KR900701703A - α, ω-디인의 중합방법 - Google Patents
α, ω-디인의 중합방법Info
- Publication number
- KR900701703A KR900701703A KR1019900701278A KR900701278A KR900701703A KR 900701703 A KR900701703 A KR 900701703A KR 1019900701278 A KR1019900701278 A KR 1019900701278A KR 900701278 A KR900701278 A KR 900701278A KR 900701703 A KR900701703 A KR 900701703A
- Authority
- KR
- South Korea
- Prior art keywords
- dyne
- niobium
- tin
- group
- salt
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims 14
- 238000006116 polymerization reaction Methods 0.000 title claims 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims 6
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 claims 4
- 229910052758 niobium Inorganic materials 0.000 claims 4
- 239000010955 niobium Substances 0.000 claims 4
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims 3
- 125000003118 aryl group Chemical group 0.000 claims 3
- 239000003054 catalyst Substances 0.000 claims 3
- 125000001047 cyclobutenyl group Chemical group C1(=CCC1)* 0.000 claims 3
- 150000003839 salts Chemical class 0.000 claims 3
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 claims 2
- 239000003849 aromatic solvent Substances 0.000 claims 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 2
- 150000001875 compounds Chemical class 0.000 claims 2
- GUCVJGMIXFAOAE-UHFFFAOYSA-N niobium atom Chemical compound [Nb] GUCVJGMIXFAOAE-UHFFFAOYSA-N 0.000 claims 2
- -1 niobium halides Chemical class 0.000 claims 2
- 229920000642 polymer Polymers 0.000 claims 2
- 230000000379 polymerizing effect Effects 0.000 claims 2
- 239000000047 product Substances 0.000 claims 2
- 239000002904 solvent Substances 0.000 claims 2
- 125000004665 trialkylsilyl group Chemical group 0.000 claims 2
- PRBHEGAFLDMLAL-UHFFFAOYSA-N 1,5-Hexadiene Natural products CC=CCC=C PRBHEGAFLDMLAL-UHFFFAOYSA-N 0.000 claims 1
- JAHGJHDJXUHMLC-UHFFFAOYSA-N 7-[2-(7-bicyclo[4.2.0]octa-1(8),2,4,6-tetraenyl)ethyl]bicyclo[4.2.0]octa-1(8),2,4,6-tetraene Chemical group C1=CC=C2C(CCC=3C4=CC=CC=C4C=3)=CC2=C1 JAHGJHDJXUHMLC-UHFFFAOYSA-N 0.000 claims 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical class [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical class [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 238000009835 boiling Methods 0.000 claims 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical class BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 1
- 229910052794 bromium Chemical class 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- 239000000460 chlorine Substances 0.000 claims 1
- 125000000753 cycloalkyl group Chemical group 0.000 claims 1
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 claims 1
- 150000004820 halides Chemical group 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- PYGSKMBEVAICCR-UHFFFAOYSA-N hexa-1,5-diene Chemical group C=CCCC=C PYGSKMBEVAICCR-UHFFFAOYSA-N 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 150000002821 niobium Chemical class 0.000 claims 1
- 239000002244 precipitate Substances 0.000 claims 1
- 150000003254 radicals Chemical class 0.000 claims 1
- 238000007363 ring formation reaction Methods 0.000 claims 1
- 150000003481 tantalum Chemical class 0.000 claims 1
- 229910052715 tantalum Inorganic materials 0.000 claims 1
- GUVRBAGPIYLISA-UHFFFAOYSA-N tantalum atom Chemical compound [Ta] GUVRBAGPIYLISA-UHFFFAOYSA-N 0.000 claims 1
- 150000003606 tin compounds Chemical class 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C15/00—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts
- C07C15/40—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts substituted by unsaturated carbon radicals
- C07C15/50—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts substituted by unsaturated carbon radicals polycyclic non-condensed
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
- C07C2/02—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons
- C07C2/42—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons homo- or co-oligomerisation with ring formation, not being a Diels-Alder conversion
- C07C2/48—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons homo- or co-oligomerisation with ring formation, not being a Diels-Alder conversion of only hydrocarbons containing a carbon-to-carbon triple bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2527/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- C07C2527/06—Halogens; Compounds thereof
- C07C2527/133—Compounds comprising a halogen and vanadium, niobium, tantalium, antimonium or bismuth
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2527/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- C07C2527/06—Halogens; Compounds thereof
- C07C2527/135—Compounds comprising a halogen and titanum, zirconium, hafnium, germanium, tin or lead
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2531/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- C07C2531/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- C07C2531/12—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Polymerization Catalysts (AREA)
- Polymerisation Methods In General (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (14)
- 용매중에서 α,ω-디인을 나오븀 촉매와 접촉시켜 α,ω-디인의 폐환반응을 수행함을 특징으로 하여, α,ω-디인을 중합시켜 적어도 하나의 아릴 사이클로부텐 그룹을 지닌 화합물을 제조하는 방법.
- 제1항에 있어서, 니오륨 촉매가 니오븀 할라이드 및 주석 아릴 또는 알킬 또는 사이클로알킬 화합물과 반응시킨 니오븀 할라이드 그룹중에서 선택되고, 중합온도가 약 주위 온도 내지 80℃인 방법.
- 제1항에 있어서, 종결제를 첨가하여 반응을 종결시키고 침전물을 제거하여 세척한후, 용매중에서 결정화시켜 α,ω-디인이 없는 중합체를 생성시키는 방법.
- 제1항에 있어서, α,ω-디인이 1,5-헥사디엔인 방법.
- 제4항에 있어서, 생성물이 1,2-비스(벤조사이클로 부테닐)에탄인 방법.
- 제1항에 있어서, α,ω-디인이 6 내지 약 14개의 탄소원자를 함유하는 방법.
- 제1항에 있어서, 중합체가 탄소수 2이상의 알킬래디칼과 연결된 말단 아릴 사이클로부텐 그룹을 함유하는 방법.
- 일반식 N-C≡(CH2)n≡C-H(여기서, n은 0이상의 정수이다)의 α,ω-디인을 약 10℃ 내지 α,ω-디인의 비점의 온도에서 탄탈륨염 또는 니오븀염, 또는 주석염 또는 유기 주석화합물의 보조촉매를 지닌 상기 염을 포함하는 촉매와 접촉시킴을 특징으로 하여, 상기 일반식의 α,ω-디인을 중합시켜 적어도 하나 이상의 아릴 사이클로부텐 그룹을 지닌 화합물을 제조하는 방법.
- 제8항에 있어서, 탄탈륨 및 니오븀이 할로겐인 염소 및 브롬의 염으로 존재하고 보조촉매가 주석 또는 테르라아릴 주석의 할라이드인 방법.
- 제8항에 있어서, 적어도, α,ω-디인의 일부를 트리알킬 실릴 아세틸렌과 반응시켜 적어도 하나이상의 트리알킬 실릴 그룹을 지닌 생성물을 수득하는 방법
- 제8항에 있어서, 적어도 α,ω-디인의 일부를 일반식 H-C=CR(여기서, R은 수소, 트리알킬 Si-알킬할라이드 및 트리-알킬 아릴 래디칼이다)의 아세틸렌과 중합시키는 방법.
- 제11항에 있어서, R이 트리메틸 Si래디칼인 방법.
- 제1항에 있어서, 중합이 벤젠, 톨루엔 및 에틸벤젠으로 이루어진 그룹중에서 선택된 방향족 용매의 존재하에서 수행되는 방법.
- 제8항에 있어서, 중합이 벤젠, 톨루엔 및 에틸벤젠으로 이루어진 그룹중에서 선택된 방향족 용매의 존재하에서 수행되는 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US07/258,791 US4877917A (en) | 1988-10-17 | 1988-10-17 | Method of polymerizing α,ω-diynes |
| US258.791 | 1988-10-17 | ||
| PCT/US1989/004560 WO1990004578A1 (en) | 1988-10-17 | 1989-10-11 | A method of polymerizing alpha-omega diynes |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR900701703A true KR900701703A (ko) | 1990-12-04 |
| KR920004600B1 KR920004600B1 (ko) | 1992-06-11 |
Family
ID=22982143
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019900701278A KR920004600B1 (ko) | 1988-10-17 | 1989-10-11 | α, ω-디인의 중합 방법 |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US4877917A (ko) |
| EP (1) | EP0368025A1 (ko) |
| KR (1) | KR920004600B1 (ko) |
| AU (1) | AU4503389A (ko) |
| CA (1) | CA2000806A1 (ko) |
| PT (1) | PT91996A (ko) |
| WO (1) | WO1990004578A1 (ko) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5232970A (en) * | 1990-08-31 | 1993-08-03 | The Dow Chemical Company | Ceramic-filled thermally-conductive-composites containing fusible semi-crystalline polyamide and/or polybenzocyclobutenes for use in microelectronic applications |
| US6716947B1 (en) * | 2002-10-15 | 2004-04-06 | Korea Institute Of Science And Technology | Method for preparing dimethyl dipropargylmalonate polymer containing six-membered ring structure |
| CN103319520B (zh) * | 2013-06-18 | 2016-01-20 | 复旦大学 | 多苯并环丁烯官能化硅烷及其树脂的制备方法 |
| CN115386029B (zh) * | 2022-09-30 | 2023-10-27 | 浙江大学 | 一种聚双取代乙炔及其制备方法和应用 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB802510A (en) * | 1955-11-08 | 1958-10-08 | Ici Ltd | Improvements in and relating to the polymerisation of acetylenic compounds |
| US2998463A (en) * | 1959-04-01 | 1961-08-29 | American Cyanamid Co | Polymers and copolymers of diacetylenes |
| JPS5594323A (en) * | 1979-01-08 | 1980-07-17 | Toshinobu Higashimura | Preparation of 1,2,4-trisubstituted benzene |
-
1988
- 1988-10-17 US US07/258,791 patent/US4877917A/en not_active Expired - Fee Related
-
1989
- 1989-10-11 WO PCT/US1989/004560 patent/WO1990004578A1/en unknown
- 1989-10-11 AU AU45033/89A patent/AU4503389A/en not_active Abandoned
- 1989-10-11 KR KR1019900701278A patent/KR920004600B1/ko active IP Right Grant
- 1989-10-13 PT PT91996A patent/PT91996A/pt unknown
- 1989-10-13 EP EP89119018A patent/EP0368025A1/en not_active Withdrawn
- 1989-10-16 CA CA002000806A patent/CA2000806A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| PT91996A (pt) | 1990-04-30 |
| WO1990004578A1 (en) | 1990-05-03 |
| AU4503389A (en) | 1990-05-14 |
| CA2000806A1 (en) | 1990-04-17 |
| US4877917A (en) | 1989-10-31 |
| KR920004600B1 (ko) | 1992-06-11 |
| EP0368025A1 (en) | 1990-05-16 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A201 | Request for examination | ||
| G160 | Decision to publish patent application | ||
| E701 | Decision to grant or registration of patent right | ||
| NORF | Unpaid initial registration fee |