TW400372B - Removal of alkyl halides from hydrocarbon stream - Google Patents
Removal of alkyl halides from hydrocarbon stream Download PDFInfo
- Publication number
- TW400372B TW400372B TW087121014A TW87121014A TW400372B TW 400372 B TW400372 B TW 400372B TW 087121014 A TW087121014 A TW 087121014A TW 87121014 A TW87121014 A TW 87121014A TW 400372 B TW400372 B TW 400372B
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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
- C10G29/00—Refining of hydrocarbon oils, in the absence of hydrogen, with other chemicals
- C10G29/06—Metal salts, or metal salts deposited on a carrier
- C10G29/12—Halides
-
- 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
- C10G2300/00—Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
- C10G2300/10—Feedstock materials
- C10G2300/1081—Alkanes
-
- 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
- C10G2300/00—Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
- C10G2300/40—Characteristics of the process deviating from typical ways of processing
- C10G2300/4087—Catalytic distillation
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- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Catalysts (AREA)
- Treatment Of Liquids With Adsorbents In General (AREA)
- Residential Or Office Buildings (AREA)
Description
B7 五、發明説明(f ) 本發明係有關於一種由液態碳氫化合物流中移除烷基 鹵化物之方法,該方法包含至少一種異烷烴在溫和條件及 固定床反應器中負載液相酸催化劑下與碳氫化合物流接觸 Ο 石油加工中數種製程係有關於含有催化劑之鹵化物與 在原料中之碳氫化合物反應期間轉換至烷基鹵化物。可溶 解於碳氫化合物流中之烷基鹵化物並不希望存在於得自於 該等製程中的產物。例如,異烷基氟在例如異丁烷烷基化 之HF催化方法中形成,或異烷基氯在得自於例如使用以 氯化物促進之催化劑之低碳烷同分異構化或揮發油重組之 產物。 前案技藝中由碳氫化合物基質中移除烷基氟化物的方 法通常係使用在異鏈烷烴流內的吸收作用(美國專利 4,009,222號)或在聚合樹脂上的吸收作用(美國專利 5,300,685號)。此外,已知由異鏈烷烴中回收烷基氟化物 係藉由以HF萃取(美國專利3,784,628號)或蒸餾(美國 專利 3,769,177 號)。 經發現烷基圍化物可有效地由液態碳氫化合物流中移 除’其係在低溫且存有酸催化劑下藉由與異烷烴及/或芳 香系碳氫化合物反應。 因此’本發明提供一種由液態碳氫化合物基質中移除 烷基鹵化物之方法’該方法包含在存有負載於固態載體上 之酸催化劑下該_化物與異烷烴及/或芳香系碳氫化合物 反應。 -------2_ __ 本紙張尺度適用中國國家標华(CNS ) A4規格(210 X 297公麓) 經濟部中央棣準局男工消費合作衽印製 A7 ______B7 五、發明説明(> ) 經本發明方法處理之烷基鹵化物與異烷烴或芳香族碳 氫化合物反應以形成烷基化之基質及齒化氫。 特別有用的碳氫化合物爲通常使用於碳氫化合物之院 基化者,其包括異丁烷和高碳異烷烴或芳香族碳氫化合物 0 較佳之酸催化劑爲具有高酸度者,且其等包括過氟化 之磺酸,例如三氟甲基磺酸和過氟烷基磺酸。該載體物質 係方便地選自包含耐酸耐火材料,且其較佳爲矽膠。該載 體物質因此可爲任何形狀,如顆粒,錠劑,圓球和相似者 ,或可爲整體形式(monolithic form)。 在進一步較佳具體實施例中,本發明方法係進行於存 有三氟甲基磺酸負載於矽膠粒子的固定床上。本發明將藉 由下列實施例而變得更顯而易知。 實施例 實施例1 與異丁烷反應以移除次丁基氯。 該反應係進行於裝載有矽膠(Merck 100, 0.2-0.5釐米 粒子大小)的100毫升反應器中。反應器在定溫的水浴中 維持在0°C及40°C的溫度。6毫升三氟甲基磺酸被注入至 反應器內且含有0.1重量%之次丁基氯和5重量%之2-丁 烯於異丁烷的原料流以流速2.5-3克/分通經反應器。壓力 保持在大約15巴(bar)以確定原料流爲液相。次丁基氯的轉 化係藉由廢水流的GC分析來測量。在0°C時,在原料流 中之65%次丁基氯含量被移除且在40°C時高於98%。 -----------_ 本紙張尺度適用中國國家標準(CNS ) Λ4規格(210X 297公釐) I. I I I I I 裝—— 訂 ^ 線 (請先閱讀背面·5·注意乾項再^本買) A7 B7 五、發明説明()) 實施例2 異丙基氟的移除。 如同於實施例1中所述的反應器被維持於30°C。6毫 升之三氟甲基磺酸被加至反應器中且含有0.2重量%之異 丙基氟和5重量%之2-丁烯於異丁基之原料流以流速8克 /分及壓力大約15巴通經反應器。異丙基氟的轉化率係藉 由反應器中廢水流的GC分析來測量。異丙基氟之實質量 (>99% )藉由在原料流中之反應被移除。 實施例3 在未存有鏈烯之原料流中異丙基氟的移除。 異丙基氟的移除係進行於如上文實施例2中所述之相 似方法,除了使用含有5重量%異丙基氟於異丁烷之原料 流。一段時間後,由廢水流的分析顯示移除異丙基氟,且 形成之碳氫化合物產物所具有之組成相似於異丁烷與丙稀 烷基化所形成之烷基化產物者。 ----------裝---.—---訂.—----線' ·*<ls (請先閲讀背面之注意事項再本頁) 經濟部中央標準局貝工消費合作社印製 本紙張尺度適用中國國家標準(CNS ) A4規格(210X 297公釐)
Claims (1)
- A8 Ci 】Di 申請專利範圍 1·一種由液態碳氫化合物基質中移除烷基鹵化物之 方法,該方法包含在存有負載於固態載體材料上之酸催化 劑下該鹵化物與異烷烴及/或芳香系碳氫化合物反應。 2 ·根據申請專利範圍第1項之方法,其中該催化劑 爲液態超酸。 3 ·根據申請專利範圍第1項之方法,其中該催化劑 爲過氟化磺酸。 4 ·根據申請專利範圍第1項之方法,其中該催化劑 爲三氟甲基磺酸。 5 ·根據申請專利範圍第1項之方法,其中該固態載 體材料爲矽膠。 6 ·根據申請專利範圍第1項之方法,其中該碳氫化 合物基質含有異丁烷。 ---------装---_--,--訂-------味 • - · (請先閲讀背面之注意事項再填寫本貢) 經濟部中央揉率局貝工消费合作社印製 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297公釐)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DK199701494A DK149497A (da) | 1997-12-19 | 1997-12-19 | Fremstilling til fjernelse af alkylhalider fra en carbonstrøm |
Publications (1)
Publication Number | Publication Date |
---|---|
TW400372B true TW400372B (en) | 2000-08-01 |
Family
ID=8105429
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
TW087121014A TW400372B (en) | 1997-12-19 | 1998-12-17 | Removal of alkyl halides from hydrocarbon stream |
Country Status (12)
Country | Link |
---|---|
US (1) | US6043404A (zh) |
EP (1) | EP0924287B1 (zh) |
JP (1) | JPH11269102A (zh) |
KR (1) | KR19990063169A (zh) |
AT (1) | ATE226620T1 (zh) |
CA (1) | CA2256215A1 (zh) |
DE (1) | DE69808875T2 (zh) |
DK (1) | DK149497A (zh) |
EA (1) | EA002589B1 (zh) |
ES (1) | ES2186079T3 (zh) |
NO (1) | NO315975B1 (zh) |
TW (1) | TW400372B (zh) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US8093441B2 (en) | 2008-12-18 | 2012-01-10 | Exxonmobil Research And Engineering Company | Removal of light fluoroalkanes from hydrocarbon streams |
Family Cites Families (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2463077A (en) * | 1943-08-30 | 1949-03-01 | Universal Oil Prod Co | Process for treating hydrocarbon mixtures to remove halogens therefrom |
US2636912A (en) * | 1949-07-29 | 1953-04-28 | Phillips Petroleum Co | Dehydrofluorination of hydrocarbons |
US3211802A (en) * | 1962-08-09 | 1965-10-12 | Phillips Petroleum Co | Catalytic alkylation process |
US3784628A (en) * | 1971-07-06 | 1974-01-08 | Phillips Petroleum Co | Removing alkyl fluoride with hf acid from an alkylation hydrocarbon effluent |
US3769177A (en) * | 1971-11-10 | 1973-10-30 | Monsanto Co | Purification of carboxylic acids by plural stage distillation with side stream draw-offs |
US4009222A (en) * | 1974-11-04 | 1977-02-22 | Uop Inc. | Recovery of gaseous hydrogen fluoride stream in alkylation process |
US4229611A (en) * | 1979-04-11 | 1980-10-21 | Exxon Research & Engineering Co. | Isomerization alkylation systems |
US4990716A (en) * | 1989-06-09 | 1991-02-05 | The Dow Chemical Company | Preparation of diphenylmethanes |
US5220096A (en) * | 1991-06-21 | 1993-06-15 | Mobil Oil Corporation | Liquid acid alkylation catalyst composition and isoparaffin:olefin alkylation process |
US5300685A (en) * | 1991-11-25 | 1994-04-05 | Hoechst Celanese Corporation | Removal of halide impurities from organic liquids |
US5672797A (en) * | 1993-07-19 | 1997-09-30 | Uop | Alkylation of aromatics using a metal cation-modified friedel-crafts type catalyst |
US5763729A (en) * | 1994-11-14 | 1998-06-09 | Uop | Alkylation of alkanes with alkyl halides |
US5565617A (en) * | 1995-05-22 | 1996-10-15 | Uop | Process for purifying an alkylate stream |
-
1997
- 1997-12-19 DK DK199701494A patent/DK149497A/da not_active Application Discontinuation
-
1998
- 1998-12-07 DE DE69808875T patent/DE69808875T2/de not_active Expired - Fee Related
- 1998-12-07 ES ES98123265T patent/ES2186079T3/es not_active Expired - Lifetime
- 1998-12-07 EP EP98123265A patent/EP0924287B1/en not_active Expired - Lifetime
- 1998-12-07 AT AT98123265T patent/ATE226620T1/de not_active IP Right Cessation
- 1998-12-14 NO NO19985857A patent/NO315975B1/no not_active IP Right Cessation
- 1998-12-16 CA CA002256215A patent/CA2256215A1/en not_active Abandoned
- 1998-12-17 TW TW087121014A patent/TW400372B/zh not_active IP Right Cessation
- 1998-12-17 JP JP10359602A patent/JPH11269102A/ja not_active Withdrawn
- 1998-12-17 KR KR1019980055836A patent/KR19990063169A/ko not_active Application Discontinuation
- 1998-12-18 EA EA199801022A patent/EA002589B1/ru not_active IP Right Cessation
- 1998-12-21 US US09/217,779 patent/US6043404A/en not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
EP0924287A3 (en) | 1999-11-24 |
EP0924287A2 (en) | 1999-06-23 |
ATE226620T1 (de) | 2002-11-15 |
NO985857L (no) | 1999-06-21 |
US6043404A (en) | 2000-03-28 |
EA002589B1 (ru) | 2002-06-27 |
CA2256215A1 (en) | 1999-06-19 |
NO985857D0 (no) | 1998-12-14 |
NO315975B1 (no) | 2003-11-24 |
DK149497A (da) | 1999-06-20 |
ES2186079T3 (es) | 2003-05-01 |
KR19990063169A (ko) | 1999-07-26 |
JPH11269102A (ja) | 1999-10-05 |
EA199801022A2 (ru) | 1999-08-26 |
DE69808875D1 (de) | 2002-11-28 |
EA199801022A3 (ru) | 1999-12-29 |
EP0924287B1 (en) | 2002-10-23 |
DE69808875T2 (de) | 2003-03-13 |
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