KR960703966A - 규소 화합물 촉진제를 이용한 시클릭 에테르 중합 방법(Cyclic Ether Polymerization Using Silicon Compound Accelerators) - Google Patents
규소 화합물 촉진제를 이용한 시클릭 에테르 중합 방법(Cyclic Ether Polymerization Using Silicon Compound Accelerators)Info
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- KR960703966A KR960703966A KR1019960700182A KR19960700182A KR960703966A KR 960703966 A KR960703966 A KR 960703966A KR 1019960700182 A KR1019960700182 A KR 1019960700182A KR 19960700182 A KR19960700182 A KR 19960700182A KR 960703966 A KR960703966 A KR 960703966A
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- Prior art keywords
- polyether
- hydrogen
- group
- hydrocarbyl
- pka
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- 238000006116 polymerization reaction Methods 0.000 title claims abstract 5
- 150000004292 cyclic ethers Chemical class 0.000 title claims abstract 4
- 150000003377 silicon compounds Chemical class 0.000 title claims abstract 3
- 229920000570 polyether Polymers 0.000 claims abstract 13
- 239000004721 Polyphenylene oxide Substances 0.000 claims abstract 12
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims abstract 12
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims abstract 6
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims abstract 5
- 229910052710 silicon Inorganic materials 0.000 claims abstract 5
- 239000010703 silicon Substances 0.000 claims abstract 4
- 238000010538 cationic polymerization reaction Methods 0.000 claims abstract 3
- 238000006243 chemical reaction Methods 0.000 claims abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 10
- 229910052739 hydrogen Inorganic materials 0.000 claims 10
- 239000001257 hydrogen Substances 0.000 claims 10
- 238000000034 method Methods 0.000 claims 10
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 7
- BGJSXRVXTHVRSN-UHFFFAOYSA-N 1,3,5-trioxane Chemical compound C1OCOCO1 BGJSXRVXTHVRSN-UHFFFAOYSA-N 0.000 claims 5
- JECYNCQXXKQDJN-UHFFFAOYSA-N 2-(2-methylhexan-2-yloxymethyl)oxirane Chemical compound CCCCC(C)(C)OCC1CO1 JECYNCQXXKQDJN-UHFFFAOYSA-N 0.000 claims 5
- 125000004432 carbon atom Chemical group C* 0.000 claims 5
- AHHWIHXENZJRFG-UHFFFAOYSA-N oxetane Chemical compound C1COC1 AHHWIHXENZJRFG-UHFFFAOYSA-N 0.000 claims 5
- WNXJIVFYUVYPPR-UHFFFAOYSA-N 1,3-dioxolane Chemical compound C1COCO1 WNXJIVFYUVYPPR-UHFFFAOYSA-N 0.000 claims 4
- 239000002253 acid Substances 0.000 claims 4
- DHXVGJBLRPWPCS-UHFFFAOYSA-N Tetrahydropyran Chemical compound C1CCOCC1 DHXVGJBLRPWPCS-UHFFFAOYSA-N 0.000 claims 3
- 239000011951 cationic catalyst Substances 0.000 claims 3
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 claims 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 3
- 229910052727 yttrium Inorganic materials 0.000 claims 3
- VWQVUPCCIRVNHF-UHFFFAOYSA-N yttrium atom Chemical compound [Y] VWQVUPCCIRVNHF-UHFFFAOYSA-N 0.000 claims 3
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims 2
- 239000002841 Lewis acid Substances 0.000 claims 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims 2
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 claims 2
- 125000004423 acyloxy group Chemical group 0.000 claims 2
- 125000000217 alkyl group Chemical group 0.000 claims 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 2
- 229910052797 bismuth Inorganic materials 0.000 claims 2
- JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 claims 2
- 125000001246 bromo group Chemical group Br* 0.000 claims 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims 2
- 150000007517 lewis acids Chemical class 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- LOTBYPQQWICYBB-UHFFFAOYSA-N methyl n-hexyl-n-[2-(hexylamino)ethyl]carbamate Chemical compound CCCCCCNCCN(C(=O)OC)CCCCCC LOTBYPQQWICYBB-UHFFFAOYSA-N 0.000 claims 2
- -1 oxepan Chemical compound 0.000 claims 2
- 229910052760 oxygen Inorganic materials 0.000 claims 2
- 239000001301 oxygen Substances 0.000 claims 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims 2
- 229910052706 scandium Inorganic materials 0.000 claims 2
- SIXSYDAISGFNSX-UHFFFAOYSA-N scandium atom Chemical compound [Sc] SIXSYDAISGFNSX-UHFFFAOYSA-N 0.000 claims 2
- 229910052715 tantalum Inorganic materials 0.000 claims 2
- GUVRBAGPIYLISA-UHFFFAOYSA-N tantalum atom Chemical compound [Ta] GUVRBAGPIYLISA-UHFFFAOYSA-N 0.000 claims 2
- 229910052725 zinc Inorganic materials 0.000 claims 2
- 239000011701 zinc Substances 0.000 claims 2
- 229910052726 zirconium Inorganic materials 0.000 claims 2
- XKTYXVDYIKIYJP-UHFFFAOYSA-N 3h-dioxole Chemical compound C1OOC=C1 XKTYXVDYIKIYJP-UHFFFAOYSA-N 0.000 claims 1
- 239000007848 Bronsted acid Substances 0.000 claims 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims 1
- GYHNNYVSQQEPJS-UHFFFAOYSA-N Gallium Chemical compound [Ga] GYHNNYVSQQEPJS-UHFFFAOYSA-N 0.000 claims 1
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 claims 1
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 claims 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims 1
- 229910052782 aluminium Inorganic materials 0.000 claims 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims 1
- 229910052785 arsenic Inorganic materials 0.000 claims 1
- RQNWIZPPADIBDY-UHFFFAOYSA-N arsenic atom Chemical compound [As] RQNWIZPPADIBDY-UHFFFAOYSA-N 0.000 claims 1
- 229910052788 barium Inorganic materials 0.000 claims 1
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 claims 1
- 229910052793 cadmium Inorganic materials 0.000 claims 1
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 claims 1
- 239000003054 catalyst Substances 0.000 claims 1
- 229910052804 chromium Inorganic materials 0.000 claims 1
- 239000011651 chromium Substances 0.000 claims 1
- 229910017052 cobalt Inorganic materials 0.000 claims 1
- 239000010941 cobalt Substances 0.000 claims 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims 1
- 125000001033 ether group Chemical group 0.000 claims 1
- 229910052733 gallium Inorganic materials 0.000 claims 1
- 229910052732 germanium Inorganic materials 0.000 claims 1
- GNPVGFCGXDBREM-UHFFFAOYSA-N germanium atom Chemical compound [Ge] GNPVGFCGXDBREM-UHFFFAOYSA-N 0.000 claims 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 claims 1
- 229910052737 gold Inorganic materials 0.000 claims 1
- 239000010931 gold Substances 0.000 claims 1
- 229910052735 hafnium Inorganic materials 0.000 claims 1
- VBJZVLUMGGDVMO-UHFFFAOYSA-N hafnium atom Chemical compound [Hf] VBJZVLUMGGDVMO-UHFFFAOYSA-N 0.000 claims 1
- 229910052738 indium Inorganic materials 0.000 claims 1
- APFVFJFRJDLVQX-UHFFFAOYSA-N indium atom Chemical compound [In] APFVFJFRJDLVQX-UHFFFAOYSA-N 0.000 claims 1
- 229910052742 iron Inorganic materials 0.000 claims 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 claims 1
- 229910052753 mercury Inorganic materials 0.000 claims 1
- 229910052751 metal Inorganic materials 0.000 claims 1
- 239000002184 metal Substances 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 229910052750 molybdenum Inorganic materials 0.000 claims 1
- 239000011733 molybdenum Substances 0.000 claims 1
- 229910052758 niobium Inorganic materials 0.000 claims 1
- 239000010955 niobium Substances 0.000 claims 1
- GUCVJGMIXFAOAE-UHFFFAOYSA-N niobium atom Chemical compound [Nb] GUCVJGMIXFAOAE-UHFFFAOYSA-N 0.000 claims 1
- 229910052762 osmium Inorganic materials 0.000 claims 1
- SYQBFIAQOQZEGI-UHFFFAOYSA-N osmium atom Chemical compound [Os] SYQBFIAQOQZEGI-UHFFFAOYSA-N 0.000 claims 1
- 229910052763 palladium Inorganic materials 0.000 claims 1
- 229910052697 platinum Inorganic materials 0.000 claims 1
- 229910052761 rare earth metal Inorganic materials 0.000 claims 1
- 150000002910 rare earth metals Chemical class 0.000 claims 1
- 229910052702 rhenium Inorganic materials 0.000 claims 1
- WUAPFZMCVAUBPE-UHFFFAOYSA-N rhenium atom Chemical compound [Re] WUAPFZMCVAUBPE-UHFFFAOYSA-N 0.000 claims 1
- 229910052703 rhodium Inorganic materials 0.000 claims 1
- 239000010948 rhodium Substances 0.000 claims 1
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 claims 1
- 229910052707 ruthenium Inorganic materials 0.000 claims 1
- 125000004469 siloxy group Chemical group [SiH3]O* 0.000 claims 1
- 229910052712 strontium Inorganic materials 0.000 claims 1
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 claims 1
- 229910052718 tin Inorganic materials 0.000 claims 1
- 229910052719 titanium Inorganic materials 0.000 claims 1
- 239000010936 titanium Substances 0.000 claims 1
- ITMCEJHCFYSIIV-UHFFFAOYSA-M triflate Chemical compound [O-]S(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-M 0.000 claims 1
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 claims 1
- 229910052721 tungsten Inorganic materials 0.000 claims 1
- 239000010937 tungsten Substances 0.000 claims 1
- 229910052720 vanadium Inorganic materials 0.000 claims 1
- LEONUFNNVUYDNQ-UHFFFAOYSA-N vanadium atom Chemical compound [V] LEONUFNNVUYDNQ-UHFFFAOYSA-N 0.000 claims 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 239000000178 monomer Substances 0.000 abstract 1
- 150000002924 oxiranes Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/04—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers only
- C08G65/06—Cyclic ethers having no atoms other than carbon and hydrogen outside the ring
- C08G65/08—Saturated oxiranes
- C08G65/10—Saturated oxiranes characterised by the catalysts used
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/04—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers only
- C08G65/06—Cyclic ethers having no atoms other than carbon and hydrogen outside the ring
- C08G65/16—Cyclic ethers having four or more ring atoms
- C08G65/20—Tetrahydrofuran
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/04—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers only
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/26—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds
- C08G65/2642—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds characterised by the catalyst used
- C08G65/2645—Metals or compounds thereof, e.g. salts
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/26—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds
- C08G65/2642—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds characterised by the catalyst used
- C08G65/2669—Non-metals or compounds thereof
- C08G65/2681—Silicon or compounds thereof
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/26—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds
- C08G65/2642—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds characterised by the catalyst used
- C08G65/269—Mixed catalyst systems, i.e. containing more than one reactive component or catalysts formed in-situ
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- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyethers (AREA)
- Silicon Polymers (AREA)
Abstract
선택된 규소 화합물을 옥시란 및 테트라히드로푸란관 같은 시클릭 에테르 양이온 중합 반응에 첨가시키는 경우, 중합 속도가 상승하고 신규 폴리에테르가 생성되는 종종 있다. 폴리에테르 생성물은, 특히 말단기를 함유하는 규소의 가수 분해 후 단량체 및 마크로단량체로서 유용하다.
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (18)
- 양이온계 촉매를 1종 이상의 옥시란, 옥세탄, 테트라히드로푸란, 옥세판, 1,3-디옥솔란 또는 1,3,5-트리옥산과 접촉시켜서 폴리에테르를 제조하는 방법에 있어서, 공액산이 물 중에서 약 16 미만의 pKa를 갖는 것인 기에 결합된 규소를 포함하는 촉진제를 상기 중합 반응계와 접촉시키는 것을 특징으로 하고, 단, 상기 촉진제는 상기 옥시란, 옥세탄, 테트라히드로푸란, 옥세판, 1,3-디옥솔란 또는 1,3,5-트리옥산 없이는 양이온 중합 반응 도중 상기 양이온계 촉매와 거의 반응하지 않고, 또한, 상기 촉진제는 단독으로는 상기 옥시란, 옥세탄, 테트라히드로푸란, 옥세판, 1,3-디옥솔란 또는 1,3,5-트리옥산의 중합을 일으키지 않아 폴리에테르를 생성하지 않는 것인 시클릭 에테르의 양이온 중합 방법.
- 제 1항에 있어서, 상기 시클릭 에테르가 하기 일반식의 기로 이루어지는 것인 방법.상기 식에서, R1,R2,R3및 R4는 각각 독립적으로 수소이거나 또는 탄소 원자수 1 내지 20의 히드로카르빌이며, n은 0,1,2, 또는 4이다.
- 제 2항에 있어서, n은 2이고, R1이 수소이거나 또는 탄소 원자수 1 내지 4의 알킬이며, R2, R3및 R4가 각각 수소인 방법.
- 제 1항에 있어서, 상기 pKa가 7 미만인 방법.
- 제 1항에 있어서, 상기 규소에 결합된 기가 클로로, 브로모 및 아실옥시로부터 선택되는 것인 방법.
- 브뢴스테드 또는 루이스산을 약 -80℃ 내지 약 130℃에서 1종 이상의 옥시란, 옥세탄, 테트라히드로푸란, 옥세판, 1,3-디옥솔란 또는 1,3,5-트리옥산, 및 촉진제와 접촉시키는 것을 포함하고, 상기 촉진제는 공액산 물 중에서 약 16 미만의 pKa를 갖는 것인 제1기가 규소 원자에 결합되어 있는 규소 화합물이며, 단 상기 양이온 중합 반응 도중 상기 양이온계 촉매와 거의 반응하지 않고, 또한, 상기 촉진제는 단독으로는 상기 옥시란, 옥세탄, 테트라히드로푸란, 옥세판, 1,3-디옥솔란 또는 1,3,5-트리옥산의 중합을 일으키지 않아 폴리에테르를 생성하지 않는 것인 폴리에테르의 제조 방법.
- 제 6항에 있어서, 상기 시클릭 에테르가 하기 일반식의 기로 이루어지는 것인 방법.상기 식에서, R1,R2,R3및 R4는 각각 독립적으로 수소이거나 또는 탄소 원자수 1 내지 20의 히드로카르빌이며, n은 0,1,2, 또는 4이다.
- 제 7항에 있어서, n은 2이고, R1이 수소이거나 또는 탄소 원자수 1 내지 4의 알킬이며, R2, R3및 R4가 각각 수소인 방법.
- 제 6항에 있어서, 상기 pKa가 7 미만인 방법.
- 제 6항에 있어서, 상기 제1기가 클로로, 브로모 및 아실옥시로부터 선택되는 것인 방법.
- 제 6항에 있어서, 상기 루이스산이 2가 스트론튬, 바륨, 코발트, 로듐, 이트륨, 팔라듐, 백금, 크롬, 아연, 카드뮴 또는 수은; 3가 스칸듐, 이트륨, 회토류 금속, 비소, 안티몸, 비스무트, 금, 철, 루테늄, 오스뮴, 알루미늄, 갈륨, 인듐 또는 톨륨; 4가 티탄, 지르코늄, 하프늄, 몰리브덴, 규소, 게르마늄, 주석 또는 납; 5가 레늄, 바나듐, 니오븀 또는 탄탈; 및 6가 텅스텐 퍼플루오로알킬술포네이트인 방법.
- 제11항에 있어서, 상기 퍼플루오로알킬술포네이트가 이트륨, 회토륨 금속, 미시메탈, 스칸듐, 지르코늄, 탄탈, 아연 및 비스무트를 함유하는 트리플레이트인 방법.
- 하기 구조의 폴리에테르.Y-{A-[CHR1(CR2R3)n(CHR4)p-O]q-B}m또는 Z-{S-[O-CHR1(CR2R3)n(CHR4)p-O]q-T}f상기 식에서, Y는 히드로카르빌 또는 치환된 히드로카르빌기이고; Z는 m개의 자유 결합을 갖는 히드로카르빌, 치환된 히드로카르빌, 실록시 또는 실릴기이며; A는 그의 공액산이 물 주에서 16 미만의 pKa를 갖는 기이고; T는 그의 공액산이 물 중에서 16 미만의 pKa를 갖는 기이며; S는 폴리에테르 부분의 말단 산소 및 Z에 결합된 실릴기이고; B는 포릴에테르 부분의 말단 산소에 결합된 실리기이며; R1,R2,R3및 R4는 각각 독립적으로 수소이거나 또는 탄소 원자수 1 내지 20의 히드로카르빌이고; n은 각각 독립적으로 0,1 또는 2이며; m은 1 내지 5의 정수이고; p는 각각 독립적으로 0 또는 1이며; q는 각각 독립적으로 3 이상의 정수이고; r은 1 이상의 정수이며; 단 p가 0일 또는 n도 0이다.
- 제13항에 있어서, n은 2인 폴리에테르.
- 제13항에 있어서, R1, R2, R3및 R4가 모두 수소인 폴리에테르.
- 제13항에 있어서, n이 0이고, p가 1 또는 0이며, R1이 수소 또는 메틸이고, R4가 수소인 폴리에테르.
- 제13항에 있어서, m이 1 또는 2이고, r이 1 또는 2인 폴리에테르.
- 제13항에 있어서, r이 5 내지 500이고, q가 5 이상인 폴리에테르.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
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US08/093,242 | 1993-07-16 | ||
US08/093,242 US5478920A (en) | 1993-07-16 | 1993-07-16 | Cyclic ether polymerization using silicon compound accelerators |
PCT/US1994/007591 WO1995002626A1 (en) | 1993-07-16 | 1994-07-14 | Cyclic ether polymerization using silicon compound accelerators |
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KR1019960700182A KR960703966A (ko) | 1993-07-16 | 1994-07-14 | 규소 화합물 촉진제를 이용한 시클릭 에테르 중합 방법(Cyclic Ether Polymerization Using Silicon Compound Accelerators) |
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US (1) | US5478920A (ko) |
EP (1) | EP0708793A1 (ko) |
JP (1) | JPH09500162A (ko) |
KR (1) | KR960703966A (ko) |
WO (1) | WO1995002626A1 (ko) |
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JP2593032B2 (ja) * | 1992-02-07 | 1997-03-19 | 新技術事業団 | 両末端ヘテロ官能性ポリエーテル並びに該ポリエーテルを製造する方法及び重合開始剤 |
US5541346A (en) * | 1992-10-21 | 1996-07-30 | E. I. Du Pont De Nemours And Company | Polymerization of, and depolymerization to, cyclic ethers using selected metal compound catalysts |
US5990264A (en) * | 1993-02-23 | 1999-11-23 | E. I. Du Pont De Nemours And Company | Copolymerization of tetrahydrofurans and cyclic anhydrides |
US5677412A (en) * | 1994-02-17 | 1997-10-14 | E. I. Du Pont De Nemours And Company | Preparation of poly(ether-urethanes) from cyclic ethers and organic isocyanates |
DE19702787A1 (de) * | 1997-01-27 | 1998-07-30 | Bayer Ag | Verfahren zur Herstellung von Polyetherpolyolen |
US6051680A (en) * | 1998-06-08 | 2000-04-18 | Arco Chemical Technology, L.P. | Silylated double metal cyanide complex catalysts |
US6534618B1 (en) * | 2000-11-27 | 2003-03-18 | Corning Incorporated | Methods of drying optical fiber coatings |
US20020172766A1 (en) * | 2001-03-17 | 2002-11-21 | Laxman Ravi K. | Low dielectric constant thin films and chemical vapor deposition method of making same |
WO2003015129A2 (en) * | 2001-08-06 | 2003-02-20 | Advanced Technology Material, Inc. | Low-k dielectric thin films and chemical vapor deposition method of making same |
FR2925515A1 (fr) * | 2007-12-20 | 2009-06-26 | Bluestar Silicones France Soc | Composition organopolysiloxanique vulcanisable a temperature ambiante en elastomere et nouveaux catalyseurs de polycondensation d'organopolysiloxanes. |
FR2925510A1 (fr) * | 2007-12-20 | 2009-06-26 | Bluestar Silicones France Soc | Composition organopolysiloxanique vulcanisable a temperature ambiante en elastomere et nouveaux catalyseurs de polycondensation d'organopolysiloxanes. |
JP6229205B6 (ja) * | 2013-02-13 | 2018-06-27 | 三菱ケミカル株式会社 | ラジカル重合性ポリエーテル、該ラジカル重合性ポリエーテルの製造方法、該ラジカル重合性ポリエーテル及びラジカル重合性ビニル系単量体を含有する重合性組成物、並びに該重合性組成物をラジカル重合して形成される共重合体、成形体及びフィルム |
WO2015200706A1 (en) * | 2014-06-25 | 2015-12-30 | Rensselaer Polytechnic Institute | Oxetane polymers and methods of preparation thereof |
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US3344088A (en) * | 1964-05-21 | 1967-09-26 | Continental Oil Co | Catalytic process for polymerizing cyclic ethers |
US3842019A (en) * | 1969-04-04 | 1974-10-15 | Minnesota Mining & Mfg | Use of sulfonic acid salts in cationic polymerization |
JPS5232677B2 (ko) * | 1972-12-29 | 1977-08-23 | ||
JPS5164599A (ja) * | 1974-12-02 | 1976-06-04 | Hodogaya Chemical Co Ltd | Horiokishitetoramechirengurikooruno seizoho |
DE2459163A1 (de) * | 1974-12-14 | 1976-06-24 | Basf Ag | Verfahren zur polymerisation von tetrahydrofuran |
JPS5817536B2 (ja) * | 1979-06-21 | 1983-04-07 | 株式会社東芝 | エポキシ樹脂系組成物 |
US4303782A (en) * | 1980-01-21 | 1981-12-01 | Mobil Oil Corporation | Polymerization of cyclic ethers |
US4483941A (en) * | 1982-09-02 | 1984-11-20 | Conoco Inc. | Catalysts for alkoxylation reactions |
JPS59113024A (ja) * | 1982-12-21 | 1984-06-29 | Toshiba Corp | エポキシ化合物重合用触媒 |
US4599401A (en) * | 1983-10-27 | 1986-07-08 | Union Carbide Corporation | Low viscosity adducts of poly(active hydrogen) organic compounds and a polyepoxide |
NL8400006A (nl) * | 1984-01-03 | 1985-08-01 | Stamicarbon | Werkwijze voor de condensatie van imide en alkohol. |
JPS63291921A (ja) * | 1987-05-22 | 1988-11-29 | Sumitomo Chem Co Ltd | エチレン性不飽和基を有するポリエ−テルポリアミド共重合体 |
US4988797B1 (en) * | 1989-03-14 | 1993-12-28 | Cationic polymerization of cyclic ethers | |
US5124417A (en) * | 1990-02-12 | 1992-06-23 | Minnesota Mining And Manufacturing Company | Initiators for cationic polymerization |
US5084586A (en) * | 1990-02-12 | 1992-01-28 | Minnesota Mining And Manufacturing Company | Novel initiators for cationic polymerization |
WO1991018038A1 (en) * | 1990-05-11 | 1991-11-28 | Asahi Glass Company Ltd. | Process for producing polyoxyalkylene compound |
-
1993
- 1993-07-16 US US08/093,242 patent/US5478920A/en not_active Expired - Fee Related
-
1994
- 1994-07-14 KR KR1019960700182A patent/KR960703966A/ko not_active Application Discontinuation
- 1994-07-14 JP JP7504611A patent/JPH09500162A/ja active Pending
- 1994-07-14 WO PCT/US1994/007591 patent/WO1995002626A1/en not_active Application Discontinuation
- 1994-07-14 EP EP94922098A patent/EP0708793A1/en not_active Withdrawn
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WO1995002626A1 (en) | 1995-01-26 |
EP0708793A1 (en) | 1996-05-01 |
JPH09500162A (ja) | 1997-01-07 |
US5478920A (en) | 1995-12-26 |
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