CA1278263C - Separation du 1,3-butadiene - Google Patents

Separation du 1,3-butadiene

Info

Publication number: CA1278263C
Authority: CA; Canada
Prior art keywords: adsorbent; butadiene; extract; desorbent; feed
Prior art date: 1986-01-17
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 - Fee Related

Application number

CA000499835A

Other languages

English (en)

Inventor

Santi Kulprathipanja

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Honeywell UOP LLC

Original Assignee

UOP LLC

Priority date (The priority date 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 date listed.)

1986-01-17

Filing date

1986-01-17

Publication date

1990-12-27

1986-01-17 Application filed by UOP LLC filed Critical UOP LLC

1986-01-17 Priority to CA000499835A priority Critical patent/CA1278263C/fr

1990-12-27 Application granted granted Critical

1990-12-27 Publication of CA1278263C publication Critical patent/CA1278263C/fr

2007-12-27 Anticipated expiration legal-status Critical

Status Expired - Fee Related legal-status Critical Current

Links

KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 title claims abstract description 86
238000000926 separation method Methods 0.000 title abstract description 29
239000003463 adsorbent Substances 0.000 claims abstract description 88
239000000463 material Substances 0.000 claims abstract description 64
238000000034 method Methods 0.000 claims abstract description 55
230000008569 process Effects 0.000 claims abstract description 50
239000000203 mixture Substances 0.000 claims abstract description 46
229930195733 hydrocarbon Natural products 0.000 claims abstract description 32
150000002430 hydrocarbons Chemical class 0.000 claims abstract description 32
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 21
239000004215 Carbon black (E152) Substances 0.000 claims abstract description 15
238000003795 desorption Methods 0.000 claims abstract description 14
239000007791 liquid phase Substances 0.000 claims abstract description 13
238000001179 sorption measurement Methods 0.000 claims abstract description 13
229910052799 carbon Inorganic materials 0.000 claims abstract description 9
239000002808 molecular sieve Substances 0.000 claims abstract description 9
URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 claims abstract description 9
238000009835 boiling Methods 0.000 claims abstract description 6
239000007788 liquid Substances 0.000 claims description 6
239000000306 component Substances 0.000 description 87
239000000047 product Substances 0.000 description 15
238000012360 testing method Methods 0.000 description 12
230000000274 adsorptive effect Effects 0.000 description 9
NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 6
239000012071 phase Substances 0.000 description 6
239000011148 porous material Substances 0.000 description 6
239000000700 radioactive tracer Substances 0.000 description 6
150000001875 compounds Chemical class 0.000 description 5
IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 5
239000000126 substance Substances 0.000 description 5
VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 4
150000001993 dienes Chemical class 0.000 description 4
239000002245 particle Substances 0.000 description 4
239000011800 void material Substances 0.000 description 4
IAQRGUVFOMOMEM-UHFFFAOYSA-N but-2-ene Chemical compound CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 3
230000003197 catalytic effect Effects 0.000 description 3
238000006243 chemical reaction Methods 0.000 description 3
238000006356 dehydrogenation reaction Methods 0.000 description 3
239000012530 fluid Substances 0.000 description 3
239000001282 iso-butane Substances 0.000 description 3
150000005673 monoalkenes Chemical class 0.000 description 3
GCLGEJMYGQKIIW-UHFFFAOYSA-H sodium hexametaphosphate Chemical compound [Na]OP1(=O)OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])O1 GCLGEJMYGQKIIW-UHFFFAOYSA-H 0.000 description 3
239000007787 solid Substances 0.000 description 3
239000012808 vapor phase Substances 0.000 description 3
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
URLKBWYHVLBVBO-UHFFFAOYSA-N Para-Xylene Chemical group CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 description 2
208000036366 Sensation of pressure Diseases 0.000 description 2
238000004587 chromatography analysis Methods 0.000 description 2
239000000470 constituent Substances 0.000 description 2
238000006073 displacement reaction Methods 0.000 description 2
125000002534 ethynyl group Chemical class [H]C#C* 0.000 description 2
238000005194 fractionation Methods 0.000 description 2
239000007789 gas Substances 0.000 description 2
230000014759 maintenance of location Effects 0.000 description 2
VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
BKIMMITUMNQMOS-UHFFFAOYSA-N nonane Chemical compound CCCCCCCCC BKIMMITUMNQMOS-UHFFFAOYSA-N 0.000 description 2
238000010926 purge Methods 0.000 description 2
230000000717 retained effect Effects 0.000 description 2
239000002594 sorbent Substances 0.000 description 2
230000003068 static effect Effects 0.000 description 2
IAQRGUVFOMOMEM-ONEGZZNKSA-N trans-but-2-ene Chemical compound C\C=C\C IAQRGUVFOMOMEM-ONEGZZNKSA-N 0.000 description 2
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
239000010457 zeolite Substances 0.000 description 2
ZPEZUAAEBBHXBT-WCCKRBBISA-N (2s)-2-amino-3-methylbutanoic acid;2-amino-3-methylbutanoic acid Chemical compound CC(C)C(N)C(O)=O.CC(C)[C@H](N)C(O)=O ZPEZUAAEBBHXBT-WCCKRBBISA-N 0.000 description 1
VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical class CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 1
OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 1
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
DMMWWXVLBVUXMS-UHFFFAOYSA-N [C].C=CC=C Chemical compound [C].C=CC=C DMMWWXVLBVUXMS-UHFFFAOYSA-N 0.000 description 1
239000003513 alkali Substances 0.000 description 1
150000001336 alkenes Chemical class 0.000 description 1
229910052782 aluminium Inorganic materials 0.000 description 1
229910000323 aluminium silicate Inorganic materials 0.000 description 1
238000013459 approach Methods 0.000 description 1
QNRMTGGDHLBXQZ-UHFFFAOYSA-N buta-1,2-diene Chemical compound CC=C=C QNRMTGGDHLBXQZ-UHFFFAOYSA-N 0.000 description 1
239000006227 byproduct Substances 0.000 description 1
239000000356 contaminant Substances 0.000 description 1
238000011109 contamination Methods 0.000 description 1
230000002844 continuous effect Effects 0.000 description 1
238000010924 continuous production Methods 0.000 description 1
238000005336 cracking Methods 0.000 description 1
230000018044 dehydration Effects 0.000 description 1
238000006297 dehydration reaction Methods 0.000 description 1
238000013461 design Methods 0.000 description 1
JYIMWRSJCRRYNK-UHFFFAOYSA-N dialuminum;disodium;oxygen(2-);silicon(4+);hydrate Chemical compound O.[O-2].[O-2].[O-2].[O-2].[O-2].[O-2].[Na+].[Na+].[Al+3].[Al+3].[Si+4] JYIMWRSJCRRYNK-UHFFFAOYSA-N 0.000 description 1
XNMQEEKYCVKGBD-UHFFFAOYSA-N dimethylacetylene Natural products CC#CC XNMQEEKYCVKGBD-UHFFFAOYSA-N 0.000 description 1
230000008034 disappearance Effects 0.000 description 1
238000004821 distillation Methods 0.000 description 1
235000019441 ethanol Nutrition 0.000 description 1
238000002474 experimental method Methods 0.000 description 1
-1 extrudates Substances 0.000 description 1
238000004817 gas chromatography Methods 0.000 description 1
239000008187 granular material Substances 0.000 description 1
239000001257 hydrogen Substances 0.000 description 1
229910052739 hydrogen Inorganic materials 0.000 description 1
238000004519 manufacturing process Methods 0.000 description 1
125000002950 monocyclic group Chemical group 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
239000011301 petroleum pitch Substances 0.000 description 1
229920000642 polymer Polymers 0.000 description 1
238000012545 processing Methods 0.000 description 1
230000000750 progressive effect Effects 0.000 description 1
238000011084 recovery Methods 0.000 description 1
230000008929 regeneration Effects 0.000 description 1
238000011069 regeneration method Methods 0.000 description 1
239000012798 spherical particle Substances 0.000 description 1
229920003051 synthetic elastomer Polymers 0.000 description 1
239000005061 synthetic rubber Substances 0.000 description 1
238000012546 transfer Methods 0.000 description 1
150000003738 xylenes Chemical class 0.000 description 1

Landscapes

Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Treatment Of Liquids With Adsorbents In General (AREA)

CA000499835A 1986-01-17 1986-01-17 Separation du 1,3-butadiene Expired - Fee Related CA1278263C (fr)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
CA000499835A CA1278263C (fr)	1986-01-17	1986-01-17	Separation du 1,3-butadiene

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CA000499835A CA1278263C (fr)	1986-01-17	1986-01-17	Separation du 1,3-butadiene

Publications (1)

Publication Number	Publication Date
CA1278263C true CA1278263C (fr)	1990-12-27

Family

ID=4132298

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000499835A Expired - Fee Related CA1278263C (fr)	1986-01-17	1986-01-17	Separation du 1,3-butadiene

Country Status (1)

Country	Link
CA (1)	CA1278263C (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
CN114534441A (zh) *	2022-01-26	2022-05-27	浙江大学杭州国际科创中心	一种从复杂裂解气中一步深度脱除炔烃和丙二烯的方法

1986
- 1986-01-17 CA CA000499835A patent/CA1278263C/fr not_active Expired - Fee Related

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
CN114534441A (zh) *	2022-01-26	2022-05-27	浙江大学杭州国际科创中心	一种从复杂裂解气中一步深度脱除炔烃和丙二烯的方法
CN114534441B (zh) *	2022-01-26	2022-10-28	浙江大学杭州国际科创中心	一种从复杂裂解气中一步深度脱除炔烃和丙二烯的方法

Legal Events

Date	Code	Title	Description
1994-06-27	MKLA	Lapsed

Publication	Publication Date	Title
CA1266834A (fr)	1990-03-20	Separation de l'osprene
CA1085309A (fr)	1980-09-09	Extraction du para-xylene
US4455445A (en)	1984-06-19	Separation of C4 olefins
US3992471A (en)	1976-11-16	Process for the separation of 1,3-butadiene by selective adsorption on a zeolite adsorbent
US4455444A (en)	1984-06-19	Low temperature process for separating hydrocarbons
US5382747A (en)	1995-01-17	Process for the adsorptive separation of metaxylene from aromatic hydrocarbons
US4433195A (en)	1984-02-21	Separation of trans- and cis-olefins
US4021499A (en)	1977-05-03	Process for separating ethylbenzene
EP0683148B1 (fr)	1997-12-03	Procédé pour la séparation d'éthylbenzène par adsorption sur de la zéolite X échangée au césium
EP0254784A1 (fr)	1988-02-03	Procédé de séparation de composés monoterpéniques
US20080051619A1 (en)	2008-02-28	Olefin-Separation Process
US5900523A (en)	1999-05-04	Process for adsorptive separation of metaxylene from xylene mixtures
US4902829A (en)	1990-02-20	Process for the adsorptive separation of hydroxy paraffinic dicarboxylic acids from olefinic dicarboxylic acids
EP0712825B1 (fr)	1998-03-11	Procédé pour la séparation par adsorption de méta-xylène d'hydrocarbures aromatiques
US4382001A (en)	1983-05-03	Use of activated carbon for separation of ethanol from water
EP0086035A1 (fr)	1983-08-17	Procédé pour la séparation d'isomères orthoaromatiques par adsorption sélective
US4567309A (en)	1986-01-28	Separation of 1,3-butadiene
US4343623A (en)	1982-08-10	Use of esterified silica for separation of ethanol from water
EP0160744B1 (fr)	1989-03-22	Séparation d'isomères monocycliques et aromatiques ortho-bisubstitués par des groupes alcoyl
CA1278263C (fr)	1990-12-27	Separation du 1,3-butadiene
US5220102A (en)	1993-06-15	Process for separating normal olefins from non-normal olefins
US6252127B1 (en)	2001-06-26	Process for monomethyl acyclic hydrocarbon adsorptive separation
US3721064A (en)	1973-03-20	Isothermal process for olefin separation
EP0230700B1 (fr)	1989-09-20	Procédé de séparation de 1,3-butadiène
KR930006393B1 (ko)	1993-07-14	비-노르말 탄화수소프리펄스 스트림(pre-pulse stream)을 이용한 개선된 노르말 파라핀 흡착분리방법