JPH0587085B2 - - Google Patents
Info
- Publication number
- JPH0587085B2 JPH0587085B2 JP20190888A JP20190888A JPH0587085B2 JP H0587085 B2 JPH0587085 B2 JP H0587085B2 JP 20190888 A JP20190888 A JP 20190888A JP 20190888 A JP20190888 A JP 20190888A JP H0587085 B2 JPH0587085 B2 JP H0587085B2
- Authority
- JP
- Japan
- Prior art keywords
- copolymer
- hydrogenation
- stage
- polymerization
- solvent
- 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 - Lifetime
Links
- 238000005984 hydrogenation reaction Methods 0.000 claims description 38
- 229920001577 copolymer Polymers 0.000 claims description 36
- 238000000034 method Methods 0.000 claims description 33
- 239000011347 resin Substances 0.000 claims description 29
- 229920005989 resin Polymers 0.000 claims description 29
- 239000003208 petroleum Substances 0.000 claims description 27
- 229920000642 polymer Polymers 0.000 claims description 19
- 239000010409 thin film Substances 0.000 claims description 18
- 239000000178 monomer Substances 0.000 claims description 17
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical group C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 16
- 239000003054 catalyst Substances 0.000 claims description 14
- 238000007334 copolymerization reaction Methods 0.000 claims description 14
- 238000001704 evaporation Methods 0.000 claims description 13
- 230000008020 evaporation Effects 0.000 claims description 13
- ZSWFCLXCOIISFI-UHFFFAOYSA-N cyclopentadiene Chemical compound C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 claims description 12
- 238000004519 manufacturing process Methods 0.000 claims description 10
- 238000006116 polymerization reaction Methods 0.000 description 40
- 239000002904 solvent Substances 0.000 description 35
- 239000000047 product Substances 0.000 description 10
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 7
- 238000006243 chemical reaction Methods 0.000 description 7
- 239000001257 hydrogen Substances 0.000 description 7
- 229910052739 hydrogen Inorganic materials 0.000 description 7
- 238000002156 mixing Methods 0.000 description 7
- 239000002994 raw material Substances 0.000 description 7
- QEGNUYASOUJEHD-UHFFFAOYSA-N 1,1-dimethylcyclohexane Chemical compound CC1(C)CCCCC1 QEGNUYASOUJEHD-UHFFFAOYSA-N 0.000 description 6
- IIEWJVIFRVWJOD-UHFFFAOYSA-N ethylcyclohexane Chemical compound CCC1CCCCC1 IIEWJVIFRVWJOD-UHFFFAOYSA-N 0.000 description 6
- 239000007788 liquid Substances 0.000 description 6
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 5
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 5
- 239000002954 polymerization reaction product Substances 0.000 description 5
- 238000011084 recovery Methods 0.000 description 5
- 239000008096 xylene Substances 0.000 description 5
- 230000000694 effects Effects 0.000 description 4
- 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 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 150000001336 alkenes Chemical class 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- 239000012295 chemical reaction liquid Substances 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- 238000000926 separation method Methods 0.000 description 3
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- 239000011259 mixed solution Substances 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Substances [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- -1 Examples include Co Substances 0.000 description 1
- PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical compound C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 description 1
- IQSUNBLELDRPEY-UHFFFAOYSA-N 1-ethylcyclopenta-1,3-diene Chemical compound CCC1=CC=CC1 IQSUNBLELDRPEY-UHFFFAOYSA-N 0.000 description 1
- 239000004831 Hot glue Substances 0.000 description 1
- NHTMVDHEPJAVLT-UHFFFAOYSA-N Isooctane Chemical compound CC(C)CC(C)(C)C NHTMVDHEPJAVLT-UHFFFAOYSA-N 0.000 description 1
- 239000004820 Pressure-sensitive adhesive Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000004332 deodorization Methods 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- JVSWJIKNEAIKJW-UHFFFAOYSA-N dimethyl-hexane Natural products CCCCCC(C)C JVSWJIKNEAIKJW-UHFFFAOYSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- NFWSQSCIDYBUOU-UHFFFAOYSA-N methylcyclopentadiene Chemical compound CC1=CC=CC1 NFWSQSCIDYBUOU-UHFFFAOYSA-N 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 230000009965 odorless effect Effects 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 229910052707 ruthenium Inorganic materials 0.000 description 1
- 230000021317 sensory perception Effects 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000013638 trimer Substances 0.000 description 1
- 238000004260 weight control Methods 0.000 description 1
Landscapes
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP20190888A JPH0251502A (ja) | 1988-08-15 | 1988-08-15 | 石油樹脂の製造方法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP20190888A JPH0251502A (ja) | 1988-08-15 | 1988-08-15 | 石油樹脂の製造方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH0251502A JPH0251502A (ja) | 1990-02-21 |
| JPH0587085B2 true JPH0587085B2 (ar) | 1993-12-15 |
Family
ID=16448812
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP20190888A Granted JPH0251502A (ja) | 1988-08-15 | 1988-08-15 | 石油樹脂の製造方法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0251502A (ar) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1245591B1 (en) * | 2000-06-30 | 2006-11-22 | Asahi Kasei Kabushiki Kaisha | Method for hydrogenation of diene polymers and copolymers |
| KR100894935B1 (ko) * | 2002-06-26 | 2009-04-27 | 이데미쓰 고산 가부시키가이샤 | 고연화점 공중합체, 그의 제조방법 및 그의 수소첨가물 |
| JP2004083679A (ja) * | 2002-08-26 | 2004-03-18 | Idemitsu Petrochem Co Ltd | 水素添加石油樹脂の製造法 |
| KR101034969B1 (ko) | 2002-11-15 | 2011-05-17 | 톰슨 라이센싱 | 자막 작성 장치 |
| US8737810B2 (en) | 2002-11-15 | 2014-05-27 | Thomson Licensing | Method and apparatus for cropping of subtitle elements |
| JP2004189764A (ja) * | 2002-12-06 | 2004-07-08 | Idemitsu Petrochem Co Ltd | 石油樹脂及び水素添加石油樹脂の製造方法 |
| US20060223948A1 (en) * | 2002-12-20 | 2006-10-05 | Hideki Yamane | Process for the production of hydrogenated petroleum resin |
| JP5787624B2 (ja) * | 2011-06-01 | 2015-09-30 | 出光興産株式会社 | 水添石油樹脂ペレットの製造方法 |
| JP6403951B2 (ja) * | 2013-12-25 | 2018-10-10 | 出光興産株式会社 | 水素添加石油樹脂の製造方法 |
| US9994650B2 (en) | 2014-03-26 | 2018-06-12 | Maruzen Petrochemical Co., Ltd. | Method for producing hydrogenated petroleum resin |
| KR101928079B1 (ko) * | 2016-12-12 | 2018-12-11 | 한화케미칼 주식회사 | 디시클로펜타디엔계 수지의 제조 방법 및 디시클로펜타디엔계 수지 |
| EP3597672B1 (en) * | 2017-03-16 | 2023-04-26 | Maruzen Petrochemical Co., Ltd. | Production method for hydrogenated petroleum resin |
-
1988
- 1988-08-15 JP JP20190888A patent/JPH0251502A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0251502A (ja) | 1990-02-21 |
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Legal Events
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| FPAY | Renewal fee payment (prs date is renewal date of database) |
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