JP2007204506A - ワックスの水素化分解方法 - Google Patents
ワックスの水素化分解方法 Download PDFInfo
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- 238000004517 catalytic hydrocracking Methods 0.000 title claims abstract description 109
- 238000000034 method Methods 0.000 title claims abstract description 23
- 238000006243 chemical reaction Methods 0.000 claims abstract description 72
- 239000002994 raw material Substances 0.000 claims abstract description 47
- 239000003054 catalyst Substances 0.000 claims abstract description 36
- 238000009835 boiling Methods 0.000 claims abstract description 22
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 30
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 22
- 229910021536 Zeolite Inorganic materials 0.000 claims description 19
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 claims description 19
- 239000010457 zeolite Substances 0.000 claims description 19
- 239000000377 silicon dioxide Substances 0.000 claims description 15
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 9
- 229910052739 hydrogen Inorganic materials 0.000 claims description 9
- 239000001257 hydrogen Substances 0.000 claims description 9
- MCMNRKCIXSYSNV-UHFFFAOYSA-N Zirconium dioxide Chemical compound O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 claims description 8
- 239000002245 particle Substances 0.000 claims description 7
- 239000011973 solid acid Substances 0.000 claims description 3
- 238000002144 chemical decomposition reaction Methods 0.000 claims description 2
- 239000001993 wax Substances 0.000 abstract description 123
- 239000012188 paraffin wax Substances 0.000 abstract description 22
- 239000000203 mixture Substances 0.000 abstract description 13
- 239000000126 substance Substances 0.000 abstract 1
- 238000004064 recycling Methods 0.000 description 18
- 239000010410 layer Substances 0.000 description 11
- 150000001491 aromatic compounds Chemical class 0.000 description 10
- 238000004587 chromatography analysis Methods 0.000 description 8
- 238000002474 experimental method Methods 0.000 description 8
- 239000000446 fuel Substances 0.000 description 8
- 239000007788 liquid Substances 0.000 description 8
- 238000004821 distillation Methods 0.000 description 6
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 6
- 238000011144 upstream manufacturing Methods 0.000 description 6
- 239000011230 binding agent Substances 0.000 description 5
- 239000007789 gas Substances 0.000 description 5
- 229910052751 metal Inorganic materials 0.000 description 5
- 239000002184 metal Substances 0.000 description 5
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 3
- 230000003197 catalytic effect Effects 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 239000003208 petroleum Substances 0.000 description 3
- 229910052697 platinum Inorganic materials 0.000 description 3
- 239000011593 sulfur Substances 0.000 description 3
- 229910052717 sulfur Inorganic materials 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 238000005336 cracking Methods 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 239000003502 gasoline Substances 0.000 description 2
- 238000007327 hydrogenolysis reaction Methods 0.000 description 2
- 238000006317 isomerization reaction Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 229910052763 palladium Inorganic materials 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- 238000001308 synthesis method Methods 0.000 description 2
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- -1 and among these Inorganic materials 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 239000010426 asphalt Substances 0.000 description 1
- 230000033228 biological regulation Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229910002091 carbon monoxide Inorganic materials 0.000 description 1
- 239000003245 coal Substances 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000002309 gasification Methods 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 229910052741 iridium Inorganic materials 0.000 description 1
- GKOZUEZYRPOHIO-UHFFFAOYSA-N iridium atom Chemical compound [Ir] GKOZUEZYRPOHIO-UHFFFAOYSA-N 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 239000004200 microcrystalline wax Substances 0.000 description 1
- 239000003345 natural gas Substances 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- 238000005504 petroleum refining Methods 0.000 description 1
- 238000002407 reforming Methods 0.000 description 1
- 229910052703 rhodium Inorganic materials 0.000 description 1
- 239000010948 rhodium Substances 0.000 description 1
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 description 1
- 239000002356 single layer Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
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- B01J29/00—Catalysts comprising molecular sieves
- B01J29/04—Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites
- B01J29/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
- B01J29/08—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the faujasite type, e.g. type X or Y
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- B01J29/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
- B01J29/08—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the faujasite type, e.g. type X or Y
- B01J29/10—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the faujasite type, e.g. type X or Y containing iron group metals, noble metals or copper
- B01J29/12—Noble metals
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- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
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- C10G47/02—Cracking of hydrocarbon oils, in the presence of hydrogen or hydrogen- generating compounds, to obtain lower boiling fractions characterised by the catalyst used
- C10G47/10—Cracking of hydrocarbon oils, in the presence of hydrogen or hydrogen- generating compounds, to obtain lower boiling fractions characterised by the catalyst used with catalysts deposited on a carrier
- C10G47/12—Inorganic carriers
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- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G47/00—Cracking of hydrocarbon oils, in the presence of hydrogen or hydrogen- generating compounds, to obtain lower boiling fractions
- C10G47/02—Cracking of hydrocarbon oils, in the presence of hydrogen or hydrogen- generating compounds, to obtain lower boiling fractions characterised by the catalyst used
- C10G47/10—Cracking of hydrocarbon oils, in the presence of hydrogen or hydrogen- generating compounds, to obtain lower boiling fractions characterised by the catalyst used with catalysts deposited on a carrier
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- C10G47/00—Cracking of hydrocarbon oils, in the presence of hydrogen or hydrogen- generating compounds, to obtain lower boiling fractions
- C10G47/02—Cracking of hydrocarbon oils, in the presence of hydrogen or hydrogen- generating compounds, to obtain lower boiling fractions characterised by the catalyst used
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Abstract
【解決手段】原料ワックスの水素化分解を行うと共に、水素化分解後に生じる未分解ワックス留分を再び水素化分解に供する水素化分解方法であって、水素化分解触媒の存在下、沸点360℃以上のワックス留分からの沸点360℃未満の軽質留分への転換率が50〜85質量%となるように、原料ワックスと未分解ワックス留分との混合物について水素化分解を行う。
【選択図】図1
Description
平均粒子径0.82μmのUSYゼオライト(シリカ/アルミナのモル比:37)とアルミナボリア(アルミナ/ボリアの質量比:5.6)とアルミナバインダーとを用いて、φ1.5mm、長さ約3mmの円柱状の担体を成型した(USYゼオライト/アルミナボリア/アルミナバインダー=4/56/40(質量比))。この担体に塩化白金酸の水溶液を含浸し、担体に対して0.6質量%の白金を担持した。これを乾燥、焼成することで水素化分解触媒を得た。
原料ワックスのみの水素化分解において上記式(1)で表される転換率を75質量%としたこと、並びに原料ワックス及び未分解ワックス留分の水素化分解において上記式(1)で表される転換率を75質量%とし、混合物における未分解ワックスの含有量を25質量%としたこと以外は実施例1と同様にしてボトムリサイクル実験を行った。原料ワックスと未分解ワックス留分との混合物の水素化分解における反応温度は299℃であった。分解生成油のクロマトグラフィー分析により得られた中間留分選択性並びに中間留分中のノルマルパラフィン及び芳香族化合物の含有量を表1に示す。
平均粒子径0.82μmのUSYゼオライトの代わりに平均粒子径が0.42μmのUSYゼオライト(シリカ/アルミナのモル比:37)を用いたこと以外は実施例1と同様にして水素化分解触媒を調製した。次に、得られた水素化分解触媒を用いたこと以外は実施例1と同様にしてボトムリサイクル実験を行った。原料ワックス及び未分解ワックス留分の水素化分解における反応温度は296℃であった。分解生成油のクロマトグラフィー分析により得られた中間留分選択性並びに中間留分中のノルマルパラフィン及び芳香族化合物の含有量を表1に示す。
USYゼオライトの含有量を4質量%から2質量%に変更したこと以外は実施例1と同様にして水素化分解触媒を調製した。次に、得られた水素化分解触媒を用いたこと以外は実施例1と同様にしてボトムリサイクル実験を行った。原料ワックス及び未分解ワックス留分の水素化分解における反応温度は318℃であった。分解生成油のクロマトグラフィー分析により得られた中間留分選択性並びに中間留分中のノルマルパラフィン及び芳香族化合物の含有量を表1に示す。
原料ワックスとしてFTワックスと石油系パラフィンワックスとを質量比が60:40となるように混合したワックス(ノルマルパラフィン含有量:76質量%)を用いたこと以外は実施例1と同様にしてボトムリサイクル実験を行った。原料ワックス及び未分解ワックス留分の水素化分解における反応温度は326℃であった。分解生成油のクロマトグラフィー分析により得られた中間留分選択性並びに中間留分中のノルマルパラフィン及び芳香族化合物の含有量を表1に示す。
未分解ワックスを原料のFTワックスと混合せずに、反応塔1とラインL4との連結位置を、反応塔1側部の水素化分解触媒層2の上流端から3L/5の位置(Lは水素化分解触媒層2の上流端から下流端までの距離を示す。)に連結したこと以外は実施例1と同様にしてボトムリサイクル実験を行なった。原料ワックス及び未分解ワックス留分の水素化分解における反応温度は292℃であった。分解生成油のクロマトグラフィー分析により得られた中間留分選択性並びに中間留分中のノルマルパラフィン及び芳香族化合物の含有量を表1に示す。
原料ワックスのみの水素化分解において上記式(1)で表される転換率を40質量%としたこと、並びに原料ワックス及び未分解ワックス留分の水素化分解において上記式(1)で表される転換率を60質量%とし、混合物における未分解ワックスの含有量を40質量%としたこと以外は実施例1と同様にしてボトムリサイクル実験を行った。原料ワックスと未分解ワックス留分との混合物の水素化分解における反応温度は274℃であった。分解生成油のクロマトグラフィー分析により得られた中間留分選択性並びに中間留分中のノルマルパラフィン及び芳香族化合物の含有量を表1に示す。
原料ワックスのみの水素化分解において上記式(1)で表される転換率を95質量%としたこと、並びに原料ワックス及び未分解ワックス留分の水素化分解において上記式(1)で表される転換率を95質量%とし、混合物における未分解ワックスの含有量を5質量%としたこと以外は実施例1と同様にして、ワックスの水素化分解を行った。原料ワックスと未分解ワックス留分との混合物の水素化分解における反応温度は312℃であった。分解生成油のクロマトグラフィー分析により得られた中間留分選択性並びに中間留分中のノルマルパラフィン及び芳香族化合物の含有量を表1に示す。
Claims (5)
- 原料ワックスの水素化分解を行うと共に、水素化分解後に生じる未分解ワックス留分を再び水素化分解に供する水素化分解方法であって、
水素化分解触媒の存在下、沸点360℃以上のワックス留分からの沸点360℃未満の軽質留分への転換率が50〜85質量%となるように、前記原料ワックス及び前記未分解ワックス留分について水素化分解を行うことを特徴とするワックスの水素化分解方法。 - 前記水素化分解触媒が、USYゼオライトと、シリカアルミナ、アルミナボリア及びシリカジルコニアから選ばれる1種以上の固体酸とを含有することを特徴とする、請求項1に記載のワックスの水素化分解方法。
- 前記USYゼオライトの平均粒子径が1.0μm以下であることを特徴とする、請求項2に記載のワックスの水素化分解方法。
- 前記USYゼオライトの含有量が、前記水素化分解触媒の全量を基準として、6質量%以下であることを特徴とする、請求項2又は3に記載のワックスの水素化分解方法。
- 前記原料ワックス及び前記未分解ワックス留分について水素化分解を行う際の反応温度が370℃以下であることを特徴とする、請求項1〜4のうちのいずれか一項に記載のワックスの水素化分解方法。
Priority Applications (7)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2006021291A JP5349736B2 (ja) | 2006-01-30 | 2006-01-30 | ワックスの水素化分解方法 |
US12/161,998 US20090159490A1 (en) | 2006-01-30 | 2007-01-18 | Method of hydrogenolysis of wax and process for producing fuel base |
CNA2007800014290A CN101356253A (zh) | 2006-01-30 | 2007-01-18 | 蜡的氢化裂解方法和燃料基材的制造方法 |
EP07706962.3A EP1953208A4 (en) | 2006-01-30 | 2007-01-18 | METHOD FOR WAX HYDROGENOLYSIS AND METHOD FOR PRODUCING A FUEL BASE |
PCT/JP2007/050658 WO2007086299A1 (ja) | 2006-01-30 | 2007-01-18 | ワックスの水素化分解方法及び燃料基材の製造方法 |
AU2007208855A AU2007208855B2 (en) | 2006-01-30 | 2007-01-18 | Method of hydrogenolysis of wax and process for producing fuel base |
MYPI20081779 MY150760A (en) | 2006-01-30 | 2007-01-18 | Method of hydrogenolysis of wax and process for producing fuel base |
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JP2011173987A (ja) * | 2010-02-24 | 2011-09-08 | Japan Oil Gas & Metals National Corp | 水素化分解方法 |
WO2012023526A1 (ja) | 2010-08-19 | 2012-02-23 | 独立行政法人石油天然ガス・金属鉱物資源機構 | 反応器の洗浄方法 |
WO2012105559A1 (ja) | 2011-02-04 | 2012-08-09 | 独立行政法人石油天然ガス・金属鉱物資源機構 | 炭化水素油の製造方法 |
WO2012133319A1 (ja) | 2011-03-31 | 2012-10-04 | 独立行政法人石油天然ガス・金属鉱物資源機構 | 再生水素化分解触媒及び炭化水素油の製造方法 |
WO2012133318A1 (ja) | 2011-03-31 | 2012-10-04 | 独立行政法人石油天然ガス・金属鉱物資源機構 | 水素化分解触媒及び炭化水素油の製造方法 |
JP2013540856A (ja) * | 2010-09-14 | 2013-11-07 | サウジ アラビアン オイル カンパニー | 超臨界水及び水素供与体を用いた炭化水素からの硫黄除去 |
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US9266099B2 (en) | 2011-03-31 | 2016-02-23 | Japan Oil, Gas And Metals National Corporation | Regenerated hydrocracking catalyst and method for producing a hydrocarbon oil |
WO2012133318A1 (ja) | 2011-03-31 | 2012-10-04 | 独立行政法人石油天然ガス・金属鉱物資源機構 | 水素化分解触媒及び炭化水素油の製造方法 |
WO2012133319A1 (ja) | 2011-03-31 | 2012-10-04 | 独立行政法人石油天然ガス・金属鉱物資源機構 | 再生水素化分解触媒及び炭化水素油の製造方法 |
Also Published As
Publication number | Publication date |
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JP5349736B2 (ja) | 2013-11-20 |
CN101356253A (zh) | 2009-01-28 |
US20090159490A1 (en) | 2009-06-25 |
EP1953208A4 (en) | 2014-01-08 |
MY150760A (en) | 2014-02-28 |
EP1953208A1 (en) | 2008-08-06 |
WO2007086299A1 (ja) | 2007-08-02 |
AU2007208855A1 (en) | 2007-08-02 |
AU2007208855B2 (en) | 2011-09-22 |
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