KR880002901A - 촉매 조성물, 신규한 비스포스핀 및 중합체 제조방법 - Google Patents
촉매 조성물, 신규한 비스포스핀 및 중합체 제조방법 Download PDFInfo
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- KR880002901A KR880002901A KR870004772A KR870004772A KR880002901A KR 880002901 A KR880002901 A KR 880002901A KR 870004772 A KR870004772 A KR 870004772A KR 870004772 A KR870004772 A KR 870004772A KR 880002901 A KR880002901 A KR 880002901A
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- Prior art keywords
- bisphosphine
- catalyst composition
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- phenyl
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- 239000000203 mixture Substances 0.000 title claims abstract 23
- 239000003054 catalyst Substances 0.000 title claims abstract 20
- 238000004519 manufacturing process Methods 0.000 title claims 2
- 229920000642 polymer Polymers 0.000 title claims 2
- 125000001424 substituent group Chemical group 0.000 claims abstract 11
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims abstract 9
- 229910052698 phosphorus Inorganic materials 0.000 claims abstract 9
- 239000011574 phosphorus Substances 0.000 claims abstract 9
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 claims abstract 6
- 239000002253 acid Substances 0.000 claims abstract 5
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract 4
- 125000001183 hydrocarbyl group Chemical group 0.000 claims abstract 4
- 150000001450 anions Chemical class 0.000 claims abstract 3
- 150000002941 palladium compounds Chemical class 0.000 claims abstract 3
- 125000003107 substituted aryl group Chemical group 0.000 claims abstract 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims 6
- 125000003118 aryl group Chemical group 0.000 claims 6
- 238000004132 cross linking Methods 0.000 claims 6
- 150000002894 organic compounds Chemical class 0.000 claims 4
- -1 palladium acetate Chemical class 0.000 claims 4
- 238000000034 method Methods 0.000 claims 3
- 229910052763 palladium Inorganic materials 0.000 claims 3
- RJQXUDISZWMFQR-UHFFFAOYSA-N 3-bis(2,4,6-trimethoxyphenyl)phosphanylpropyl-bis(2,4,6-trimethoxyphenyl)phosphane Chemical compound COC1=CC(OC)=CC(OC)=C1P(C=1C(=CC(OC)=CC=1OC)OC)CCCP(C=1C(=CC(OC)=CC=1OC)OC)C1=C(OC)C=C(OC)C=C1OC RJQXUDISZWMFQR-UHFFFAOYSA-N 0.000 claims 2
- WUXOLZRWJZLXBJ-UHFFFAOYSA-N 3-bis(2,6-dimethoxyphenyl)phosphanylpropyl-bis(2,6-dimethoxyphenyl)phosphane Chemical compound COC1=CC=CC(OC)=C1P(C=1C(=CC=CC=1OC)OC)CCCP(C=1C(=CC=CC=1OC)OC)C1=C(OC)C=CC=C1OC WUXOLZRWJZLXBJ-UHFFFAOYSA-N 0.000 claims 2
- SXXPTCXIFIOPQF-UHFFFAOYSA-N 3-bis(2-methoxyphenyl)phosphanylpropyl-bis(2-methoxyphenyl)phosphane Chemical compound COC1=CC=CC=C1P(C=1C(=CC=CC=1)OC)CCCP(C=1C(=CC=CC=1)OC)C1=CC=CC=C1OC SXXPTCXIFIOPQF-UHFFFAOYSA-N 0.000 claims 2
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 claims 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims 2
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 claims 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 claims 2
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 claims 2
- 125000003545 alkoxy group Chemical group 0.000 claims 2
- 125000004429 atom Chemical group 0.000 claims 2
- 229910002091 carbon monoxide Inorganic materials 0.000 claims 2
- 150000001735 carboxylic acids Chemical class 0.000 claims 2
- 229940005561 1,4-benzoquinone Drugs 0.000 claims 1
- VPJKUEQDABDUJU-UHFFFAOYSA-N 3-bis(2,4-dimethoxyphenyl)phosphanylpropyl-bis(2,4-dimethoxyphenyl)phosphane Chemical compound COC1=CC(OC)=CC=C1P(C=1C(=CC(OC)=CC=1)OC)CCCP(C=1C(=CC(OC)=CC=1)OC)C1=CC=C(OC)C=C1OC VPJKUEQDABDUJU-UHFFFAOYSA-N 0.000 claims 1
- GZPLNJFEYRVTQT-UHFFFAOYSA-N 3-bis(2-ethoxyphenyl)phosphanylpropyl-bis(2-ethoxyphenyl)phosphane Chemical compound CCOC1=CC=CC=C1P(C=1C(=CC=CC=1)OCC)CCCP(C=1C(=CC=CC=1)OCC)C1=CC=CC=C1OCC GZPLNJFEYRVTQT-UHFFFAOYSA-N 0.000 claims 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims 1
- 239000004215 Carbon black (E152) Substances 0.000 claims 1
- 150000001879 copper Chemical class 0.000 claims 1
- BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical compound [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 claims 1
- 229930195733 hydrocarbon Natural products 0.000 claims 1
- 150000002430 hydrocarbons Chemical class 0.000 claims 1
- 229910052755 nonmetal Inorganic materials 0.000 claims 1
- 150000002940 palladium Chemical class 0.000 claims 1
- YJVFFLUZDVXJQI-UHFFFAOYSA-L palladium(ii) acetate Chemical compound [Pd+2].CC([O-])=O.CC([O-])=O YJVFFLUZDVXJQI-UHFFFAOYSA-L 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- FVZVCSNXTFCBQU-UHFFFAOYSA-N phosphanyl Chemical group [PH2] FVZVCSNXTFCBQU-UHFFFAOYSA-N 0.000 claims 1
- 239000001294 propane Substances 0.000 claims 1
- 125000004805 propylene group Chemical class [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 claims 1
- 229910052723 transition metal Inorganic materials 0.000 claims 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 claims 1
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- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- B01J31/24—Phosphines, i.e. phosphorus bonded to only carbon atoms, or to both carbon and hydrogen atoms, including e.g. sp2-hybridised phosphorus compounds such as phosphabenzene, phosphole or anionic phospholide ligands
- B01J31/2404—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring
- B01J31/2409—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring with more than one complexing phosphine-P atom
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- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/0201—Oxygen-containing compounds
- B01J31/0205—Oxygen-containing compounds comprising carbonyl groups or oxygen-containing derivatives, e.g. acetals, ketals, cyclic peroxides
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- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/0215—Sulfur-containing compounds
- B01J31/0225—Sulfur-containing compounds comprising sulfonic acid groups or the corresponding salts
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- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/04—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing carboxylic acids or their salts
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- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/26—Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups B01J31/02 - B01J31/24
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- C—CHEMISTRY; METALLURGY
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- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
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- C07—ORGANIC CHEMISTRY
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- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
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Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (27)
- a) 팔라듐 화합물, b)pka가 2보다 작은 산의 음이온(단, 이산은 할로겐화수소산이 아니다), c)일반식 R1R2P-R-PR3R4(이 식에서, R1-R4는 극성기에 의해 치환되거나 치환되지 않을 수 있는 유사하거나 다른 히드로카르빌기이되, 단 R1-R4기들 중 적어도 하나는 인의 오르토 위치에 적어도 하나의 극성 치환체를 포함하는 극성 치환된 아릴기이고 ; R은 가교에 적어도 두 개의 탄소원자를 포함하는 2가 유기 가교결합기이다)의 비스포스핀, 및 d) 임의로, 퀴논을 기제로 하는 것을 특징으로 하는 신규한 촉매 조성물.
- 제1항에 있어서, 성분 a)로서 초산팔라듐과 같은 카르복실산의 팔라듐염, 성분 b)로서 트리플루오로초산과 같은 카르복실산의 또는 파라-톨루엔-설폰산과 같은 설폰산의 음이온을 기제로 하고 성분 b)가 팔라듐 그람 원자당 1.0-100당량의 양으로 촉매 조성물내에 존재하는 것을 특징으로 하는 촉매 조성물.
- 제1항 또는 제2항에 있어서, 성분 b)가 구리염과 같은 비-금속 전이 금속염의 형태로 또는 산의 형태로 촉매 조성물내에 함입되는 것을 특징으로 하는 촉매 조성물.
- 제1항 내지 제3항 중 어느 하나에 있어서, 성분 c)로서 2가 가교결합기 R이 가교에 세개의 탄소원자를 포함하는 비스포스핀을 포함하는 것을 특징으로 하는 촉매 조성물.
- 제1항 내지 제4항 중 어느 하나에 있어서, 성분 c)로서 R1,R2,R3및 R4기들이 극성기로 치환되거나 치환되지 않을 수 있는 아릴기이되, 단 이 기들 중 적어도 하나는 인의 오르토 위치에 적어도 하나의 극성 치환체를 포함하는, 비스포스핀을 포함하는 것을 특징으로 하는 촉매 조성물.
- 제5항에 있어서, 성분 c)로서 아릴기가 페닐기인 비스포스핀을 포함하는 것을 특징으로 하는 촉매 조성물.
- 제1항 내지 제6항중 어느 하나에 있어서, 성분 c)로서 오르토 인의 위치의 극성 치환체가 R5-O-, R5-S-, R5-CO-O, R5R6N-또는 R5-CO-NR6-기(여기서 R5및 R6는 유사한 또는 다른 히드로 카르빌기이다)인 비스포스핀을 포함하는 것을 특징으로 하는 촉매 조성물.
- 제7항에 있어서, 성분 c)로서 인의 오르토 위치의 극성치환체가 알콕시기인 비스포스핀을 포함하는 것을 특징으로 하는 촉매 조성물.
- 제8항에 있어서, 성분 c)로서 인의 오르토 위치의 극성치환체가 메특시기인 비스포스핀을 포함하는 것을 특징으로 하는 촉매 조성물.
- 제1항 내지 제9항중 어느 하나에 있어서 성분 c)로서 R1,R2,R3및 R4기들 각각이 인의 오르토 위치에 극성 치환체를 포함하는 아릴기인 비스포스핀을 포함하는 것을 특징으로 하는 촉매 조성물.
- 제1항 내지 제10항중 어느 하나에 있어서, 성분 c)로서 R1,R2,R3및 R4기들이 서로 유사한 비스포스핀을 포함하는 것을 특징으로 하는 촉매 조성물.
- 제11항에 있어서, 성분 d)로서 1,3-비스〔디(2-메톡시-페닐)포스피노〕프로판, 1,3-비스〔디(2,4-디메톡시-페닐)포스피노〕프로판, 1,3-비스〔디(2,6-디메톡시-페닐)포스피노〕프로판 및 1,3-비스〔디(2,4,6-트리메톡시-페닐)포스피노〕프로판으로 형성된 군으로부터 선택된 비스포스핀을 포함하는 것을 특징으로 하는 촉매 조성물.
- 제1항 내지 제12항중 어느 하나에 있어서 ; 성분 c)가 팔라듐 화합물 몰당 0.75-1.5 몰의 양으로 존재하는 것을 특징으로 하는 촉매 조성물
- 제1항 내지 제13항중 어느 하나에 있어서, 성분 d)가 팔라듐 그람 원자당 10-5000몰의 양으로 존재하는 것을 특징으로 하는 촉매 조성물.
- 제14항에 있어서, 성분 d)로서 1,4-벤조퀴논을 포함하는 것을 특징으로 하는 촉매 조성물.
- R1-R4는 극성기에 의해 치환되거나 치환되지 않을 수 있는 유사한 또는 다른 히드로카르빌기이되, 단 R1-R4기들중 적어도 하나는 인의 오르토 위치에 적어도 하나의 극성 치환체를 포함하는 극성 치환된 아릴기이고 ; R은 가교에 세 개의 탄소원자를 포함하는 2가 유기 가교 결합기인 일반식 R1R2P-R-PR3R4의 신규한 비스포스핀.
- R1이 인의 오르토 우치에 극성 치환체를 갖는 아릴기인 일반식(R1)2P-R-P(R1)2를 갖는 비스포스핀.
- 제16항 또는 제17항에 있어서, R이 -CH2-CH2-CH2-기인 것을 특징으로 하는 비스포스핀.
- 제16항, 제17항 또는 제18항에 있어서, 인의 오르토 위치의 아릴기 내의 극성 치환체로서, R1이 하나 또는 두개의 알콕시기를 포함하는 것을 특징으로 하는 비스포스핀.
- 신규한 비스포스핀으로 1,3-비스〔디(2-에톡시-페닐)포스피노〕프로판.
- 신규한 비스포스핀으로 1,3-비스〔디(2-메톡시-페닐)포스피노〕프로판.
- 신규한 비스포스핀으로 1,3-비스〔디(2,6-디메톡시-페닐)포스피노〕프로판.
- 신규한 비스포스핀으로 1,3-비스〔디(2,4-디메톡시-페닐)포스피노〕프로판.
- 신규한 비스포스핀으로 1,3-비스〔디(2,4,6-트리메특시-페닐)포스피노〕프로판.
- 일산화탄소와 하나 또는 그 이상의 올레핀형 불포화 유기 화합물의 혼합물을 제1항 내지 제15항의 어느 하나에 청구된 바와 같은 촉매 조성물을 사용함으로 중합시키는 것을 특징으로 하는 중합체들의 제조방법.
- 제25항에 있어서, 사용된 올레핀형 불포화 유기 화합물이 탄화수소, 특히 에텐이거나, 또는 특정 프로펜내 에텐 및 다른 올레핀형 불포화 탄화수소의 혼합물인 것을 특징으로 하는 방법.
- 제25항 또는 제26항에 있어서, 30-150℃의 온도, 20-200바아의 압력 및 중합되어야 할 혼합물내의 일산화탄소에 대한 올레핀형 불포화 유기 화합물의 몰비 5 : 1-1 : 2에서 수행하고, 중합되어야 할 올레핀형 불포화 유기 화합물 몰당, 촉매 조성물의 양의 팔라듐 10-6-10-4그람 원자를 포함하도록 하는 양을 사용하는 것을 특징으로 하는 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
NL8602164A NL8602164A (nl) | 1986-08-26 | 1986-08-26 | Katalysatorcomposities. |
NL8602163A NL8602163A (nl) | 1986-08-26 | 1986-08-26 | Nieuwe bisfosfinen. |
NL8602163 | 1986-08-26 | ||
NL8602164 | 1986-08-26 |
Publications (2)
Publication Number | Publication Date |
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KR880002901A true KR880002901A (ko) | 1988-05-12 |
KR960010252B1 KR960010252B1 (ko) | 1996-07-26 |
Family
ID=26646152
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019870004772A KR960010252B1 (ko) | 1986-08-26 | 1987-05-13 | 촉매 조성물 및 이를 이용한 중합체 제조 방법 |
Country Status (20)
Country | Link |
---|---|
EP (1) | EP0257663B1 (ko) |
JP (2) | JPH0822914B2 (ko) |
KR (1) | KR960010252B1 (ko) |
CN (1) | CN1012438B (ko) |
AT (1) | ATE71639T1 (ko) |
AU (1) | AU597360B2 (ko) |
BR (1) | BR8702449A (ko) |
CA (1) | CA1333810C (ko) |
DE (1) | DE3776033D1 (ko) |
DK (1) | DK233887A (ko) |
ES (1) | ES2028048T3 (ko) |
FI (1) | FI90557C (ko) |
GR (1) | GR3004209T3 (ko) |
HU (1) | HU204279B (ko) |
IE (1) | IE60429B1 (ko) |
IL (1) | IL82449A (ko) |
IN (1) | IN171627B (ko) |
NO (1) | NO169235C (ko) |
NZ (1) | NZ220290A (ko) |
PL (1) | PL151697B1 (ko) |
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1987
- 1987-05-04 IN IN384/DEL/87A patent/IN171627B/en unknown
- 1987-05-05 AT AT87200826T patent/ATE71639T1/de not_active IP Right Cessation
- 1987-05-05 ES ES198787200826T patent/ES2028048T3/es not_active Expired - Lifetime
- 1987-05-05 DE DE8787200826T patent/DE3776033D1/de not_active Expired - Fee Related
- 1987-05-05 EP EP87200826A patent/EP0257663B1/en not_active Expired - Lifetime
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- 1987-05-11 IE IE118487A patent/IE60429B1/en not_active IP Right Cessation
- 1987-05-13 AU AU72763/87A patent/AU597360B2/en not_active Ceased
- 1987-05-13 PL PL1987265671A patent/PL151697B1/pl unknown
- 1987-05-13 KR KR1019870004772A patent/KR960010252B1/ko not_active IP Right Cessation
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- 1987-05-13 BR BR8702449A patent/BR8702449A/pt not_active IP Right Cessation
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- 1987-05-13 FI FI872118A patent/FI90557C/fi not_active IP Right Cessation
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