CA1232919A - Process for the recovery of polymerization grade butene-1 - Google Patents
Process for the recovery of polymerization grade butene-1Info
- Publication number
- CA1232919A CA1232919A CA000459574A CA459574A CA1232919A CA 1232919 A CA1232919 A CA 1232919A CA 000459574 A CA000459574 A CA 000459574A CA 459574 A CA459574 A CA 459574A CA 1232919 A CA1232919 A CA 1232919A
- Authority
- CA
- Canada
- Prior art keywords
- stream
- butene
- polymerization grade
- butadiene
- isobutene
- 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
Links
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 title claims abstract description 43
- 238000000034 method Methods 0.000 title claims abstract description 5
- 238000011084 recovery Methods 0.000 title claims abstract description 4
- 238000006116 polymerization reaction Methods 0.000 title claims abstract 5
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims abstract description 28
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 claims abstract description 10
- 238000004821 distillation Methods 0.000 claims abstract description 8
- 238000005984 hydrogenation reaction Methods 0.000 claims abstract description 8
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 claims abstract description 4
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 claims abstract 6
- 239000001282 iso-butane Substances 0.000 claims abstract 3
- 150000001875 compounds Chemical class 0.000 claims description 3
- 238000009835 boiling Methods 0.000 claims 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract description 8
- 229930195733 hydrocarbon Natural products 0.000 abstract description 6
- 150000002430 hydrocarbons Chemical class 0.000 abstract description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract description 2
- 238000000926 separation method Methods 0.000 abstract 4
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 abstract 1
- 125000001033 ether group Chemical group 0.000 abstract 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 abstract 1
- 150000002500 ions Chemical class 0.000 description 6
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 4
- 239000004215 Carbon black (E152) Substances 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000006317 isomerization reaction Methods 0.000 description 2
- 101100536354 Drosophila melanogaster tant gene Proteins 0.000 description 1
- 101150039033 Eci2 gene Proteins 0.000 description 1
- 101100118976 Mus musculus Clint1 gene Proteins 0.000 description 1
- 208000036366 Sensation of pressure Diseases 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
- 230000036647 reaction Effects 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000004230 steam cracking Methods 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- IAQRGUVFOMOMEM-ONEGZZNKSA-N trans-but-2-ene Chemical compound C\C=C\C IAQRGUVFOMOMEM-ONEGZZNKSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C11/00—Aliphatic unsaturated hydrocarbons
- C07C11/02—Alkenes
- C07C11/08—Alkenes with four carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/005—Processes comprising at least two steps in series
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/04—Purification; Separation; Use of additives by distillation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Analytical Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Water Supply & Treatment (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Treatment Of Liquids With Adsorbents In General (AREA)
- Extraction Or Liquid Replacement (AREA)
- Detergent Compositions (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT22294A/83 | 1983-07-28 | ||
| IT22294/83A IT1194351B (it) | 1983-07-28 | 1983-07-28 | Procedimento per il recupero di butene-1 grado polimerizzazione |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1232919A true CA1232919A (en) | 1988-02-16 |
Family
ID=11194295
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000459574A Expired CA1232919A (en) | 1983-07-28 | 1984-07-24 | Process for the recovery of polymerization grade butene-1 |
Country Status (26)
Families Citing this family (27)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0667329A1 (en) * | 1994-02-11 | 1995-08-16 | ENICHEM S.p.A. | Integrated process for the simultaneous production of alkyl tert-butyl ethers and 1-butene |
| JP2003063281A (ja) * | 2001-08-29 | 2003-03-05 | Sanwa Tekki Corp | 電車線ハンガイヤ及びこれに用いる絶縁結合体 |
| US8633915B2 (en) | 2007-10-04 | 2014-01-21 | Apple Inc. | Single-layer touch-sensitive display |
| US20090174676A1 (en) | 2008-01-04 | 2009-07-09 | Apple Inc. | Motion component dominance factors for motion locking of touch sensor data |
| US8576193B2 (en) | 2008-04-25 | 2013-11-05 | Apple Inc. | Brick layout and stackup for a touch screen |
| US8487898B2 (en) | 2008-04-25 | 2013-07-16 | Apple Inc. | Ground guard for capacitive sensing |
| US8319747B2 (en) | 2008-12-11 | 2012-11-27 | Apple Inc. | Single layer touch panel with segmented drive and sense electrodes |
| US8922521B2 (en) | 2009-02-02 | 2014-12-30 | Apple Inc. | Switching circuitry for touch sensitive display |
| US9261997B2 (en) | 2009-02-02 | 2016-02-16 | Apple Inc. | Touch regions in diamond configuration |
| US8593410B2 (en) | 2009-04-10 | 2013-11-26 | Apple Inc. | Touch sensor panel design |
| US8957874B2 (en) | 2009-06-29 | 2015-02-17 | Apple Inc. | Touch sensor panel design |
| US9652088B2 (en) | 2010-07-30 | 2017-05-16 | Apple Inc. | Fabrication of touch sensor panel using laser ablation |
| US9329723B2 (en) | 2012-04-16 | 2016-05-03 | Apple Inc. | Reconstruction of original touch image from differential touch image |
| US9886141B2 (en) | 2013-08-16 | 2018-02-06 | Apple Inc. | Mutual and self capacitance touch measurements in touch panel |
| US10936120B2 (en) | 2014-05-22 | 2021-03-02 | Apple Inc. | Panel bootstraping architectures for in-cell self-capacitance |
| US10289251B2 (en) | 2014-06-27 | 2019-05-14 | Apple Inc. | Reducing floating ground effects in pixelated self-capacitance touch screens |
| US9280251B2 (en) | 2014-07-11 | 2016-03-08 | Apple Inc. | Funneled touch sensor routing |
| US9880655B2 (en) | 2014-09-02 | 2018-01-30 | Apple Inc. | Method of disambiguating water from a finger touch on a touch sensor panel |
| EP3175330B1 (en) | 2014-09-22 | 2022-04-20 | Apple Inc. | Ungrounded user signal compensation for pixelated self-capacitance touch sensor panel |
| WO2016069642A1 (en) | 2014-10-27 | 2016-05-06 | Pylemta Management Llc | Pixelated self-capacitance water rejection |
| AU2016215616B2 (en) | 2015-02-02 | 2018-12-06 | Apple Inc. | Flexible self-capacitance and mutual capacitance touch sensing system architecture |
| US10488992B2 (en) | 2015-03-10 | 2019-11-26 | Apple Inc. | Multi-chip touch architecture for scalability |
| US10365773B2 (en) | 2015-09-30 | 2019-07-30 | Apple Inc. | Flexible scan plan using coarse mutual capacitance and fully-guarded measurements |
| US10534481B2 (en) | 2015-09-30 | 2020-01-14 | Apple Inc. | High aspect ratio capacitive sensor panel |
| AU2017208277B2 (en) | 2016-09-06 | 2018-12-20 | Apple Inc. | Back of cover touch sensors |
| US10642418B2 (en) | 2017-04-20 | 2020-05-05 | Apple Inc. | Finger tracking in wet environment |
| US11662867B1 (en) | 2020-05-30 | 2023-05-30 | Apple Inc. | Hover detection on a touch sensor panel |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1280845B (de) * | 1965-10-29 | 1968-10-24 | Huels Chemische Werke Ag | Verfahren zur selektiven Hydrierung von Butadien-(1, 3) in einem groessere Mengen Buten-1 sowie geringe Mengen Butadien-(1, 3) enthaltenden C-Kohlenwasserstoffgemisch |
| FR2474024A1 (fr) * | 1980-01-23 | 1981-07-24 | Inst Francais Du Petrole | Procede de production de butene-1 a partir d'une coupe c4 d'hydrocarbures |
| FR2493306A1 (fr) * | 1980-10-30 | 1982-05-07 | Inst Francais Du Petrole | Procede d'obtention de butene-1 de haute purete a partir d'une coupe c4 olefinique |
| FR2495605A1 (fr) * | 1980-12-05 | 1982-06-11 | Inst Francais Du Petrole | Procede d'obtention du butene-1 de haute purete a partir d'une coupe c4 olefinique |
| FR2508437A1 (fr) * | 1981-06-26 | 1982-12-31 | Inst Francais Du Petrole | Procede d'obtention conjointe de butene-1 de haute purete et de supercarburant a partir d'une coupe c4 olefinique |
| US4820472A (en) * | 1981-07-14 | 1989-04-11 | Westinghouse Electric Corp. | Nuclear reactor spent fuel storage rack |
-
1983
- 1983-07-28 IT IT22294/83A patent/IT1194351B/it active
-
1984
- 1984-06-27 SE SE8403426A patent/SE8403426L/xx not_active Application Discontinuation
- 1984-07-03 ZA ZA845088A patent/ZA845088B/xx unknown
- 1984-07-04 GR GR75186A patent/GR82261B/el unknown
- 1984-07-05 CS CS845243A patent/CS250667B2/cs unknown
- 1984-07-06 GB GB08417309A patent/GB2144146B/en not_active Expired
- 1984-07-16 LU LU85466A patent/LU85466A1/fr unknown
- 1984-07-17 DE DE19843426349 patent/DE3426349A1/de not_active Ceased
- 1984-07-19 BR BR8403665A patent/BR8403665A/pt unknown
- 1984-07-23 AU AU30960/84A patent/AU561302B2/en not_active Expired - Fee Related
- 1984-07-23 KR KR1019840004354A patent/KR870000583B1/ko not_active Expired
- 1984-07-24 CA CA000459574A patent/CA1232919A/en not_active Expired
- 1984-07-25 TR TR22082A patent/TR22082A/xx unknown
- 1984-07-25 NO NO843022A patent/NO843022L/no unknown
- 1984-07-26 FR FR8411913A patent/FR2549825B1/fr not_active Expired
- 1984-07-26 YU YU01321/84A patent/YU132184A/xx unknown
- 1984-07-26 PL PL24894884A patent/PL248948A1/xx unknown
- 1984-07-27 HU HU842900A patent/HUT36762A/hu unknown
- 1984-07-27 PT PT78990A patent/PT78990B/pt unknown
- 1984-07-27 BE BE0/213405A patent/BE900248A/fr not_active IP Right Cessation
- 1984-07-27 DD DD84265727A patent/DD222000A5/de unknown
- 1984-07-27 RO RO84115361A patent/RO90623A/ro unknown
- 1984-07-27 ES ES534969A patent/ES8507007A1/es not_active Expired
- 1984-07-27 DK DK369484A patent/DK369484A/da not_active Application Discontinuation
- 1984-07-27 JP JP59155719A patent/JPS6051131A/ja active Pending
- 1984-07-30 NL NL8402384A patent/NL8402384A/nl not_active Application Discontinuation
Also Published As
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |