JPH04264112A - ポリイソブテンの製法 - Google Patents
ポリイソブテンの製法Info
- Publication number
- JPH04264112A JPH04264112A JP3266715A JP26671591A JPH04264112A JP H04264112 A JPH04264112 A JP H04264112A JP 3266715 A JP3266715 A JP 3266715A JP 26671591 A JP26671591 A JP 26671591A JP H04264112 A JPH04264112 A JP H04264112A
- Authority
- JP
- Japan
- Prior art keywords
- complex
- isobutene
- polyisobutene
- iso
- alcohol
- 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.)
- Withdrawn
Links
- 229920002367 Polyisobutene Polymers 0.000 title claims abstract description 12
- 238000002360 preparation method Methods 0.000 title description 3
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 claims abstract description 46
- 238000006243 chemical reaction Methods 0.000 claims abstract description 16
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 12
- 238000000034 method Methods 0.000 claims abstract description 11
- 229930195733 hydrocarbon Natural products 0.000 claims abstract description 7
- 150000002430 hydrocarbons Chemical class 0.000 claims abstract description 7
- 239000004215 Carbon black (E152) Substances 0.000 claims abstract description 3
- 239000003054 catalyst Substances 0.000 abstract description 10
- 230000007797 corrosion Effects 0.000 abstract description 3
- 238000005260 corrosion Methods 0.000 abstract description 3
- 238000009826 distribution Methods 0.000 abstract description 3
- 238000003756 stirring Methods 0.000 abstract description 3
- 230000003197 catalytic effect Effects 0.000 abstract 1
- 230000007547 defect Effects 0.000 abstract 1
- 230000001747 exhibiting effect Effects 0.000 abstract 1
- 239000007792 gaseous phase Substances 0.000 abstract 1
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 description 31
- 229910015900 BF3 Inorganic materials 0.000 description 29
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 29
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 18
- 239000008139 complexing agent Substances 0.000 description 17
- 238000006116 polymerization reaction Methods 0.000 description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- XUJLWPFSUCHPQL-UHFFFAOYSA-N 11-methyldodecan-1-ol Chemical compound CC(C)CCCCCCCCCCO XUJLWPFSUCHPQL-UHFFFAOYSA-N 0.000 description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- -1 aliphatic primary alcohols Chemical class 0.000 description 6
- MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 description 6
- 239000007789 gas Substances 0.000 description 6
- 239000007788 liquid Substances 0.000 description 5
- ZWRUINPWMLAQRD-UHFFFAOYSA-N nonan-1-ol Chemical compound CCCCCCCCCO ZWRUINPWMLAQRD-UHFFFAOYSA-N 0.000 description 5
- QDTDKYHPHANITQ-UHFFFAOYSA-N 7-methyloctan-1-ol Chemical compound CC(C)CCCCCCO QDTDKYHPHANITQ-UHFFFAOYSA-N 0.000 description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
- 239000012442 inert solvent Substances 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 3
- 238000007872 degassing Methods 0.000 description 3
- 238000004821 distillation Methods 0.000 description 3
- DMEGYFMYUHOHGS-UHFFFAOYSA-N heptamethylene Natural products C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- VWIXGTHYBZXAPS-UHFFFAOYSA-N 15-methylhexadecan-1-ol Chemical compound CC(C)CCCCCCCCCCCCCCO VWIXGTHYBZXAPS-UHFFFAOYSA-N 0.000 description 2
- OBETXYAYXDNJHR-UHFFFAOYSA-N 2-Ethylhexanoic acid Chemical compound CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 description 2
- PLLBRTOLHQQAQQ-UHFFFAOYSA-N 8-methylnonan-1-ol Chemical compound CC(C)CCCCCCCO PLLBRTOLHQQAQQ-UHFFFAOYSA-N 0.000 description 2
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- 239000004435 Oxo alcohol Substances 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical compound CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 238000007664 blowing Methods 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 2
- 238000011065 in-situ storage Methods 0.000 description 2
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 2
- QWTDNUCVQCZILF-UHFFFAOYSA-N isopentane Chemical compound CCC(C)C QWTDNUCVQCZILF-UHFFFAOYSA-N 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 229920000768 polyamine Polymers 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- 238000006722 reduction reaction Methods 0.000 description 2
- 230000002829 reductive effect Effects 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- KJIOQYGWTQBHNH-UHFFFAOYSA-N undecanol Chemical compound CCCCCCCCCCCO KJIOQYGWTQBHNH-UHFFFAOYSA-N 0.000 description 2
- GTJOHISYCKPIMT-UHFFFAOYSA-N 2-methylundecane Chemical compound CCCCCCCCCC(C)C GTJOHISYCKPIMT-UHFFFAOYSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- SGVYKUFIHHTIFL-UHFFFAOYSA-N Isobutylhexyl Natural products CCCCCCCC(C)C SGVYKUFIHHTIFL-UHFFFAOYSA-N 0.000 description 1
- NHTMVDHEPJAVLT-UHFFFAOYSA-N Isooctane Chemical compound CC(C)CC(C)(C)C NHTMVDHEPJAVLT-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- 235000011054 acetic acid Nutrition 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000274 adsorptive effect Effects 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 230000001609 comparable effect Effects 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- WJTCGQSWYFHTAC-UHFFFAOYSA-N cyclooctane Chemical compound C1CCCCCCC1 WJTCGQSWYFHTAC-UHFFFAOYSA-N 0.000 description 1
- 239000004914 cyclooctane Substances 0.000 description 1
- AFABGHUZZDYHJO-UHFFFAOYSA-N dimethyl butane Natural products CCCC(C)C AFABGHUZZDYHJO-UHFFFAOYSA-N 0.000 description 1
- JVSWJIKNEAIKJW-UHFFFAOYSA-N dimethyl-hexane Natural products CCCCCC(C)C JVSWJIKNEAIKJW-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 238000007172 homogeneous catalysis Methods 0.000 description 1
- 238000007037 hydroformylation reaction Methods 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 239000001282 iso-butane Substances 0.000 description 1
- 235000013847 iso-butane Nutrition 0.000 description 1
- VKPSKYDESGTTFR-UHFFFAOYSA-N isododecane Natural products CC(C)(C)CC(C)CC(C)(C)C VKPSKYDESGTTFR-UHFFFAOYSA-N 0.000 description 1
- 239000010687 lubricating oil Substances 0.000 description 1
- RLSSMJSEOOYNOY-UHFFFAOYSA-N m-cresol Chemical compound CC1=CC=CC(O)=C1 RLSSMJSEOOYNOY-UHFFFAOYSA-N 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- 229910000069 nitrogen hydride Inorganic materials 0.000 description 1
- QWVGKYWNOKOFNN-UHFFFAOYSA-N o-cresol Chemical compound CC1=CC=CC=C1O QWVGKYWNOKOFNN-UHFFFAOYSA-N 0.000 description 1
- IWDCLRJOBJJRNH-UHFFFAOYSA-N p-cresol Chemical compound CC1=CC=C(O)C=C1 IWDCLRJOBJJRNH-UHFFFAOYSA-N 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- IUGYQRQAERSCNH-UHFFFAOYSA-N pivalic acid Chemical compound CC(C)(C)C(O)=O IUGYQRQAERSCNH-UHFFFAOYSA-N 0.000 description 1
- 239000006223 plastic coating Substances 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 239000002685 polymerization catalyst Substances 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 1
- 239000004810 polytetrafluoroethylene Substances 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- 238000010791 quenching Methods 0.000 description 1
- 230000000171 quenching effect Effects 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 238000006268 reductive amination reaction Methods 0.000 description 1
- 238000009738 saturating Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- IAQRGUVFOMOMEM-ONEGZZNKSA-N trans-but-2-ene Chemical compound C\C=C\C IAQRGUVFOMOMEM-ONEGZZNKSA-N 0.000 description 1
- JSPLKZUTYZBBKA-UHFFFAOYSA-N trioxidane Chemical compound OOO JSPLKZUTYZBBKA-UHFFFAOYSA-N 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F10/00—Homopolymers and copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
- C08F10/04—Monomers containing three or four carbon atoms
- C08F10/08—Butenes
- C08F10/10—Isobutene
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Polymerization Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE4033196A DE4033196C1 (OSRAM) | 1990-10-19 | 1990-10-19 | |
| DE4033196.2 | 1990-10-19 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH04264112A true JPH04264112A (ja) | 1992-09-18 |
Family
ID=6416608
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP3266715A Withdrawn JPH04264112A (ja) | 1990-10-19 | 1991-10-16 | ポリイソブテンの製法 |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US5191044A (OSRAM) |
| EP (1) | EP0483553B1 (OSRAM) |
| JP (1) | JPH04264112A (OSRAM) |
| DE (2) | DE4033196C1 (OSRAM) |
| ES (1) | ES2081411T3 (OSRAM) |
Families Citing this family (36)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5286823A (en) * | 1991-06-22 | 1994-02-15 | Basf Aktiengesellschaft | Preparation of highly reactive polyisobutenes |
| DE4306384A1 (de) * | 1993-03-02 | 1994-09-08 | Basf Ag | Chlorfreie, nicht-trocknende Isobuten-Dien-Copolymere |
| DE19528942A1 (de) * | 1995-08-07 | 1997-02-13 | Basf Ag | Verfahren zur Herstellung von halogenfreiem, reaktivem Polyisobuten |
| US5710225A (en) * | 1996-08-23 | 1998-01-20 | The Lubrizol Corporation | Heteropolyacid catalyzed polymerization of olefins |
| DE19645430A1 (de) * | 1996-11-04 | 1998-05-07 | Basf Ag | Polyolefine und deren funktionalisierte Derivate |
| GB9707075D0 (en) * | 1997-04-08 | 1997-05-28 | Bp Chem Int Ltd | Polymerisation process |
| US6346585B1 (en) * | 1999-06-24 | 2002-02-12 | The Lubrizol Corporation | Ammonium heteropolyacid catalized polymerization of olefins |
| WO2001019873A1 (en) | 1999-09-16 | 2001-03-22 | Texas Petrochemicals Lp | Process for preparing polyolefin products |
| US6884858B2 (en) * | 1999-10-19 | 2005-04-26 | Texas Petrochemicals Lp | Process for preparing polyolefin products |
| US6562913B1 (en) | 1999-09-16 | 2003-05-13 | Texas Petrochemicals Lp | Process for producing high vinylidene polyisobutylene |
| US6858188B2 (en) | 2003-05-09 | 2005-02-22 | Texas Petrochemicals, Lp | Apparatus for preparing polyolefin products and methodology for using the same |
| US7037999B2 (en) * | 2001-03-28 | 2006-05-02 | Texas Petrochemicals Lp | Mid-range vinylidene content polyisobutylene polymer product and process for producing the same |
| US6992152B2 (en) * | 1999-10-19 | 2006-01-31 | Texas Petrochemicals Lp | Apparatus and method for controlling olefin polymerization process |
| DE60143490D1 (de) * | 2000-11-24 | 2010-12-30 | Takashi Sawaguchi | Von oligoolefinen mit funktionellen endgruppen abgeleitete funktionelle substanzen |
| US7402636B1 (en) | 2007-03-23 | 2008-07-22 | Exxonmobil Chemical Patents Inc | Method and apparatus for decreasing polymer deposition |
| JP5354806B2 (ja) * | 2007-08-31 | 2013-11-27 | エクソンモービル・ケミカル・パテンツ・インク | 重合反応槽の沈着を減少させる方法 |
| US20090202770A1 (en) * | 2008-02-08 | 2009-08-13 | Fengkui Li | Polypropylene/polyisobutylene blends and films prepared from same |
| KR101088529B1 (ko) | 2008-12-15 | 2011-12-05 | 대림산업 주식회사 | 삼불화붕소 착화합물 촉매 및 이를 이용한 고반응성 폴리부텐의 제조방법 |
| US20100298507A1 (en) | 2009-05-19 | 2010-11-25 | Menschig Klaus R | Polyisobutylene Production Process With Improved Efficiencies And/Or For Forming Products Having Improved Characteristics And Polyisobutylene Products Produced Thereby |
| US9040645B2 (en) | 2010-03-11 | 2015-05-26 | Petrochemical Supply, Inc. | Catalyst system for heterogenous catalysis of an isobutylene polymerization reaction |
| SG11201401508QA (en) | 2011-10-26 | 2014-05-29 | Tpc Group Llc | Polyisobutylene prepared at high velocity and circulation rate |
| MX340364B (es) | 2011-10-26 | 2016-07-06 | Tpc Group Llc | Poliisobutileno preparado con medio de reacción de bajo contenido de diluyente. |
| CA2852752A1 (en) | 2011-10-26 | 2013-05-02 | Tpc Group Llc | Mid-range vinylidene content, high viscosity polyisobutylene polymers |
| JP2015514850A (ja) | 2012-06-18 | 2015-05-21 | ペトロケミカル サプライ インコーポレーテッド | 内部ビニリデンを有するポリイソブチレン組成物及びポリイソブチレン重合体組成物の製造方法 |
| KR101523568B1 (ko) | 2013-05-16 | 2015-05-28 | 대림산업 주식회사 | 반응성 폴리부텐 및 비반응성 폴리부텐의 선택적 제조장치 및 방법 |
| BR112015030132B1 (pt) | 2013-06-05 | 2022-02-22 | Daelim Industrial Co., Ltd | Aparelho e método para preparar polibuteno com vários pesos moleculares |
| KR101511701B1 (ko) | 2013-07-30 | 2015-04-13 | 대림산업 주식회사 | 폴리부텐 제조 시 사용되는 원료의 재순환 장치 및 방법 |
| KR101628897B1 (ko) | 2014-06-18 | 2016-06-09 | 대림산업 주식회사 | 노르말 프로판올을 포함한 촉매를 이용한 폴리부텐의 제조방법 |
| JP6605939B2 (ja) * | 2015-12-17 | 2019-11-13 | Ｊｘｔｇエネルギー株式会社 | ブテンポリマーの製造方法 |
| WO2017151339A1 (en) | 2016-03-03 | 2017-09-08 | Tpc Group Llc | Low-fluoride, reactive polyisobutylene |
| US9617363B1 (en) | 2016-03-03 | 2017-04-11 | Tpc Group Llc | Low-fluoride, reactive polyisobutylene |
| US9617366B1 (en) | 2016-03-03 | 2017-04-11 | Tpc Group Llc | Low-fluoride, reactive polyisobutylene |
| US10640590B2 (en) | 2017-02-21 | 2020-05-05 | Ntp Tec, Llc | Processes for making polyisobutylene compositions |
| WO2020006437A1 (en) | 2018-06-29 | 2020-01-02 | Ntp Tec, Llc | Processes for the manufacture of isobutylene, polyisobutylene, and derivatives thereof |
| KR102203006B1 (ko) | 2019-04-24 | 2021-01-13 | 대림산업 주식회사 | 고반응성 폴리부텐의 제조 방법 |
| US20240384013A1 (en) | 2023-05-19 | 2024-11-21 | Ntp Tec, Llc | Processes for converting c4 feeds to isobutylene, polyisobutylene, or derivatives thereof |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2061289B2 (de) * | 1970-12-12 | 1978-06-29 | Basf Ag, 6700 Ludwigshafen | Verfahren zur Polymerisation von Isobutylen |
| DE2702604C2 (de) * | 1977-01-22 | 1984-08-30 | Basf Ag, 6700 Ludwigshafen | Polyisobutene |
| DE3010870A1 (de) * | 1980-03-21 | 1981-10-01 | Basf Ag, 6700 Ludwigshafen | Verfahren zur polymerisation von isobutylen |
| GB8329082D0 (en) * | 1983-11-01 | 1983-12-07 | Bp Chem Int Ltd | Low molecular weight polymers of 1-olefins |
| DE3942756A1 (de) * | 1989-12-23 | 1991-06-27 | Basf Ag | Verfahren zur reinigung von polymerisaten des isobutens |
-
1990
- 1990-10-19 DE DE4033196A patent/DE4033196C1/de not_active Expired - Lifetime
-
1991
- 1991-10-08 DE DE59107151T patent/DE59107151D1/de not_active Expired - Lifetime
- 1991-10-08 EP EP91117088A patent/EP0483553B1/de not_active Expired - Lifetime
- 1991-10-08 US US07/772,804 patent/US5191044A/en not_active Expired - Fee Related
- 1991-10-08 ES ES91117088T patent/ES2081411T3/es not_active Expired - Lifetime
- 1991-10-16 JP JP3266715A patent/JPH04264112A/ja not_active Withdrawn
Also Published As
| Publication number | Publication date |
|---|---|
| DE4033196C1 (OSRAM) | 1992-04-16 |
| US5191044A (en) | 1993-03-02 |
| ES2081411T3 (es) | 1996-03-01 |
| EP0483553A1 (de) | 1992-05-06 |
| DE59107151D1 (de) | 1996-02-08 |
| EP0483553B1 (de) | 1995-12-27 |
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