JPS54150497A - Hydroxy end group*chloroalkylene ether* * and its preparation - Google Patents
Hydroxy end group*chloroalkylene ether* * and its preparationInfo
- Publication number
- JPS54150497A JPS54150497A JP6024779A JP6024779A JPS54150497A JP S54150497 A JPS54150497 A JP S54150497A JP 6024779 A JP6024779 A JP 6024779A JP 6024779 A JP6024779 A JP 6024779A JP S54150497 A JPS54150497 A JP S54150497A
- Authority
- JP
- Japan
- Prior art keywords
- hydroxyl
- chloroalkylene
- ether
- preparation
- arsenic
- 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.)
- Granted
Links
- 125000002887 hydroxy group Chemical group [H]O* 0.000 title abstract 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 title 2
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical group [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 229910052787 antimony Chemical group 0.000 abstract 2
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical group [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 abstract 2
- 229910052785 arsenic Inorganic materials 0.000 abstract 2
- RQNWIZPPADIBDY-UHFFFAOYSA-N arsenic atom Chemical group [As] RQNWIZPPADIBDY-UHFFFAOYSA-N 0.000 abstract 2
- 229910052796 boron Inorganic materials 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 125000004965 chloroalkyl group Chemical group 0.000 abstract 2
- 150000002170 ethers Chemical class 0.000 abstract 2
- BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical group [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 239000000463 material Substances 0.000 abstract 2
- HOSGXJWQVBHGLT-UHFFFAOYSA-N 6-hydroxy-3,4-dihydro-1h-quinolin-2-one Chemical group N1C(=O)CCC2=CC(O)=CC=C21 HOSGXJWQVBHGLT-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 150000001335 aliphatic alkanes Chemical class 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 150000002431 hydrogen Chemical class 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
- C07C41/01—Preparation of ethers
- C07C41/02—Preparation of ethers from oxiranes
- C07C41/03—Preparation of ethers from oxiranes by reaction of oxirane rings with hydroxy groups
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/50—Polyethers having heteroatoms other than oxygen
- C08G18/5003—Polyethers having heteroatoms other than oxygen having halogens
- C08G18/5006—Polyethers having heteroatoms other than oxygen having halogens having chlorine and/or bromine atoms
- C08G18/5009—Polyethers having heteroatoms other than oxygen having halogens having chlorine and/or bromine atoms having chlorine atoms
-
- 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
- C08G65/22—Cyclic ethers having at least one atom other than carbon and hydrogen outside the ring
- C08G65/223—Cyclic ethers having at least one atom other than carbon and hydrogen outside the ring containing halogens
-
- 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
-
- 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
- C08G65/266—Metallic elements not covered by group C08G65/2648 - C08G65/2645, or compounds thereof
-
- 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
- C08G65/2684—Halogens or compounds thereof
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Polyethers (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Polyurethanes Or Polyureas (AREA)
- Catalysts (AREA)
Abstract
Colorless hydroxyl-terminated poly(chloroalkylene ethers) of the formula <IMAGE> wherein R<1> and R<2> = hydrogen or methyl; R<3> and R<4> = hydrogen, lower alkyl containing 1 to 10 carbon atoms or lower chloroalkyl containing 1 to 2 carbon atoms provided that at least one of R<3> or R<4> is lower chloroalkyl; R<5> = residue of a hydroxyl material which originally contained 1 to 6 hydroxyls; b = integer of 1 to 50; d = integer of 1 to 6. The ethers may be prepared by reaction of a hydroxyl material containing 1 to 6 hydroxyl groups with a chloro-alkylene oxide in the presence of a novel catalyst system comprising (i) a fluorinated acid selected from the group consisting of bis (fluorinated aliphatic sulfonyl) alkanes and acids of the formula HmXFn+m wherein X is selected from the group consisting of boron, phosphorous, arsenic and antimony; m is 0 or 1, n is 3 when X is boron and n is 5 when X is phosphorous, arsenic and antimony; and <IMAGE>
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US90674478A | 1978-05-17 | 1978-05-17 |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS54150497A true JPS54150497A (en) | 1979-11-26 |
JPS6332813B2 JPS6332813B2 (en) | 1988-07-01 |
Family
ID=25422907
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP6024779A Granted JPS54150497A (en) | 1978-05-17 | 1979-05-16 | Hydroxy end group*chloroalkylene ether* * and its preparation |
Country Status (9)
Country | Link |
---|---|
JP (1) | JPS54150497A (en) |
AU (1) | AU534485B2 (en) |
BR (1) | BR7903018A (en) |
CA (1) | CA1187107A (en) |
CH (1) | CH653693A5 (en) |
DE (1) | DE2919834A1 (en) |
FR (1) | FR2426060A1 (en) |
GB (2) | GB2021606B (en) |
IT (1) | IT1116819B (en) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5655330A (en) * | 1979-09-18 | 1981-05-15 | Minnesota Mining & Mfg | Amorphous hydroxyllterminated poly*haloalkyleneether* |
JPS5966420A (en) * | 1982-09-15 | 1984-04-14 | ザ・ビ−・エフ・グツドリツチ・カンパニ− | Poly(glycidyl ether) block copolymer and manufacture |
JPS5981333A (en) * | 1982-09-29 | 1984-05-11 | ザ・ビ−・エフ・グツドリツチ・カンパニ− | Block copolymer and manufacture |
JPS59113029A (en) * | 1982-11-12 | 1984-06-29 | ザ ビ−.エフ.グツドリツチ カンパニ− | Graft copolymer, manufacture and use |
JP2020117571A (en) * | 2019-01-21 | 2020-08-06 | 東ソー株式会社 | Thermoplastic polyurethane resin and thermoplastic polyurethane resin composition |
Families Citing this family (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4405497A (en) * | 1979-09-18 | 1983-09-20 | Minnesota Mining And Manufacturing Company | Catalyst system containing a fluorinated acid and a polyvalent tin compound |
US4431845A (en) * | 1980-12-04 | 1984-02-14 | Minnesota Mining And Manufacturing Company | Method for the preparation of hydroxyl-terminated poly(haloalkylene ethers) |
US4393199A (en) | 1981-05-12 | 1983-07-12 | S R I International | Cationic polymerization |
CA1197832A (en) * | 1982-06-01 | 1985-12-10 | Kang Yang | Catalysts for alkoxylation reactions |
US4483941A (en) * | 1982-09-02 | 1984-11-20 | Conoco Inc. | Catalysts for alkoxylation reactions |
US4879419A (en) * | 1985-07-01 | 1989-11-07 | Minnesota Mining And Manufacturing Company | Hydroxyl-terminated polyepichlorohydrin polymers |
GB2224740B (en) * | 1985-08-30 | 1990-08-22 | Minnesota Mining & Mfg | Hydroxyl-terminated polyepichlorohydrin and derivatives |
US5117010A (en) * | 1991-08-15 | 1992-05-26 | Ciba-Geigy Corporation | Process for the preparation of addition products of epoxides and alcohols |
TW224108B (en) * | 1992-05-06 | 1994-05-21 | Ciba Geigy | |
CN103497322B (en) * | 2013-09-09 | 2015-05-27 | 江苏雅克科技股份有限公司 | Preparation method and application for reaction-type halogen-containing flame-retardant polyether polyol |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5329399A (en) * | 1976-08-31 | 1978-03-18 | Bayer Ag | Process for producing polyetherrpolyol |
Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2327053A (en) * | 1939-11-18 | 1943-08-17 | Shell Dev | Production of hydroxy ethers |
DE1281420B (en) * | 1963-09-23 | 1968-10-31 | Olin Mathieson | Process for the preparation of linear or branched polyalkylene glycol ethers |
US3305565A (en) * | 1964-07-08 | 1967-02-21 | Shell Oil Co | Polyepihalohydrin preparation using fluoboric acid catalyst |
FR94928E (en) * | 1965-04-23 | 1970-01-23 | Oreal | New nonionic surfactants and their preparation process. |
DE1793581C3 (en) * | 1965-04-23 | 1974-02-28 | L'oreal, Paris | Polychloride and process for their preparation. Eliminated from: 1593217 |
GB1047557A (en) * | 1965-05-04 | 1966-11-09 | Shell Int Research | Polymers of epoxy-halo-substituted alkanes |
CH568343A5 (en) * | 1972-05-15 | 1975-10-31 | Solvay | |
US3850856A (en) * | 1973-08-20 | 1974-11-26 | Goodrich Co B F | Hydroxyl-ended epihalohydrin polymers by cationic polymerization |
-
1979
- 1979-04-23 CA CA000326143A patent/CA1187107A/en not_active Expired
- 1979-05-16 FR FR7912393A patent/FR2426060A1/en active Granted
- 1979-05-16 CH CH4558/79A patent/CH653693A5/en not_active IP Right Cessation
- 1979-05-16 AU AU47100/79A patent/AU534485B2/en not_active Ceased
- 1979-05-16 JP JP6024779A patent/JPS54150497A/en active Granted
- 1979-05-16 IT IT49061/79A patent/IT1116819B/en active
- 1979-05-16 BR BR7903018A patent/BR7903018A/en unknown
- 1979-05-16 GB GB7917067A patent/GB2021606B/en not_active Expired
- 1979-05-16 DE DE19792919834 patent/DE2919834A1/en active Granted
-
1981
- 1981-11-09 GB GB08133787A patent/GB2104403B/en not_active Expired
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5329399A (en) * | 1976-08-31 | 1978-03-18 | Bayer Ag | Process for producing polyetherrpolyol |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5655330A (en) * | 1979-09-18 | 1981-05-15 | Minnesota Mining & Mfg | Amorphous hydroxyllterminated poly*haloalkyleneether* |
JPS5966420A (en) * | 1982-09-15 | 1984-04-14 | ザ・ビ−・エフ・グツドリツチ・カンパニ− | Poly(glycidyl ether) block copolymer and manufacture |
JPS5981333A (en) * | 1982-09-29 | 1984-05-11 | ザ・ビ−・エフ・グツドリツチ・カンパニ− | Block copolymer and manufacture |
JPS59113029A (en) * | 1982-11-12 | 1984-06-29 | ザ ビ−.エフ.グツドリツチ カンパニ− | Graft copolymer, manufacture and use |
JPH0546374B2 (en) * | 1982-11-12 | 1993-07-13 | Goodrich Co B F | |
JP2020117571A (en) * | 2019-01-21 | 2020-08-06 | 東ソー株式会社 | Thermoplastic polyurethane resin and thermoplastic polyurethane resin composition |
Also Published As
Publication number | Publication date |
---|---|
IT7949061A0 (en) | 1979-05-16 |
JPS6332813B2 (en) | 1988-07-01 |
IT1116819B (en) | 1986-02-10 |
GB2021606B (en) | 1982-12-01 |
GB2104403A (en) | 1983-03-09 |
GB2021606A (en) | 1979-12-05 |
AU4710079A (en) | 1979-11-22 |
AU534485B2 (en) | 1984-02-02 |
CH653693A5 (en) | 1986-01-15 |
CA1187107A (en) | 1985-05-14 |
DE2919834C2 (en) | 1991-02-28 |
GB2104403B (en) | 1983-07-13 |
DE2919834A1 (en) | 1979-11-22 |
FR2426060B1 (en) | 1983-05-20 |
BR7903018A (en) | 1979-12-04 |
FR2426060A1 (en) | 1979-12-14 |
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