KR910016655A - 디에티닐벤젠의 개선된 합성법 - Google Patents
디에티닐벤젠의 개선된 합성법 Download PDFInfo
- Publication number
- KR910016655A KR910016655A KR1019910003461A KR910003461A KR910016655A KR 910016655 A KR910016655 A KR 910016655A KR 1019910003461 A KR1019910003461 A KR 1019910003461A KR 910003461 A KR910003461 A KR 910003461A KR 910016655 A KR910016655 A KR 910016655A
- Authority
- KR
- South Korea
- Prior art keywords
- divinylbenzene
- dietinylbenzene
- bromine
- producing
- weight
- Prior art date
Links
- 230000015572 biosynthetic process Effects 0.000 title 1
- 238000003786 synthesis reaction Methods 0.000 title 1
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 claims 26
- 238000000034 method Methods 0.000 claims 11
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 9
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 9
- 229910052794 bromium Inorganic materials 0.000 claims 9
- 239000011541 reaction mixture Substances 0.000 claims 5
- 239000002904 solvent Substances 0.000 claims 4
- 238000006243 chemical reaction Methods 0.000 claims 3
- 239000003795 chemical substances by application Substances 0.000 claims 2
- 239000000203 mixture Substances 0.000 claims 2
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical group O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 claims 2
- 239000002202 Polyethylene glycol Substances 0.000 claims 1
- 230000031709 bromination Effects 0.000 claims 1
- 238000005893 bromination reaction Methods 0.000 claims 1
- 239000003518 caustics Substances 0.000 claims 1
- 238000005984 hydrogenation reaction Methods 0.000 claims 1
- 239000000543 intermediate Substances 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 229920001223 polyethylene glycol Polymers 0.000 claims 1
- 238000001256 steam distillation Methods 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C1/00—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
- C07C1/26—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only halogen atoms as hetero-atoms
- C07C1/30—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only halogen atoms as hetero-atoms by splitting-off the elements of hydrogen halide from a single molecule
-
- 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
- C07C15/42—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts substituted by unsaturated carbon radicals monocyclic
- C07C15/48—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts substituted by unsaturated carbon radicals monocyclic the hydrocarbon substituent containing a carbon-to-carbon triple bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/013—Preparation of halogenated hydrocarbons by addition of halogens
- C07C17/02—Preparation of halogenated hydrocarbons by addition of halogens to unsaturated hydrocarbons
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (11)
- 용매가 설폴란이고, 용매중의 디비닐벤젠의 농도가 20내지 50 중량%이고, 충분한 브롬 반응 혼합물에 가하여 디비닐벤젠중의 올레핀형 불포화기와 반응시키고, 브롬 및 디비닐벤젠을 반응온도가 50℃ 이상으로 상승하지 않도록 하는 속도로 혼합함을 특징으로 하는, 디비닐벤젠과 브롬의 혼합된 이성체를 용매중에서 혼합하고, 브롬화된 중간 생성물을 탈브롬화수소화시키고, 디에티닐벤젠을 탈브롬화 수소화 반응 혼합물로부터 분리하는 디에티닐벤젠의 제조방법.
- 제1항에 있어서, 디비닐벤젠과 브롬을 10내지 15℃ 범위내의 반응온도를 유지시키는 속도로 혼합함을 추가의 특징으로 하는 디에티닐벤젠의 제조방법.
- 제1항 또는 제2항에 있어서, 설폴란에 첨가된 디비닐벤젠의 전체량이 용매의 25 내지 30중량% 임을 추가의 특징으로 하는 디에티닐벤젠의 제조방법.
- 제1항 내지 제3항중 어느 한 항에 있어서, 과량의 브롬이 반응 전공정중에 존재하고, 반응혼합물에 첨가된 브롬의 전체량이 디비닐벤젠의 모든 올레핀형 불포화기와 반응하는데 필요한 화학량론적 양의 10% 이상을 초과하지 않음을 추가의 특징으로 하는 디에티닐벤젠의 제조방법.
- 제1항 내지 제4항중 어느 한 항에 있어서, DVB와 브롬을 계속 가하거나 또는 DVB의 양을 증가 시키면서 가한후 상응하는 증가량의 브롬을 가함으로써 디비닐벤젠과 브롬을 동시에 혼합함을 추가의 특징으로 하는 디에티닐벤젠의 제조방법.
- 제5항에 있어서, DVB를 전체 첨가량의 5% 중량을 초과하지 않게 증가 시키면서 가함을 추가의 특징으로 하는 디에티닐벤젠의 제조방법.
- 제1항 내지 제6항중 어느 한 항에 있어서, 디비닐벤젠의 50% 내지 80%가 디비닐벤젠의 메타 및 파라 이성체의 혼합물임을 추가의 특징으로 하는 디에티닐벤젠의 제조방법.
- 제7항에 있어서, 디비닐벤젠의 78% 내지 80%가 디비닐벤젠 이성체의 혼합물임을 추가의 특징으로 하는 디에티닐벤젠의 제조방법.
- 제1항 내지 제8항중 어느 한 항에 있어서, 가성제(caustic agent)의 중량을 포함한 브롬화 단계의 반응 혼합물의 중량을 기준으로 0.5 내지 3.0의 양의 상 이동제를 반응 혼합물에 가함을 추가의 특징으로 하는 디에티닐벤젠의 제조방법.
- 제9항에 있어서, 상기 상 이동제가 폴리에틸렌 글리콜임을 추가의 특징으로하는 디에티닐벤젠의 제조방법.
- 제1항 내지 제10항중 어느 한 항에 있어서, 디에티닐벤젠을 증기 증류에 의해 회수함을 추가의 특징으로 하는 디에티닐벤젠의 제조방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US498,679 | 1990-03-26 | ||
| US07/498,679 US4997991A (en) | 1990-03-26 | 1990-03-26 | Synthesis of diethynylbenzene |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR910016655A true KR910016655A (ko) | 1991-11-05 |
Family
ID=23982052
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019910003461A KR910016655A (ko) | 1990-03-26 | 1991-03-04 | 디에티닐벤젠의 개선된 합성법 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US4997991A (ko) |
| EP (1) | EP0450318A1 (ko) |
| JP (1) | JPH04221326A (ko) |
| KR (1) | KR910016655A (ko) |
| CN (1) | CN1055353A (ko) |
| CA (1) | CA2036452A1 (ko) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4986531A (en) * | 1989-12-19 | 1991-01-22 | Snaper Alvin A | Water-actuated novelty |
| US5645219A (en) * | 1993-08-03 | 1997-07-08 | Thiokol Corporation | Addition-polymerization resin systems for fiber-reinforced nozzle ablative components |
| CN113800998B (zh) * | 2021-06-16 | 2023-08-25 | 浙江师范大学 | 一种（2-溴乙炔基）苯类化合物的制备方法 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3594423A (en) * | 1969-10-03 | 1971-07-20 | Gen Electric | Conversion of vinylbenzenes to ethynylbenzenes |
| US3696158A (en) * | 1970-08-26 | 1972-10-03 | Gen Electric | Conversion of acetylbenzenes to unsaturated derivatives |
| CA975006A (en) * | 1970-09-21 | 1975-09-23 | Cosden Oil And Chemical Company | Acetylenic unsaturated compounds via a halogenation route |
| US3758622A (en) * | 1971-05-25 | 1973-09-11 | Cosden Oil & Chem Co | Preparation of alkynyl aryl compounds |
| US4120909A (en) * | 1977-08-11 | 1978-10-17 | Hercules Incorporated | Preparation of ethynylbenzenes |
| US4665246A (en) * | 1984-03-09 | 1987-05-12 | Chem Biochem Research, Inc. | Method of producing ethynyl aromatic compounds |
| EP0194798B1 (en) * | 1985-03-04 | 1989-06-21 | Mitsubishi Petrochemical Co., Ltd. | Optically functional elements |
-
1990
- 1990-03-26 US US07/498,679 patent/US4997991A/en not_active Expired - Fee Related
-
1991
- 1991-02-15 CA CA002036452A patent/CA2036452A1/en not_active Abandoned
- 1991-03-04 EP EP91103225A patent/EP0450318A1/en not_active Withdrawn
- 1991-03-04 CN CN91101236A patent/CN1055353A/zh active Pending
- 1991-03-04 JP JP3037551A patent/JPH04221326A/ja active Pending
- 1991-03-04 KR KR1019910003461A patent/KR910016655A/ko not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| CA2036452A1 (en) | 1991-09-27 |
| JPH04221326A (ja) | 1992-08-11 |
| EP0450318A1 (en) | 1991-10-09 |
| CN1055353A (zh) | 1991-10-16 |
| US4997991A (en) | 1991-03-05 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PA0109 | Patent application |
Patent event code: PA01091R01D Comment text: Patent Application Patent event date: 19910304 |
|
| PG1501 | Laying open of application | ||
| PC1203 | Withdrawal of no request for examination | ||
| WITN | Application deemed withdrawn, e.g. because no request for examination was filed or no examination fee was paid |