlH]CC HJXBDPDUCXORKZ-UHFFFAOYSA-N 0.000 description 1
- 235000021183 entrée Nutrition 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- MGDOJPNDRJNJBK-UHFFFAOYSA-N ethylaluminum Chemical compound [Al].C[CH2] MGDOJPNDRJNJBK-UHFFFAOYSA-N 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 210000000056 organ Anatomy 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 1
- 206010037833 rales Diseases 0.000 description 1
- 229940035339 tri-chlor Drugs 0.000 description 1
- JTJFQBNJBPPZRI-UHFFFAOYSA-J vanadium tetrachloride Chemical compound Cl[V](Cl)(Cl)Cl JTJFQBNJBPPZRI-UHFFFAOYSA-J 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- -1 vinyl thiopyrrolidone Chemical compound 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F210/00—Copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31678—Of metal
- Y10T428/31692—Next to addition polymer from unsaturated monomers
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31678—Of metal
- Y10T428/31692—Next to addition polymer from unsaturated monomers
- Y10T428/31696—Including polyene monomers [e.g., butadiene, etc.]
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Graft Or Block Polymers (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7313309A FR2225446B1 (cs) | 1973-04-12 | 1973-04-12 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1025593A true CA1025593A (en) | 1978-01-31 |
Family
ID=9117869
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA197,525A Expired CA1025593A (en) | 1973-04-12 | 1974-04-11 | Preparation of mono-olefin copolymers or non-conjugated mono-olefins and dienes to insaturated group on natom subsituted lactams |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US3939129A (cs) |
| JP (1) | JPS5710123B2 (cs) |
| BE (1) | BE813589A (cs) |
| CA (1) | CA1025593A (cs) |
| DE (1) | DE2417841A1 (cs) |
| ES (1) | ES425188A1 (cs) |
| FR (1) | FR2225446B1 (cs) |
| GB (1) | GB1427103A (cs) |
| IT (1) | IT1007892B (cs) |
| LU (1) | LU69836A1 (cs) |
| NL (1) | NL7405139A (cs) |
| SU (1) | SU576048A3 (cs) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0627151B2 (ja) * | 1985-07-08 | 1994-04-13 | 三菱油化株式会社 | 電気絶縁用エチレン共重合物架橋体 |
| DE19539093A1 (de) * | 1995-10-20 | 1997-04-24 | Hoechst Ag | Metallisierte Polyolefinfolie |
| RU2415157C1 (ru) * | 2009-07-09 | 2011-03-27 | Учреждение Российской академии наук Институт высокомолекулярных соединений РАН | Сополимеры n-винилкарбазола с n-винилкапролактамом и твердые растворы полиметилметакрилата, включающие ионы тербия и такие сополимеры |
| KR102373008B1 (ko) * | 2018-12-05 | 2022-03-11 | 한화솔루션 주식회사 | 디사이클로펜타디엔계 수지, 디사이클로펜타디엔계수첨 수지 및 이를 포함하는 접착수지 조성물 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5115159B2 (cs) * | 1972-02-05 | 1976-05-14 |
-
1973
- 1973-04-12 FR FR7313309A patent/FR2225446B1/fr not_active Expired
-
1974
- 1974-04-10 JP JP4088174A patent/JPS5710123B2/ja not_active Expired
- 1974-04-10 ES ES425188A patent/ES425188A1/es not_active Expired
- 1974-04-11 BE BE143088A patent/BE813589A/xx not_active IP Right Cessation
- 1974-04-11 US US05/460,078 patent/US3939129A/en not_active Expired - Lifetime
- 1974-04-11 CA CA197,525A patent/CA1025593A/en not_active Expired
- 1974-04-11 SU SU7402019337A patent/SU576048A3/ru active
- 1974-04-11 DE DE19742417841 patent/DE2417841A1/de not_active Withdrawn
- 1974-04-11 LU LU69836A patent/LU69836A1/xx unknown
- 1974-04-11 GB GB1634074A patent/GB1427103A/en not_active Expired
- 1974-04-12 IT IT21344/74A patent/IT1007892B/it active
- 1974-04-16 NL NL7405139A patent/NL7405139A/xx not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5710123B2 (cs) | 1982-02-25 |
| GB1427103A (en) | 1976-03-10 |
| LU69836A1 (cs) | 1974-07-18 |
| US3939129A (en) | 1976-02-17 |
| SU576048A3 (ru) | 1977-10-05 |
| BE813589A (fr) | 1974-07-31 |
| JPS5046788A (cs) | 1975-04-25 |
| NL7405139A (cs) | 1974-10-15 |
| DE2417841A1 (de) | 1974-10-24 |
| FR2225446A1 (cs) | 1974-11-08 |
| ES425188A1 (es) | 1976-07-01 |
| FR2225446B1 (cs) | 1976-05-21 |
| IT1007892B (it) | 1976-10-30 |
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