KR20110013559A - 장쇄분지를 포함하는 에틸렌-알파올레핀 공중합체 - Google Patents
장쇄분지를 포함하는 에틸렌-알파올레핀 공중합체 Download PDFInfo
- Publication number
- KR20110013559A KR20110013559A KR1020110005947A KR20110005947A KR20110013559A KR 20110013559 A KR20110013559 A KR 20110013559A KR 1020110005947 A KR1020110005947 A KR 1020110005947A KR 20110005947 A KR20110005947 A KR 20110005947A KR 20110013559 A KR20110013559 A KR 20110013559A
- Authority
- KR
- South Korea
- Prior art keywords
- radical
- carbon atoms
- formula
- ethylene
- transition metal
- Prior art date
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- 229920006213 ethylene-alphaolefin copolymer Polymers 0.000 title abstract description 19
- 239000003054 catalyst Substances 0.000 claims abstract description 48
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- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 3
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- YJPLGWAQYHBPRL-UHFFFAOYSA-N 5-bromo-7-methyl-1,2,3,4-tetrahydroquinoline Chemical compound C1CCNC2=CC(C)=CC(Br)=C21 YJPLGWAQYHBPRL-UHFFFAOYSA-N 0.000 description 2
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- GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 description 1
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- 238000011156 evaluation Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 229910052733 gallium Inorganic materials 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000012760 heat stabilizer Substances 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 125000003454 indenyl group Chemical group C1(C=CC2=CC=CC=C12)* 0.000 description 1
- 229910052738 indium Inorganic materials 0.000 description 1
- IHLVCKWPAMTVTG-UHFFFAOYSA-N lithium;carbanide Chemical compound [Li+].[CH3-] IHLVCKWPAMTVTG-UHFFFAOYSA-N 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 239000012968 metallocene catalyst Substances 0.000 description 1
- BQBCXNQILNPAPX-UHFFFAOYSA-N methoxy(dimethyl)alumane Chemical compound [O-]C.C[Al+]C BQBCXNQILNPAPX-UHFFFAOYSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- SZEGKVHRCLBFKJ-UHFFFAOYSA-N n-methyloctadecan-1-amine Chemical compound CCCCCCCCCCCCCCCCCCNC SZEGKVHRCLBFKJ-UHFFFAOYSA-N 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 229910052755 nonmetal Inorganic materials 0.000 description 1
- SJYNFBVQFBRSIB-UHFFFAOYSA-N norbornadiene Chemical compound C1=CC2C=CC1C2 SJYNFBVQFBRSIB-UHFFFAOYSA-N 0.000 description 1
- JFNLZVQOOSMTJK-KNVOCYPGSA-N norbornene Chemical compound C1[C@@H]2CC[C@H]1C=C2 JFNLZVQOOSMTJK-KNVOCYPGSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 230000037048 polymerization activity Effects 0.000 description 1
- 239000002685 polymerization catalyst Substances 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- WGYKZJWCGVVSQN-UHFFFAOYSA-O propan-1-aminium Chemical compound CCC[NH3+] WGYKZJWCGVVSQN-UHFFFAOYSA-O 0.000 description 1
- 238000005086 pumping Methods 0.000 description 1
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 229910052714 tellurium Inorganic materials 0.000 description 1
- PORWMNRCUJJQNO-UHFFFAOYSA-N tellurium atom Chemical compound [Te] PORWMNRCUJJQNO-UHFFFAOYSA-N 0.000 description 1
- 229910052716 thallium Inorganic materials 0.000 description 1
- 239000003017 thermal stabilizer Substances 0.000 description 1
- ZWYDDDAMNQQZHD-UHFFFAOYSA-L titanium(ii) chloride Chemical compound [Cl-].[Cl-].[Ti+2] ZWYDDDAMNQQZHD-UHFFFAOYSA-L 0.000 description 1
- SQBBHCOIQXKPHL-UHFFFAOYSA-N tributylalumane Chemical compound CCCC[Al](CCCC)CCCC SQBBHCOIQXKPHL-UHFFFAOYSA-N 0.000 description 1
- CMHHITPYCHHOGT-UHFFFAOYSA-N tributylborane Chemical compound CCCCB(CCCC)CCCC CMHHITPYCHHOGT-UHFFFAOYSA-N 0.000 description 1
- PYLGJXLKFZZEBJ-UHFFFAOYSA-N tricyclopentylalumane Chemical compound C1CCCC1[Al](C1CCCC1)C1CCCC1 PYLGJXLKFZZEBJ-UHFFFAOYSA-N 0.000 description 1
- LALRXNPLTWZJIJ-UHFFFAOYSA-N triethylborane Chemical compound CCB(CC)CC LALRXNPLTWZJIJ-UHFFFAOYSA-N 0.000 description 1
- ORYGRKHDLWYTKX-UHFFFAOYSA-N trihexylalumane Chemical compound CCCCCC[Al](CCCCCC)CCCCCC ORYGRKHDLWYTKX-UHFFFAOYSA-N 0.000 description 1
- WXRGABKACDFXMG-UHFFFAOYSA-N trimethylborane Chemical compound CB(C)C WXRGABKACDFXMG-UHFFFAOYSA-N 0.000 description 1
- LFXVBWRMVZPLFK-UHFFFAOYSA-N trioctylalumane Chemical compound CCCCCCCC[Al](CCCCCCCC)CCCCCCCC LFXVBWRMVZPLFK-UHFFFAOYSA-N 0.000 description 1
- JOJQVUCWSDRWJE-UHFFFAOYSA-N tripentylalumane Chemical compound CCCCC[Al](CCCCC)CCCCC JOJQVUCWSDRWJE-UHFFFAOYSA-N 0.000 description 1
- CNWZYDSEVLFSMS-UHFFFAOYSA-N tripropylalumane Chemical compound CCC[Al](CCC)CCC CNWZYDSEVLFSMS-UHFFFAOYSA-N 0.000 description 1
- ZMPKTELQGVLZTD-UHFFFAOYSA-N tripropylborane Chemical compound CCCB(CCC)CCC ZMPKTELQGVLZTD-UHFFFAOYSA-N 0.000 description 1
- XDSSGQHOYWGIKC-UHFFFAOYSA-N tris(2-methylpropyl)borane Chemical compound CC(C)CB(CC(C)C)CC(C)C XDSSGQHOYWGIKC-UHFFFAOYSA-N 0.000 description 1
- WSITXTIRYQMZHM-UHFFFAOYSA-N tris(4-methylphenyl)alumane Chemical compound C1=CC(C)=CC=C1[Al](C=1C=CC(C)=CC=1)C1=CC=C(C)C=C1 WSITXTIRYQMZHM-UHFFFAOYSA-N 0.000 description 1
- 125000002221 trityl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C([*])(C1=C(C(=C(C(=C1[H])[H])[H])[H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 239000008096 xylene Substances 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
- C08F4/00—Polymerisation catalysts
- C08F4/42—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors
- C08F4/72—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from metals not provided for in group C08F4/44
- C08F4/74—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from metals not provided for in group C08F4/44 selected from refractory metals
- C08F4/76—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from metals not provided for in group C08F4/44 selected from refractory metals selected from titanium, zirconium, hafnium, vanadium, niobium or tantalum
-
- H—ELECTRICITY
- H02—GENERATION; CONVERSION OR DISTRIBUTION OF ELECTRIC POWER
- H02S—GENERATION OF ELECTRIC POWER BY CONVERSION OF INFRARED RADIATION, VISIBLE LIGHT OR ULTRAVIOLET LIGHT, e.g. USING PHOTOVOLTAIC [PV] MODULES
- H02S40/00—Components or accessories in combination with PV modules, not provided for in groups H02S10/00 - H02S30/00
- H02S40/20—Optical components
- H02S40/22—Light-reflecting or light-concentrating means
-
- 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
- C08F210/00—Copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
- C08F210/16—Copolymers of ethene with alpha-alkenes, e.g. EP rubbers
-
- 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
- C08F2420/00—Metallocene catalysts
- C08F2420/02—Cp or analog bridged to a non-Cp X anionic donor
-
- 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
-
- Y—GENERAL 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
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E10/00—Energy generation through renewable energy sources
- Y02E10/50—Photovoltaic [PV] energy
- Y02E10/52—PV systems with concentrators
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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)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Polymerization Catalysts (AREA)
Abstract
Description
Claims (8)
- a) 1.5 이상 3.5 미만의 분자량 분포(Mw/Mn)를 갖고,
b) 공중합체 주쇄를 따라 1000개의 탄소당 3 내지 5개의 장쇄분지를 갖고,
c) 밀도가 0.860 ~ 0.900g/cc 인 것인 에틸렌-1-부텐 공중합체. - 청구항 1에 있어서, 상기 에틸렌-1-부텐 공중합체는 하기 화학식 1의 전이금속 화합물 및 하기 화학식 7의 화합물을 포함한 촉매 조성물에 의하여 중합되는 것인 에틸렌-1-부텐 공중합체:
[화학식 1]
상기 화학식 1에 있어서,
R1 내지 R7은 서로 같거나 상이하고, 독립적으로 수소, 할로겐 라디칼, 탄소수 1 내지 20의 알킬 라디칼, 탄소수 6 내지 20의 아릴 라디칼, 탄소수 2 내지 20의 알케닐 라디칼, 탄소수 7 내지 20의 알킬아릴 또는 아릴알킬 라디칼, 하이드로카르빌로 치환된 14족 금속의 메탈로이드 라디칼, 탄소수 1 내지 20의 알콕시 라디칼, 탄소수 6 내지 20의 아릴옥시 라디칼, 실릴 라디칼 및 아미노 라디칼로 이루어진 군으로부터 선택되고, 이들 중 2 이상은 탄소수 1 내지 20의 알킬 라디칼 또는 탄소수 6 내지 20의 아릴 라디칼을 포함하는 알킬리딘 라디칼에 의하여 서로 연결되어 지방족 또는 방향족 고리를 형성할 수 있고,
CY1은 치환 또는 비치환된 지방족 또는 방향족 고리이며,
상기 CY1에서 치환되는 치환기는 수소, 할로겐 라디칼, 탄소수 1 내지 20의 알킬 라디칼 및 탄소수 6 내지 20의 아릴 라디칼로 이루어진 군으로부터 선택되고, 상기 치환기가 복수 개일 경우에는 상기 치환기 중에서 2개 이상의 치환기가 서로 연결되어 지방족 또는 방향족 고리를 형성할 수 있으며;
M은 4족 전이금속이고;
N은 질소이며;
Q1 및 Q2 는 서로 같거나 상이하고, 독립적으로 할로겐 라디칼, 탄소수 1 내지 20의 알킬 아미도 라디칼, 탄소수 6 내지 20의 아릴 아미도 라디칼, 탄소수 1 내지 20의 알킬 라디칼, 탄소수 2 내지 20의 알케닐 라디칼, 탄소수 6 내지 20의 아릴 라디칼, 탄소수 7 내지 20의 알킬아릴 또는 아릴알킬 라디칼, 및 탄소수 1 내지 20의 알킬리덴 라디칼로 이루어진 군으로부터 선택되고,
[화학식 7]
[L-H]+[ZA4]- 또는 [L]+[ZA4]-
상기 화학식 7에서,
[L-H]+는 1 내지 3개의 알킬기가 치환된 암모늄 이온이고;
Z는 보론(B)이고;
A는 각각 독립적으로 1 이상의 수소 원자가 할로겐, 탄소수 1 내지 20의 하이드로카르빌 라디칼, 알콕시 또는 페녹시 라디칼로 치환된 탄소수 6 내지 20의 아릴 라디칼, 또는 탄소수 1 내지 20의 알킬 라디칼이다. - 청구항 2에 있어서, 상기 촉매 조성물은 하기 화학식 5 또는 6으로 표시되는 조촉매 화합물 중 하나 이상을 더 포함하는 것인 에틸렌-1-부텐 공중합체:
[화학식 5]
-[Al(R16)-O]a-
상기 화학식 5에서,
R16은 각각 독립적으로 할로겐 라디칼, 탄소수 1 내지 20의 하이드로카르빌 라디칼, 및 할로겐으로 치환된 탄소수 1 내지 20의 하이드로카르빌 라디칼로 이루어진 군으로부터 선택되고,
a는 2 이상의 정수이며;
[화학식 6]
D(R17)3
상기 화학식 6에서,
D는 알루미늄 또는 보론이고;
R17은 각각 독립적으로 할로겐 라디칼, 탄소수 1 내지 20의 하이드로카르빌 라디칼 및 할로겐으로 치환된 탄소수 1 내지 20의 하이드로카르빌 라디칼로 이루어진 군으로부터 선택된다. - 청구항 2에 있어서, 상기 에틸렌-1-부텐 공중합체는 상기 촉매 조성물과, 에틸렌 및 1-부텐을 접촉시켜 연속 용액 중합 공정에 의하여 제조되는 것인 에틸렌-1-부텐 공중합체.
- 청구항 7에 있어서, 에틸렌 대 1-부텐의 몰비가 100:1 내지 1:100인 것인 에틸렌-1-부텐 공중합체.
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JP (1) | JP5404614B2 (ko) |
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KR101084677B1 (ko) * | 2008-05-14 | 2011-11-22 | 주식회사 엘지화학 | 올레핀 중합체의 제조방법 |
KR101262305B1 (ko) * | 2009-07-01 | 2013-05-08 | 주식회사 엘지화학 | 전이금속 촉매를 이용한 탄성 중합체의 제조방법 |
KR101367402B1 (ko) * | 2009-11-27 | 2014-02-25 | 주식회사 엘지화학 | 높은 디엔계 단량체 함량과 고분자량을 가지는 탄성 중합체의 제조방법 |
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KR101097378B1 (ko) * | 2010-07-01 | 2011-12-23 | 주식회사 엘지화학 | 올레핀계 중합체 및 이의 제조방법 |
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WO2008140280A2 (en) | 2008-11-20 |
US20130317187A1 (en) | 2013-11-28 |
US8759466B2 (en) | 2014-06-24 |
CN101711260A (zh) | 2010-05-19 |
EP2147027A4 (en) | 2015-11-04 |
US20100179291A1 (en) | 2010-07-15 |
JP5404614B2 (ja) | 2014-02-05 |
EP2147027B1 (en) | 2017-09-27 |
US8513369B2 (en) | 2013-08-20 |
EP2147027A2 (en) | 2010-01-27 |
US20130317186A1 (en) | 2013-11-28 |
JP2010526930A (ja) | 2010-08-05 |
KR20080101791A (ko) | 2008-11-21 |
US8742049B2 (en) | 2014-06-03 |
KR101114964B1 (ko) | 2012-02-13 |
WO2008140280A3 (en) | 2008-12-31 |
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