JPS5975904A - 水素添加石油樹脂の製造方法 - Google Patents
水素添加石油樹脂の製造方法Info
- Publication number
- JPS5975904A JPS5975904A JP18649682A JP18649682A JPS5975904A JP S5975904 A JPS5975904 A JP S5975904A JP 18649682 A JP18649682 A JP 18649682A JP 18649682 A JP18649682 A JP 18649682A JP S5975904 A JPS5975904 A JP S5975904A
- Authority
- JP
- Japan
- Prior art keywords
- petroleum resin
- catalyst
- platinum
- reactor
- rhodium
- 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.)
- Granted
Links
- 239000011347 resin Substances 0.000 title claims abstract description 54
- 229920005989 resin Polymers 0.000 title claims abstract description 54
- 239000003208 petroleum Substances 0.000 title claims abstract description 53
- 238000004519 manufacturing process Methods 0.000 title claims description 9
- 239000003054 catalyst Substances 0.000 claims abstract description 62
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Substances [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims abstract description 49
- 238000005984 hydrogenation reaction Methods 0.000 claims abstract description 26
- 229910052697 platinum Inorganic materials 0.000 claims abstract description 25
- 229910052703 rhodium Inorganic materials 0.000 claims abstract description 21
- 239000010948 rhodium Substances 0.000 claims abstract description 21
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 claims abstract description 20
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims abstract description 16
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 14
- 125000003118 aryl group Chemical group 0.000 claims abstract description 12
- 229910052751 metal Inorganic materials 0.000 claims abstract description 11
- 239000002184 metal Substances 0.000 claims abstract description 11
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 claims abstract description 8
- 229910052763 palladium Inorganic materials 0.000 claims abstract description 8
- 229910052707 ruthenium Inorganic materials 0.000 claims abstract description 8
- 229910052702 rhenium Inorganic materials 0.000 claims abstract description 7
- WUAPFZMCVAUBPE-UHFFFAOYSA-N rhenium atom Chemical compound [Re] WUAPFZMCVAUBPE-UHFFFAOYSA-N 0.000 claims abstract description 7
- 230000000694 effects Effects 0.000 abstract description 7
- 229910052739 hydrogen Inorganic materials 0.000 abstract description 5
- 239000001257 hydrogen Substances 0.000 abstract description 5
- 230000035484 reaction time Effects 0.000 abstract description 3
- 230000002265 prevention Effects 0.000 abstract description 2
- 238000005245 sintering Methods 0.000 abstract description 2
- 230000002035 prolonged effect Effects 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 7
- 238000000034 method Methods 0.000 description 7
- 229910052717 sulfur Inorganic materials 0.000 description 7
- 239000011593 sulfur Substances 0.000 description 7
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 5
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 239000000725 suspension Substances 0.000 description 4
- 238000002835 absorbance Methods 0.000 description 3
- 230000006866 deterioration Effects 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
- YBYIRNPNPLQARY-UHFFFAOYSA-N 1H-indene Chemical compound C1=CC=C2CC=CC2=C1 YBYIRNPNPLQARY-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 150000001336 alkenes Chemical class 0.000 description 2
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- ZSWFCLXCOIISFI-UHFFFAOYSA-N cyclopentadiene Chemical compound C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 description 2
- 230000003247 decreasing effect Effects 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 229910052759 nickel Inorganic materials 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 231100000572 poisoning Toxicity 0.000 description 2
- 230000000607 poisoning effect Effects 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 239000010409 thin film Substances 0.000 description 2
- PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical compound C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 description 1
- QTYUSOHYEPOHLV-FNORWQNLSA-N 1,3-Octadiene Chemical compound CCCC\C=C\C=C QTYUSOHYEPOHLV-FNORWQNLSA-N 0.000 description 1
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 1
- IEKPDJDYFASRFB-UHFFFAOYSA-N 1-ethyl-1h-indene Chemical compound C1=CC=C2C(CC)C=CC2=C1 IEKPDJDYFASRFB-UHFFFAOYSA-N 0.000 description 1
- LRTOHSLOFCWHRF-UHFFFAOYSA-N 1-methyl-1h-indene Chemical compound C1=CC=C2C(C)C=CC2=C1 LRTOHSLOFCWHRF-UHFFFAOYSA-N 0.000 description 1
- WAEOXIOXMKNFLQ-UHFFFAOYSA-N 1-methyl-4-prop-2-enylbenzene Chemical group CC1=CC=C(CC=C)C=C1 WAEOXIOXMKNFLQ-UHFFFAOYSA-N 0.000 description 1
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-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
- 229910015900 BF3 Inorganic materials 0.000 description 1
- 229910001369 Brass Inorganic materials 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 238000005727 Friedel-Crafts reaction Methods 0.000 description 1
- 239000004820 Pressure-sensitive adhesive Substances 0.000 description 1
- QROGIFZRVHSFLM-QHHAFSJGSA-N [(e)-prop-1-enyl]benzene Chemical compound C\C=C\C1=CC=CC=C1 QROGIFZRVHSFLM-QHHAFSJGSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
- 238000011021 bench scale process Methods 0.000 description 1
- 239000010951 brass Substances 0.000 description 1
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 235000013365 dairy product Nutrition 0.000 description 1
- 230000003111 delayed effect Effects 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 238000004134 energy conservation Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 229910000037 hydrogen sulfide Inorganic materials 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 238000000691 measurement method Methods 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000008188 pellet 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
- 229920003023 plastic Polymers 0.000 description 1
- 239000002574 poison Substances 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- WWNBZGLDODTKEM-UHFFFAOYSA-N sulfanylidenenickel Chemical compound [Ni]=S WWNBZGLDODTKEM-UHFFFAOYSA-N 0.000 description 1
- 238000005979 thermal decomposition reaction Methods 0.000 description 1
- 230000002747 voluntary effect Effects 0.000 description 1
Landscapes
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Priority Applications (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP18649682A JPS5975904A (ja) | 1982-10-23 | 1982-10-23 | 水素添加石油樹脂の製造方法 |
US06/544,230 US4540480A (en) | 1982-10-23 | 1983-10-21 | Process for preparing hydrogenated petroleum resin |
DE19833338393 DE3338393A1 (de) | 1982-10-23 | 1983-10-21 | Verfahren zur herstellung eines hydrierten erdoelharzes |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP18649682A JPS5975904A (ja) | 1982-10-23 | 1982-10-23 | 水素添加石油樹脂の製造方法 |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS5975904A true JPS5975904A (ja) | 1984-04-28 |
JPS6261201B2 JPS6261201B2 (enrdf_load_stackoverflow) | 1987-12-21 |
Family
ID=16189502
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP18649682A Granted JPS5975904A (ja) | 1982-10-23 | 1982-10-23 | 水素添加石油樹脂の製造方法 |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS5975904A (enrdf_load_stackoverflow) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2004513190A (ja) * | 2000-09-06 | 2004-04-30 | ダウ グローバル テクノロジーズ インコーポレーテッド | 不飽和ポリマーの改良水素化方法 |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH02131402U (enrdf_load_stackoverflow) * | 1989-04-04 | 1990-11-01 |
-
1982
- 1982-10-23 JP JP18649682A patent/JPS5975904A/ja active Granted
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2004513190A (ja) * | 2000-09-06 | 2004-04-30 | ダウ グローバル テクノロジーズ インコーポレーテッド | 不飽和ポリマーの改良水素化方法 |
Also Published As
Publication number | Publication date |
---|---|
JPS6261201B2 (enrdf_load_stackoverflow) | 1987-12-21 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
EP1689834B1 (en) | Ring opening for increased olefin production | |
JPS58125703A (ja) | 水素精製した炭化水素樹脂の製造法 | |
TW464688B (en) | Middle distillate selective hydrocracking process | |
US4540480A (en) | Process for preparing hydrogenated petroleum resin | |
JP2001504537A (ja) | 不飽和炭化水素の水素化方法 | |
JPS6284182A (ja) | 液体炭化水素化合物の混和物からの多核芳香族炭化水素化合物の除去方法 | |
US4629767A (en) | Hydrogenation process and catalyst | |
US5156816A (en) | System for purifying styrene monomer feedstock using ethylbenzene dehydrogenation waste gas | |
JPS5975904A (ja) | 水素添加石油樹脂の製造方法 | |
CN109718808B (zh) | 选择性加氢催化剂、制备氢化石油树脂的方法及其制得的氢化石油树脂,热熔压敏胶 | |
JPS6261202B2 (enrdf_load_stackoverflow) | ||
WO2003106019A1 (ja) | 石油樹脂の水素化触媒及び水素化石油樹脂の製造方法 | |
US4501685A (en) | Catalytic selective hydrogenation of aliphatic unsaturation in copolymers | |
JP2013121932A (ja) | オレフィン中に含有されるアセチレン系化合物を除去する、オレフィンの精製方法 | |
JPH0437841B2 (enrdf_load_stackoverflow) | ||
JP2599406B2 (ja) | 石油樹脂の水素化脱色方法 | |
JP2001512507A (ja) | 硫黄汚染物質含有供給物の水素化、水素化異性化および/または水素化脱硫の方法 | |
JPH05279269A (ja) | 不飽和炭化水素化合物の水素添加反応方法 | |
EP0584054A1 (en) | Catalytic reduction of phenylacetylene in a styrene stream | |
JPH01190704A (ja) | 水素化石油樹脂の製造方法 | |
US6727398B2 (en) | Methods and systems for purifying styrene feedstock comprising use of low palladium catalyst | |
WO2004018525A1 (ja) | 水素添加石油樹脂の製造法 | |
JPS621375B2 (enrdf_load_stackoverflow) | ||
US20040210097A1 (en) | Process for selective hydrogenation using a catalytic reactor with a hydrogen-selective membrane | |
TW201402802A (zh) | 脂肪族五碳系列石油樹脂之加氫方法及其製備之物 |