KR940005682A - 올레핀 중합체의 제조방법 - Google Patents
올레핀 중합체의 제조방법 Download PDFInfo
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- KR940005682A KR940005682A KR1019930008716A KR930008716A KR940005682A KR 940005682 A KR940005682 A KR 940005682A KR 1019930008716 A KR1019930008716 A KR 1019930008716A KR 930008716 A KR930008716 A KR 930008716A KR 940005682 A KR940005682 A KR 940005682A
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- 238000004519 manufacturing process Methods 0.000 title claims 11
- 229920000098 polyolefin Polymers 0.000 title claims 10
- 150000001875 compounds Chemical class 0.000 claims abstract 24
- 125000000217 alkyl group Chemical group 0.000 claims abstract 17
- 125000003118 aryl group Chemical group 0.000 claims abstract 15
- 239000003054 catalyst Substances 0.000 claims abstract 14
- 150000001639 boron compounds Chemical class 0.000 claims abstract 12
- 150000001336 alkenes Chemical class 0.000 claims abstract 11
- 125000003545 alkoxy group Chemical group 0.000 claims abstract 10
- 229910052736 halogen Inorganic materials 0.000 claims abstract 10
- 150000002367 halogens Chemical class 0.000 claims abstract 10
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract 10
- 239000001257 hydrogen Substances 0.000 claims abstract 10
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims abstract 10
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims abstract 10
- 238000006116 polymerization reaction Methods 0.000 claims abstract 7
- 150000001450 anions Chemical class 0.000 claims abstract 6
- 150000002500 ions Chemical class 0.000 claims abstract 6
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical group [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims abstract 5
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical group [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 claims abstract 5
- 125000005277 alkyl imino group Chemical group 0.000 claims abstract 5
- 125000002947 alkylene group Chemical group 0.000 claims abstract 5
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract 5
- 125000000058 cyclopentadienyl group Chemical group C1(=CC=CC1)* 0.000 claims abstract 5
- ZSWFCLXCOIISFI-UHFFFAOYSA-N endo-cyclopentadiene Natural products C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 claims abstract 5
- 229910052735 hafnium Chemical group 0.000 claims abstract 5
- VBJZVLUMGGDVMO-UHFFFAOYSA-N hafnium atom Chemical group [Hf] VBJZVLUMGGDVMO-UHFFFAOYSA-N 0.000 claims abstract 5
- 229910052719 titanium Inorganic materials 0.000 claims abstract 5
- 239000010936 titanium Substances 0.000 claims abstract 5
- 229910052726 zirconium Inorganic materials 0.000 claims abstract 5
- 150000008040 ionic compounds Chemical class 0.000 claims abstract 4
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims abstract 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims abstract 3
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims abstract 3
- 229910052794 bromium Inorganic materials 0.000 claims abstract 3
- 150000001768 cations Chemical class 0.000 claims abstract 3
- 229910052801 chlorine Inorganic materials 0.000 claims abstract 3
- 239000000460 chlorine Chemical group 0.000 claims abstract 3
- 229910052731 fluorine Inorganic materials 0.000 claims abstract 3
- 239000011737 fluorine Substances 0.000 claims abstract 3
- 125000001153 fluoro group Chemical group F* 0.000 claims abstract 3
- 239000002685 polymerization catalyst Substances 0.000 claims abstract 2
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 claims 2
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 claims 2
- WSSSPWUEQFSQQG-UHFFFAOYSA-N 4-methyl-1-pentene Chemical compound CC(C)CC=C WSSSPWUEQFSQQG-UHFFFAOYSA-N 0.000 claims 2
- 239000000203 mixture Substances 0.000 claims 2
- -1 trichroroboran Chemical compound 0.000 claims 2
- 229910015900 BF3 Inorganic materials 0.000 claims 1
- ILAHWRKJUDSMFH-UHFFFAOYSA-N boron tribromide Chemical compound BrB(Br)Br ILAHWRKJUDSMFH-UHFFFAOYSA-N 0.000 claims 1
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 claims 1
- MXSVLWZRHLXFKH-UHFFFAOYSA-N triphenylborane Chemical compound C1=CC=CC=C1B(C=1C=CC=CC=1)C1=CC=CC=C1 MXSVLWZRHLXFKH-UHFFFAOYSA-N 0.000 claims 1
- OBAJXDYVZBHCGT-UHFFFAOYSA-N tris(pentafluorophenyl)borane Chemical compound FC1=C(F)C(F)=C(F)C(F)=C1B(C=1C(=C(F)C(F)=C(F)C=1F)F)C1=C(F)C(F)=C(F)C(F)=C1F OBAJXDYVZBHCGT-UHFFFAOYSA-N 0.000 claims 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 abstract 1
- 239000005977 Ethylene Substances 0.000 abstract 1
- 230000003197 catalytic effect Effects 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 239000004711 α-olefin Substances 0.000 abstract 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
-
- 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
- C08F4/00—Polymerisation catalysts
- C08F4/42—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors
- C08F4/44—Metals; 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
- C08F4/60—Metals; 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
- C08F4/62—Refractory metals or compounds thereof
- C08F4/64—Titanium, zirconium, hafnium or compounds thereof
- C08F4/659—Component covered by group C08F4/64 containing a transition metal-carbon bond
- C08F4/65908—Component covered by group C08F4/64 containing a transition metal-carbon bond in combination with an ionising compound other than alumoxane, e.g. (C6F5)4B-X+
-
- 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
- C08F4/00—Polymerisation catalysts
- C08F4/42—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors
- C08F4/44—Metals; 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
- C08F4/60—Metals; 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
- C08F4/62—Refractory metals or compounds thereof
- C08F4/64—Titanium, zirconium, hafnium or compounds thereof
- C08F4/659—Component covered by group C08F4/64 containing a transition metal-carbon bond
- C08F4/65912—Component covered by group C08F4/64 containing a transition metal-carbon bond in combination with an organoaluminium compound
-
- 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
- C08F4/00—Polymerisation catalysts
- C08F4/42—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors
- C08F4/44—Metals; 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
- C08F4/60—Metals; 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
- C08F4/62—Refractory metals or compounds thereof
- C08F4/64—Titanium, zirconium, hafnium or compounds thereof
- C08F4/659—Component covered by group C08F4/64 containing a transition metal-carbon bond
- C08F4/6592—Component 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
- C08F4/65922—Component 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
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- 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)
Abstract
본 발명은 하기 일반식(1)로 표시되는 메탈로센 화합물(A)와 :
[식중, Cp1및 Cp2는 각기 독립적으로 치환 또는 비치환된 시클로펜타디에닐이고, R1은 탄소수 1 내지 20의 알킬렌기, 디알킬실릴렌기, 디알킬게르마닐렌기, 알킬포스피딜기 또는 알킬이미노이고, R1은 Cp1및 Cp2와 가교결합이며; m은 0 또는 1이고; M은 티탄, 지르코늄 또는 하프늄이고; X는 불소, 염소, 브롬, 요드, 알킬기 또는 아릴기이다.]
하기 일반식(2)로 표시되는 유기알루미늄 화합물(B)와 ;
Al(R2)3……(2)
[식중, R2기는 각기 독립적으로 할로겐, 수소, 알킬기, 알콕시기 또는 아릴기이고; R2기중 적어도 하나는 알킬기이다.]
하기 일반식(3)으로 표시되는 이온화합물(C) :
[C] [A] ……(3)
[식 중, [C]는 양이온 이고, [A]는 음이온이다.]을 촉매성분으로 포함하여 이루어지는 올레핀 중합용 촉매계로서, 상기 촉매계가 하기 일반식(4)로 표시되는 붕소화합물(D)을 메탈로센 화합물(A)1몰당 0.01몰 내지 0.8몰의 양으로 더욱 함유하는 올레핀 중합용 촉매계 및
B(R3)3
[식중, R3기는 각기 독립적이고 할로겐, 수소, 알킬기, 알콕시기 또는 아릴기이다.]하기 일반식(5)로 표시되는 이온 메탈로센 화합물(a)와 :
(식중, Cp1, Cp2, R1, m 및 M은 상기 일반식(1)에서 정의된 바와 같고, R4는 알킬기 또는 아릴기이고, [A]는 음이온이다.] 하기 일반식(2)로 표시되는 유기알미늄 화합물(b)
Al(R2)3……(2)
[식 중, R2는 상기에서 정의된 바와 같고, R2기중 적어도 하는 알킬기이 다.]을 촉매성분으로 포함하여 이루어지는 올레핀 중합용 촉매로서, 상기 촉매가 하기 일반식(4)로 표시되는 붕소 화합물을 상기 이온 메탈로센 화합물 (a)1몰당 0.01몰 내지 0.8몰의 양으로 더욱 함유하는, 올레핀 중합용 촉매를 제공한다.
B(R2)3……(4)
[식중, R3기는 상기에서 정의된 바와 같다.]
본 발명은 또한 촉매를 사용하여 높은 촉매 활성을 지니면서 높은 효율로 에틸렌 또는 α-올레핀을 중합하는 방법도 제공한다.
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (10)
- 본 발명은 하기 일반식(1)로 표시되는 메탈로센 화합물(A)와 :[식중, Cp1및 Cp2는 각기 독립적으로 치환 또는 비치환된 시클로펜타디에닐이고, R1은 탄소수 1 내지 20의 알킬렌기, 디알킬실릴렌기, 디알킬게르마닐렌기, 알킬포스피딜기 또는 알킬이미노이고, R1은 Cp1및 Cp2와 가교결합이며; m은 0 또는 1이고; M은 티탄, 지르코늄 또는 하프늄이고; X는 불소, 염소, 브롬, 요드, 알킬기 또는 아릴기이다.]하기 일반식(2)로 표시되는 유기알루미늄 화합물(B)와 ;Al(R2)3……(2)[식중, R2기는 각기 독립적으로 할로겐, 수소, 알킬기, 알콕시기 또는 아릴기이고; R2기중 적어도 하나는 알킬기이다.]하기 일반식(3)으로 표시되는 이온화합물(C) :[C] [A] ……(3)[식 중, [C]는 양이온 이고, [A]는 음이온이다.]을 촉매성분으로 포함하여 이루어지는 올레핀 중합용 촉매계로서, 상기 촉매계가 하기 일반식(4)로 표시되는 붕소화합물(D)을 메탈로센 화합물(A)1몰당 0.01몰 내지 0.8몰의 양으로 더욱 함유하는 올레핀 중합용 제조 방법.B(R3)3[식중, R3기는 각기 독립적으로 할로겐, 수소, 알킬기, 알콕시기 또는 아릴기이다.]
- 제1항에 있어서, 상기 촉매계가 붕소화합물(D)을 메탈로센 화합물(A)1몰당 0.05몰 내지 0.5몰의 양으로 함유하는 것을 특징으로 하는 올레핀 중합체의 제조방법.
- 제1항 또는 제2항에 있어서, 상기 메탈로센 화합물(A) 및 유기알루미늄 화합물(B)을 올레핀과 혼합한 후, 이 혼합물을 붕소화합물(D)을 함유하는 이온 화합물(C)과 접촉반응시키는 것을 특징으로 하는 올레핀 중합체의 제조방법.
- 하기 일반식(5)로 표시되는 이온 메탈로센 화합물(a)와 :[식중, Cp1및 Cp2는 각기 독립적으로 치환 또는 비치환된 시클로펜타디에닐이고, R1은 탄소수 1 내지 20의 알킬렌기, 디알킬실릴렌기, 디알킬게르마닐렌기, 알킬포스피딜기 또는 알킬이미노이고, R1은 Cp1및 Cp2와 가교결합이며; m은 0 또는 1이고; M은 티탄, 지르코늄 또는 하프늄이고; A는 음이온이다.하기 일반식(2)로 표시되는 유기알루미늄 화합물(b)와 ;Al(R2)3……(2)[식중, R2기는 각기 독립적으로 할로겐, 수소, 알킬기, 알콕시기 또는 아릴기이고; R2기중 적어도 하나는 알킬기이다.]을 촉매성분으로 포함하여 이루어지는 중합촉매계를 사용하여 올레핀 중합체를 제조하는 방법으로서, 상기 촉매계가 하기 일반식(4)로 표시되는 붕소화합물을 상기 이온 메탈로센 화합물(a)1몰당 0.01몰 내지 0.8몰의 양으로 더욱 함유하는 것을 특징으로 하는 올레핀 중합체의 제조방법.B(R3)3 ……(4)[식중, R3기는 각기 독립적으로 할로겐, 수소, 알킬기, 알콕시기 또는 아릴기이다.]
- 제4항에 있어서, 상기 촉매계가 붕소화합물을 이온 메탈로센 화합물(A)1몰당 0.05몰 내지 0.5몰의 양으로 함유하는 것을 특징으로 하는 올레핀 중합체의 제조방법.
- 제4항 또는 제5항에 있어서, 상기 이온 메탈로센 화합물(a)을 붕소 화합물에 첨가한후, 이 혼합물을 유기알루미늄 화합물 및 올레핀과 접촉반응시키는 것을 특징으로 하는 올레핀 중합체의 제조방법.
- 제1항 내지 제6항중의 어느 한 항에 있어서, 상기 붕소화합물이 트리플루오로보란, 트리크로로보란, 트리브로모보란, 트리페닐보란 및 트리스(펜타플루오로페닐)보란 중에서 선택되는 것을 특징으로 하는 올레핀 중합체의 제조방법.
- 제1항 내지 제7항중의 어느 한 항에 있어서, 상기 올레핀이 에틸렌, 프로필렌, 1-부텐, 4-메틸-1-펜텐, 1-헥센 및 1-옥텐 중에서 선택되는 것을 특징으로 하는 올레핀 중합체의 제조방법.
- 하기 일반식(1)로 표시되는 메탈로센 화합물(A)와 :[식중, Cp1및 Cp2는 각기 독립적으로 치환 또는 비치환된 시클로펜타디에닐이고, R1은 탄소수 1 내지 20의 알킬렌기, 디알킬실릴렌기, 디알킬게르마닐렌기, 알킬포스피딜기 또는 알킬이미노이고, R1은 Cp1및 Cp2와 가교결합이며; m은 0 또는 1이고; M은 티탄, 지르코늄 또는 하프늄이고; X는 불소, 염소, 브롬, 요드, 알킬기 또는 아릴기이다.]하기 일반식(2)로 표시되는 유기알루미늄 화합물(B)와 ;Al(R2)3……(2)[식중, R2기는 각기 독립적으로 할로겐, 수소, 알킬기, 알콕시기 또는 아릴기이고; R2기중 적어도 하나는 알킬기이다.]하기 일반식(3)으로 표시되는 이온화합물(C) :[C] [A] ……(3)[식 중, [C]는 양이온 이고, [A]는 음이온이다.]을 촉매성분으로 포함하여 이루어지는 올레핀 중합용 촉매계로서, 상기 촉매계가 하기 일반식(4)로 표시되는 붕소화합물(D)을 메탈로센 화합물(A)1몰당 0.01몰 내지 0.8몰의 양으로 더욱 함유하는 올레핀 중합용 촉매.B(R3)3 ……(4)[식중, R3기는 각기 독립적으로 할로겐, 수소, 알킬기, 알콕시기 또는 아릴기이다.]
- 하기 일반식(5)로 표시되는 이온 메탈로센 화합물(a)와 :[식중, Cp1및 Cp2는 각기 독립적으로 치환 또는 비치환된 시클로펜타디에닐이고, R1은 탄소수 1 내지 20의 알킬렌기, 디알킬실릴렌기, 디알킬게르마닐렌기, 알킬포스피딜기 또는 알킬이미노이고, R1은 Cp1및 Cp2와 가교결합이며; m은 0 또는 1이고; R4는 알킬기 또는 아릴기이고, M은 티탄, 지르코늄 또는 하프늄이고; [A]는 음이온이다.하기 일반식(2)로 표시되는 유기알루미늄 화합물(b)와 ;Al(R2)3……(2)[식중, R2기는 각기 독립적으로 할로겐, 수소, 알킬기, 알콕시기 또는 아릴기이고; R2기중 적어도 하나는 알킬기이다.]을 촉매성분으로 포함하여 이루어지는 올레핀 중합용 촉매로서 상기 촉매계가 하기 일반식(4)로 표시되는 붕소화합물을 상기 이온 메탈로센 화합물(a)1몰당 0.01몰 내지 0.8몰의 양으로 더욱 함유하는 것을 특징으로 하는 올레핀 중합체의 제조방법.B(R3)3[식중, R3기는 각기 독립적으로 할로겐, 수소, 알킬기, 알콕시기 또는 아릴기이다.]※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
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US5153157A (en) * | 1987-01-30 | 1992-10-06 | Exxon Chemical Patents Inc. | Catalyst system of enhanced productivity |
JP2825909B2 (ja) * | 1989-03-02 | 1998-11-18 | 三井化学株式会社 | オレフィンの重合方法およびオレフィン重合用触媒 |
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- 1993-05-21 KR KR1019930008716A patent/KR100270838B1/ko not_active IP Right Cessation
- 1993-05-21 DE DE69307015T patent/DE69307015T2/de not_active Expired - Fee Related
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KR100270838B1 (ko) | 2000-11-01 |
EP0570982A1 (en) | 1993-11-24 |
DE69307015D1 (de) | 1997-02-13 |
DE69307015T2 (de) | 1997-04-17 |
EP0570982B1 (en) | 1997-01-02 |
US5434115A (en) | 1995-07-18 |
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