JP4446229B2 - 炭化水素の仕込原料の高付加価値化および前記仕込原料の蒸気圧を低下させるための方法 - Google Patents
炭化水素の仕込原料の高付加価値化および前記仕込原料の蒸気圧を低下させるための方法 Download PDFInfo
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Classifications
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- C—CHEMISTRY; METALLURGY
- 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
- C10G55/00—Treatment of hydrocarbon oils, in the absence of hydrogen, by at least one refining process and at least one cracking process
- C10G55/02—Treatment of hydrocarbon oils, in the absence of hydrogen, by at least one refining process and at least one cracking process plural serial stages only
- C10G55/06—Treatment of hydrocarbon oils, in the absence of hydrogen, by at least one refining process and at least one cracking process plural serial stages only including at least one catalytic cracking step
-
- C—CHEMISTRY; METALLURGY
- 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
- C10G29/00—Refining of hydrocarbon oils, in the absence of hydrogen, with other chemicals
- C10G29/20—Organic compounds not containing metal atoms
- C10G29/205—Organic compounds not containing metal atoms by reaction with hydrocarbons added to the hydrocarbon oil
-
- C—CHEMISTRY; METALLURGY
- 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
- C10G50/00—Production of liquid hydrocarbon mixtures from lower carbon number hydrocarbons, e.g. by oligomerisation
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- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Electrostatic Separation (AREA)
- Treatment Of Fiber Materials (AREA)
- Gas Separation By Absorption (AREA)
Description
a)前記炭化水素の仕込原料から、少なくとも2重量%のペンテン類を含む、実質的に炭素原子数5の化合物を含む留分(O1)を分離するステップ、
b)前記留分(O1)と、少なくとも2重量%のオレフィンを含む、炭素原子数6〜10の炭化水素を少なくとも部分的に含む炭化水素(O2)の留分とを少なくとも1種の触媒の存在下に接触状態に置くステップであり、該触媒は、前記接触状態で生じる混合物中に存在する化学種の二量化およびアルキル化反応を促進するものであるステップ、
c)ステップb)に由来する流出物を、以下の少なくとも2つの留分に分離するステップ:
− ガソリン留分(α)で、その上側蒸留点が100℃未満であり未反応の反応原料のほとんどを含む留分、および
− 灯油留分(β)で、その蒸留範囲が100℃〜300℃であり、アルキル化および二量化反応により生成した生成物のほとんどを含む留分。
n−ペンタン:13%
イソペンタン:10%
シクロペンタン:4%
メチルブテン類:21%
n−ペンテン類:16%
シクロペンテン:25.4%
− 留分(α)は、C5留分と未反応のオレフィンの部分からなり、その一部または全部を装置Aの入口に戻すこともできるし、ガソリンベースとして使用することもできるが、配管4から抜き出される。
− 1つの生成物は分子量が136g、実験式がC10H16で、これはシクロペンテンが二量化した生成物であると同定でき、
− 1つの生成物は分子量が138g、実験式がC10H18で、これはシクロペンテンをメチル−2−ブテン−2でアルキル化した生成物であると同定でき、そして
− 1つの生成物は分子量が140g、実験式がC10H20で、これはメチル−2−ブテン−2が二量化した生成物であると同定できる。
この実施例での反応手順は、前の実施例と同じである。仕込原料組成は、136gのヘプタン、2.9gのシクロペンテンおよび2.8gのメチル−3−ヘプテン−2である。この反応温度は100℃一定とする。シクロペンテンとメチル−3−ヘプテン−2が消滅する。前と同様に、3つの高沸点の化合物が現れ、それの質量分析から、以下のように同定できる:
− 1つの生成物は分子量が136g、実験式がC10H16で、これはシクロペンテンが二量化した生成物であると同定でき、
− 分子量が180gで実験式がC13H24の生成物は、シクロペンテンにメチル−3−ヘプテン−2がアルキル化した生成物と同定され、そして
− 分子量が224gで実験式がC16H32の生成物は、メチル−3−ヘプテン−2が二量化した生成物であると同定できる。
この実施例では、水蒸気分解装置からのガソリンの蒸留によって得られたC5留分を使用する。このC5留分は、ジオレフィンを選択的に水素化する前処理工程を経たものである。
− 軽質ガソリン留分、その上側蒸留点が100℃未満、収率88重量%、および
− 灯油留分、蒸留範囲が100℃から250℃までの間、収率12重量%。
実施例3で使用したのと同じC5留分を、同重量のC8留分と混合したが、このC8留分はフランス国特許第B2 765 573号に記載されたブテン類の二量化/オリゴマー化方法で得られたものである。この留分は、60重量%のメチルヘプテンと35重量%のジメチルヘプテンからなっている。
− 軽質ガソリン留分、その上側蒸留点が100℃未満、収率20重量%、および
− 灯油留分、蒸留範囲が100℃から250℃までの間、収率80重量%。
実施例3および4で得られた灯油を、活性炭の上に担持させたパラジウム系触媒を用いて水素化する。この水素化は、VVH=1L/L/h、温度150℃、圧力5MPaで実施した。この水素化によっても灯油の収率には変化はないが、ASTM標準D1322により測定したそれらの煙点では改良が認められる:
実施例3;煙点が15mmから28mmに上昇
実施例4;煙点が25mmから42mmに上昇
2:配管
3:配管
4:配管
5:配管
6:配管
A::反応装置
B:分離装置
C:装置
Claims (13)
- 炭化水素の液状仕込原料の高付加価値化および前記仕込原料の蒸気圧を低下させるための方法であって、以下の;
a)前記炭化水素の仕込原料から、少なくとも10重量%のペンテン類を含む、少なくとも70重量%の炭素原子数5の化合物を含む留分(O1)を分離するステップ、
b)前記留分(O1)と、少なくとも30重量%の炭素原子数6〜10のオレフィンを少なくとも部分的に含む炭化水素(O2)の留分とを少なくとも1種の触媒の存在下に接触状態に置くステップであり、該触媒は、前記接触状態で生じる混合物中に存在するオレフィンの二量化およびアルキル化反応を促進するものであるステップ、
c)ステップb)に由来する流出物を、以下の少なくとも2つの留分に分離するステップ:
− ガソリン留分(α)で、その上側蒸留点が100℃未満であり未反応の反応原料のほとんどを含む留分、および
− 灯油留分(β)で、その蒸留範囲が100℃〜300℃であり、アルキル化および二量化反応により生成した生成物のほとんどを含む留分、
のステップを含む方法。 - ステップc)で得られる灯油留分(β)中に含まれる不飽和化合物を水素化することからなるステップd)をさらに含む、請求項1に記載の方法。
- 炭化水素の前記液状仕込原料が、水蒸気分解方法、接触分解(FCC)方法またはコーキング方法から得られるガソリン留分である、請求項1または2に記載の方法。
- 前記炭化水素(O2)留分が、接触分解(FCC)、エチレンのオリゴマー化、パラフィンの脱水素、ブテン類およびプロペン類の二量化および/またはオリゴマー化からなる群より選択される製油方法から得られる、請求項1から3のいずれか1項に記載の方法。
- 前記留分(O1)が少なくとも10重量%のペンテン類を含む、請求項1から4のいずれか1項に記載の方法。
- 炭化水素の前記留分(O2)が、少なくとも30重量%の炭素原子数6〜10の炭化水素を含む、請求項1から5のいずれか1項に記載の方法。
- 炭化水素の前記留分(O2)が、少なくとも30重量%のオレフィンを含む、請求項1から6のいずれか1項に記載の方法。
- 炭化水素の前記留分(O2)が、純オレフィンまたは純オレフィンの混合物からなる、請求項1から7のいずれか1項に記載の方法。
- オレフィンを二量化およびアルキル化反応させる前記触媒が酸触媒である、請求項1から8のいずれか1項に記載の方法。
- 前記触媒が、イオン交換樹脂、シリカアルミナ、ゼオライト、クレー、担持された硫酸および担持されたリン酸からなる群より選択される、請求項9に記載の方法。
- ステップb)とc)が同時に実施される、請求項1から10のいずれか1項に記載の方法。
- ステップc)に由来する少なくとも1種のガソリン留分の少なくとも1種の留分が、ステップb)において接触状態に置かれる炭化水素(O2)の留分を少なくとも部分的に構成する、請求項1から11のいずれか1項に記載の方法。
- ステップc)から得られるガソリン留分がガソリンベースとして使用される、請求項1から12のいずれか1項に記載の方法。
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
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FR0210951A FR2843969B1 (fr) | 2002-09-04 | 2002-09-04 | Procede de valorisation d'une charge d'hydrocarbures et de diminution de la tension de vapeur de ladite charge |
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JP2004099891A JP2004099891A (ja) | 2004-04-02 |
JP4446229B2 true JP4446229B2 (ja) | 2010-04-07 |
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JP2003312048A Expired - Lifetime JP4446229B2 (ja) | 2002-09-04 | 2003-09-04 | 炭化水素の仕込原料の高付加価値化および前記仕込原料の蒸気圧を低下させるための方法 |
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US (1) | US7161052B2 (ja) |
EP (1) | EP1396532B1 (ja) |
JP (1) | JP4446229B2 (ja) |
KR (1) | KR100982709B1 (ja) |
AT (1) | ATE326515T1 (ja) |
DE (1) | DE60305254T2 (ja) |
DK (1) | DK1396532T3 (ja) |
ES (1) | ES2263930T3 (ja) |
FR (1) | FR2843969B1 (ja) |
MY (1) | MY135344A (ja) |
PT (1) | PT1396532E (ja) |
Families Citing this family (4)
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US8128879B2 (en) | 2010-03-31 | 2012-03-06 | Uop Llc | Apparatus for increasing weight of olefins |
US8471084B2 (en) | 2010-03-31 | 2013-06-25 | Uop Llc | Process for increasing weight of olefins |
FR2975103B1 (fr) | 2011-05-12 | 2014-08-29 | IFP Energies Nouvelles | Procede de production de coupes kerosene ou gazole a partir d'une charge olefinique ayant majoritairement de 4 a 6 atomes de carbone |
FR3134110A1 (fr) | 2022-04-05 | 2023-10-06 | Axens | Procédé amélioré de production de distillats moyens par oligomérisation d’une charge oléfinique |
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US2684325A (en) * | 1951-12-26 | 1954-07-20 | Universal Oil Prod Co | Production of saturated gasolines with increased antiknock properties |
US5326466A (en) * | 1991-01-22 | 1994-07-05 | Mobil Oil Corporation | Distillate dewaxing reactor system integrated with olefin upgrading |
US5059741A (en) | 1991-01-29 | 1991-10-22 | Shell Oil Company | C5/C6 isomerization process |
US5684220A (en) | 1995-03-23 | 1997-11-04 | Phillips Petroleum Company | Process for reducing the vapor pressure of gasoline by removing amylenes therefrom and enhancing the octane thereof |
CA2205812C (en) | 1995-10-02 | 2004-03-23 | Nkk Corporation | Scrap melting process |
US6059962A (en) * | 1998-09-09 | 2000-05-09 | Bp Amoco Corporation | Multiple stage sulfur removal process |
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- 2003-09-03 EP EP03292157A patent/EP1396532B1/fr not_active Expired - Lifetime
- 2003-09-03 DK DK03292157T patent/DK1396532T3/da active
- 2003-09-03 AT AT03292157T patent/ATE326515T1/de active
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Also Published As
Publication number | Publication date |
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DE60305254T2 (de) | 2006-09-14 |
JP2004099891A (ja) | 2004-04-02 |
KR20040021552A (ko) | 2004-03-10 |
EP1396532B1 (fr) | 2006-05-17 |
US20050101821A1 (en) | 2005-05-12 |
KR100982709B1 (ko) | 2010-09-17 |
PT1396532E (pt) | 2006-09-29 |
MY135344A (en) | 2008-03-31 |
ES2263930T3 (es) | 2006-12-16 |
DK1396532T3 (da) | 2006-09-18 |
FR2843969A1 (fr) | 2004-03-05 |
US7161052B2 (en) | 2007-01-09 |
FR2843969B1 (fr) | 2007-03-23 |
DE60305254D1 (de) | 2006-06-22 |
ATE326515T1 (de) | 2006-06-15 |
EP1396532A1 (fr) | 2004-03-10 |
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