WO2008025721A1 - 1-butene propylene copolymer compositions - Google Patents

1-butene propylene copolymer compositions Download PDF

Info

Publication number
WO2008025721A1
WO2008025721A1 PCT/EP2007/058781 EP2007058781W WO2008025721A1 WO 2008025721 A1 WO2008025721 A1 WO 2008025721A1 EP 2007058781 W EP2007058781 W EP 2007058781W WO 2008025721 A1 WO2008025721 A1 WO 2008025721A1
Authority
WO
WIPO (PCT)
Prior art keywords
butene
propylene copolymer
groups
periodic table
elements
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.)
Ceased
Application number
PCT/EP2007/058781
Other languages
English (en)
French (fr)
Inventor
Giampaolo Pellegatti
Daniele Bigiavi
Rita Martelli
Maria Silvia Tonti
Luigi Resconi
Simona Guidotti
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.)
Basell Polyolefine GmbH
Original Assignee
Basell Polyolefine GmbH
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.)
Filing date
Publication date
Application filed by Basell Polyolefine GmbH filed Critical Basell Polyolefine GmbH
Priority to EP07788529A priority Critical patent/EP2057226B1/en
Priority to DE602007003743T priority patent/DE602007003743D1/de
Priority to KR1020097004332A priority patent/KR101423946B1/ko
Priority to JP2009526051A priority patent/JP5580590B2/ja
Priority to US12/310,507 priority patent/US8097682B2/en
Priority to AT07788529T priority patent/ATE451422T1/de
Priority to CN200780040119XA priority patent/CN101528841B/zh
Publication of WO2008025721A1 publication Critical patent/WO2008025721A1/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L23/00Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
    • C08L23/02Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
    • C08L23/18Homopolymers or copolymers of hydrocarbons having four or more carbon atoms
    • C08L23/20Homopolymers or copolymers of hydrocarbons having four or more carbon atoms having four to nine carbon atoms
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F10/00Homopolymers and copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F210/00Copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
    • C08F210/04Monomers containing three or four carbon atoms
    • C08F210/06Propene
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L23/00Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
    • C08L23/02Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
    • C08L23/18Homopolymers or copolymers of hydrocarbons having four or more carbon atoms
    • C08L23/20Homopolymers or copolymers of hydrocarbons having four or more carbon atoms having four to nine carbon atoms
    • C08L23/22Copolymers of isobutene; Butyl rubber; Homopolymers or copolymers of other iso-olefins
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F210/00Copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
    • C08F210/04Monomers containing three or four carbon atoms
    • C08F210/08Butenes
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F4/00Polymerisation catalysts
    • C08F4/42Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors
    • C08F4/44Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides
    • C08F4/60Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides together with refractory metals, iron group metals, platinum group metals, manganese, rhenium technetium or compounds thereof
    • C08F4/62Refractory metals or compounds thereof
    • C08F4/64Titanium, zirconium, hafnium or compounds thereof
    • C08F4/659Component covered by group C08F4/64 containing a transition metal-carbon bond
    • C08F4/65912Component covered by group C08F4/64 containing a transition metal-carbon bond in combination with an organoaluminium compound
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F4/00Polymerisation catalysts
    • C08F4/42Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors
    • C08F4/44Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides
    • C08F4/60Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides together with refractory metals, iron group metals, platinum group metals, manganese, rhenium technetium or compounds thereof
    • C08F4/62Refractory metals or compounds thereof
    • C08F4/64Titanium, zirconium, hafnium or compounds thereof
    • C08F4/659Component covered by group C08F4/64 containing a transition metal-carbon bond
    • C08F4/6592Component covered by group C08F4/64 containing a transition metal-carbon bond containing at least one cyclopentadienyl ring, condensed or not, e.g. an indenyl or a fluorenyl ring
    • C08F4/65922Component covered by group C08F4/64 containing a transition metal-carbon bond containing at least one cyclopentadienyl ring, condensed or not, e.g. an indenyl or a fluorenyl ring containing at least two cyclopentadienyl rings, fused or not
    • C08F4/65927Component covered by group C08F4/64 containing a transition metal-carbon bond containing at least one cyclopentadienyl ring, condensed or not, e.g. an indenyl or a fluorenyl ring containing at least two cyclopentadienyl rings, fused or not two cyclopentadienyl rings being mutually bridged
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2205/00Polymer mixtures characterised by other features
    • C08L2205/02Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2314/00Polymer mixtures characterised by way of preparation
    • C08L2314/06Metallocene or single site catalysts
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S526/00Synthetic resins or natural rubbers -- part of the class 520 series
    • Y10S526/943Polymerization with metallocene catalysts

Definitions

  • R 7 and R are hydrogen atoms or C 1 -C 40 hydrocarbon radicals optionally containing heteroatoms belonging to groups 13-17 of the Periodic Table of the Elements; preferably R 7 and R are hydrogen atoms or linear or branched, cyclic or acyclic, Ci-C 4 o-alkyl, C 2 -C 4 0 alkenyl, C 2 -C 4 0 alkynyl, C6-C 4 o-aryl, C7-C 4 o-alkylaryl or
  • the metallocene compounds having C 2 or C2-like simmetry such as the metallocene compound of formula (Ia) are usually obtained from the synthesis in a mixture of racemic and meso form, the meso form is usually inactive or it produces polymer having very low molecular weight.
  • the applicant has surprisingly found that the meso form of the compound of formula (Ia) gives atactic high molecular weight poly(l-butene) in high yield.
  • the intrinsic viscosity (LV.) was measured in tetrahydronaphtalene (THN) at 135°C. If indicated that it was measured in decahydronaphtalene, the conversion between the intrinsic viscosity measured in tetrahydronapthalene and intrinsic viscosity measured in decahydronaphtalene
  • Figure 2 shows the qualitative thermograms of the polymer of example 1 at various times.
  • This equation has been derived by analyzing the IV measured in THN and DHN of several polybutene samples.
  • a : form 28.4 to 27.45 ppm represents the XBX mm triads
  • Infrared crystallinity was determined from the infrared absorption spectrum of about 1 mm thin film of the polymer by using the absorptions A at 1221 cm “1 and 1151 cm “1 in the equation:
  • XS ⁇ c weight percentage of the total soluble fraction
  • M first aliquot residue on evaporation
  • M r second aliquot residue on evaporation
  • Vb evaporated blank volume

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
PCT/EP2007/058781 2006-08-30 2007-08-23 1-butene propylene copolymer compositions Ceased WO2008025721A1 (en)

Priority Applications (7)

Application Number Priority Date Filing Date Title
EP07788529A EP2057226B1 (en) 2006-08-30 2007-08-23 1-butene propylene copolymer compositions
DE602007003743T DE602007003743D1 (de) 2006-08-30 2007-08-23 1-buten-propylen-copolymer-zusammensetzungen
KR1020097004332A KR101423946B1 (ko) 2006-08-30 2007-08-23 1-부텐 프로필렌 공중합체 조성물
JP2009526051A JP5580590B2 (ja) 2006-08-30 2007-08-23 1−ブテンプロピレンコポリマー組成物
US12/310,507 US8097682B2 (en) 2006-08-30 2007-08-23 1-butene propylene copolymer compositions
AT07788529T ATE451422T1 (de) 2006-08-30 2007-08-23 1-buten-propylen-copolymer-zusammensetzungen
CN200780040119XA CN101528841B (zh) 2006-08-30 2007-08-23 1-丁烯丙烯共聚物组合物

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
EP06119816.4 2006-08-30
EP06119816 2006-08-30
US84170206P 2006-09-01 2006-09-01
US60/841,702 2006-09-01

Publications (1)

Publication Number Publication Date
WO2008025721A1 true WO2008025721A1 (en) 2008-03-06

Family

ID=38752518

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2007/058781 Ceased WO2008025721A1 (en) 2006-08-30 2007-08-23 1-butene propylene copolymer compositions

Country Status (7)

Country Link
US (1) US8097682B2 (https=)
EP (1) EP2057226B1 (https=)
JP (1) JP5580590B2 (https=)
KR (1) KR101423946B1 (https=)
AT (1) ATE451422T1 (https=)
DE (1) DE602007003743D1 (https=)
WO (1) WO2008025721A1 (https=)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8097681B2 (en) 2006-08-30 2012-01-17 Basell Polyolefine Gmbh 1-butene propylene copolymer compositions

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR101813706B1 (ko) 2014-12-04 2017-12-29 주식회사 엘지화학 무연신 폴리프로필렌계 필름
JP7034252B2 (ja) * 2017-08-04 2022-03-11 バーゼル・ポリオレフィン・イタリア・ソチエタ・ア・レスポンサビリタ・リミタータ 高い溶融流量を有するブテン-1重合体組成物
WO2019025585A1 (en) * 2017-08-04 2019-02-07 Basell Poliolefine Italia S.R.L. BUTENE-1 POLYMER COMPOSITION WITH HIGH FLUIDITY INDEX
KR102772886B1 (ko) 2019-07-15 2025-02-27 주식회사 엘지에너지솔루션 전극 바인더의 제조방법 및 상기 전극 바인더를 포함하는 전극 복합체

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1219645A1 (en) * 2000-12-26 2002-07-03 Mitsui Chemicals, Inc. Polybutene resin and pipe material and pipe comprising the same
EP1308466A1 (en) * 2000-07-03 2003-05-07 Mitsui Chemicals, Inc. Butene copolymer, resin composition comprising the copolymer and moldings of the composition, and solid titanium catalyst for producing the copolymer and method for preparing the catalyst

Family Cites Families (27)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4298722A (en) 1980-03-11 1981-11-03 E. I. Du Pont De Nemours And Company Fractionable, elastomeric poly (1-butene)
US7163907B1 (en) 1987-01-30 2007-01-16 Exxonmobil Chemical Patents Inc. Aluminum-free monocyclopentadienyl metallocene catalysts for olefin polymerization
IL95278A0 (en) 1989-08-03 1991-06-30 Exxon Chemical Patents Inc Very high molecular weight polyethylene
RU2118203C1 (ru) 1990-06-22 1998-08-27 Экксон Кэмикал Пейтентс Инк. Каталитическая система для получения полиолефинов и композиция, используемая для полимеризации олефинов
DE4117228A1 (de) 1991-05-27 1992-12-03 Zahnradfabrik Friedrichshafen Gangschaltung fuer elektrisch gesteuerte getriebe
IT1256259B (it) 1992-12-30 1995-11-29 Montecatini Tecnologie Srl Composti mettallocenici aventi leganti di tipo fluorenilico
US6559252B1 (en) 1997-10-29 2003-05-06 Basell Technology Company Bv Catalysts and processes for the polymerization of olefins
KR19990067851A (ko) 1998-01-14 1999-08-25 고오사이 아끼오 올레핀 중합체, 올레핀 중합 촉매 및 올레핀 중합체의 제조 방법
BR0014616A (pt) 1999-09-22 2002-06-18 Basell Technology Co Bv Sistema catalìtico e processo para a polimerização de olefinas
US6444833B1 (en) 1999-12-15 2002-09-03 Basell Technology Company Bv Metallocene compounds, process for their preparation and their use in catalytic systems for the polymerization of olefins
DE19962910A1 (de) 1999-12-23 2001-07-05 Targor Gmbh Chemische Verbindung, Verfahren zu deren Herstellung und deren Verwendung in Katalysatorsystemen zur Herstellung von Polyolefinen
DE19962814A1 (de) 1999-12-23 2001-06-28 Targor Gmbh Neues Katalysatorsystem und dessen Verwendung
DE60103702T2 (de) 2000-02-24 2005-06-23 Basell Polyolefine Gmbh Organometallische Verbindungen die als Cokatalysator bei der Polymerisation von Olefinen verwendet ist
JP2002348343A (ja) * 2001-05-28 2002-12-04 Idemitsu Petrochem Co Ltd オレフィン系重合体、その製造方法及び該重合体を含む熱可塑性樹脂組成物
WO2002100908A1 (en) 2001-06-12 2002-12-19 Basell Polyolefine Gmbh Process for the polymerization of 1-butene
JP4332029B2 (ja) * 2001-06-12 2009-09-16 バーゼル・ポリオレフィン・ゲーエムベーハー 1−ブテンの重合方法
DE60208683T2 (de) 2001-08-01 2006-11-02 Basell Polyolefine Gmbh Verfahren zur herstellung von heterocyclischen pentalen derivaten
JP2003096135A (ja) * 2001-09-21 2003-04-03 Idemitsu Petrochem Co Ltd ポリ(ブテン−1)とその製造方法および成形体
US7141637B2 (en) 2001-11-30 2006-11-28 Basell Polyolefine Gmbh Metallocene compounds and process for the preparation of propylene polymers
AU2003296585A1 (en) * 2002-12-04 2004-06-23 Basell Polyolefine Gmbh 1-buten copolymers and process for preparing them
KR101060985B1 (ko) 2003-05-12 2011-08-31 바젤 폴리올레핀 게엠베하 1-부텐의 중합 방법
US20060252637A1 (en) 2003-05-28 2006-11-09 Basell Polyolefine Gmbh Bisindenyl zirconium complexes for use in the polymerization of olefins
JP4897670B2 (ja) 2004-05-04 2012-03-14 バーゼル・ポリオレフィン・ゲーエムベーハー アタクチック1−ブテンポリマー類の製造方法
EP1769009A1 (en) 2004-07-22 2007-04-04 Basell Polyolefine GmbH Process for producing fractionable 1-butene polymers
CA2573975A1 (en) 2004-07-22 2006-01-26 Basell Polyolefine Gmbh 1-butene polymers composition
EP1655314A1 (en) * 2004-11-09 2006-05-10 Basell Polyolefine GmbH Process for the preparation of 1-butene/propylene copolymers
US8097681B2 (en) 2006-08-30 2012-01-17 Basell Polyolefine Gmbh 1-butene propylene copolymer compositions

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1308466A1 (en) * 2000-07-03 2003-05-07 Mitsui Chemicals, Inc. Butene copolymer, resin composition comprising the copolymer and moldings of the composition, and solid titanium catalyst for producing the copolymer and method for preparing the catalyst
EP1219645A1 (en) * 2000-12-26 2002-07-03 Mitsui Chemicals, Inc. Polybutene resin and pipe material and pipe comprising the same

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8097681B2 (en) 2006-08-30 2012-01-17 Basell Polyolefine Gmbh 1-butene propylene copolymer compositions

Also Published As

Publication number Publication date
JP5580590B2 (ja) 2014-08-27
JP2010501702A (ja) 2010-01-21
KR20090043546A (ko) 2009-05-06
EP2057226A1 (en) 2009-05-13
KR101423946B1 (ko) 2014-08-01
ATE451422T1 (de) 2009-12-15
EP2057226B1 (en) 2009-12-09
DE602007003743D1 (de) 2010-01-21
US8097682B2 (en) 2012-01-17
US20100121015A1 (en) 2010-05-13

Similar Documents

Publication Publication Date Title
WO2009000637A1 (en) 1-butene ethylene copolymers
WO2005095474A1 (en) Process for polymerizing 1-hexene or higher alpha-olefins
EP1446430A1 (en) Process for polymerizing 1-butene and 1-butene polymers
US7799871B2 (en) 1-butene polymers composition
US7776978B2 (en) Process for producing fractionable 1-butene polymers
US20110003939A1 (en) 1-butene terpolymers
US8097681B2 (en) 1-butene propylene copolymer compositions
US8030426B2 (en) Propylene polymers
EP2057226B1 (en) 1-butene propylene copolymer compositions
WO2009130092A1 (en) 1-butene terpolymers
WO2005095473A1 (en) Process for polymerizing 1-hexene or higher alpha-olefins
JP2008517126A (ja) 1−ブテンポリマー及びこの調製方法
US20090005523A1 (en) Process for the Preparation of Atactic 1-Butene Polymers
CN101511931B (zh) 1-丁烯丙烯共聚物组合物
US20100324244A1 (en) 1-butene copolymers

Legal Events

Date Code Title Description
WWE Wipo information: entry into national phase

Ref document number: 200780040119.X

Country of ref document: CN

121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 07788529

Country of ref document: EP

Kind code of ref document: A1

WWE Wipo information: entry into national phase

Ref document number: 2007788529

Country of ref document: EP

WWE Wipo information: entry into national phase

Ref document number: 1020097004332

Country of ref document: KR

WWE Wipo information: entry into national phase

Ref document number: 2009526051

Country of ref document: JP

Ref document number: 1188/CHENP/2009

Country of ref document: IN

NENP Non-entry into the national phase

Ref country code: DE

NENP Non-entry into the national phase

Ref country code: RU

WWE Wipo information: entry into national phase

Ref document number: 12310507

Country of ref document: US