GB1187233A - Oxymethylene Polymer Production - Google Patents
Oxymethylene Polymer ProductionInfo
- Publication number
- GB1187233A GB1187233A GB39869/67A GB3986967A GB1187233A GB 1187233 A GB1187233 A GB 1187233A GB 39869/67 A GB39869/67 A GB 39869/67A GB 3986967 A GB3986967 A GB 3986967A GB 1187233 A GB1187233 A GB 1187233A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methyl
- oxide
- trioxan
- antimony
- dioxide
- 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.)
- Expired
Links
- 125000005704 oxymethylene group Chemical group [H]C([H])([*:2])O[*:1] 0.000 title 1
- 229920000642 polymer Polymers 0.000 title 1
- -1 pentaphenylethyl Chemical group 0.000 abstract 5
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 abstract 4
- BGJSXRVXTHVRSN-UHFFFAOYSA-N 1,3,5-trioxane Chemical compound C1OCOCO1 BGJSXRVXTHVRSN-UHFFFAOYSA-N 0.000 abstract 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 3
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 abstract 3
- WNXJIVFYUVYPPR-UHFFFAOYSA-N 1,3-dioxolane Chemical compound C1COCO1 WNXJIVFYUVYPPR-UHFFFAOYSA-N 0.000 abstract 2
- OECTYKWYRCHAKR-UHFFFAOYSA-N 4-vinylcyclohexene dioxide Chemical compound C1OC1C1CC2OC2CC1 OECTYKWYRCHAKR-UHFFFAOYSA-N 0.000 abstract 2
- ZFIVKAOQEXOYFY-UHFFFAOYSA-N Diepoxybutane Chemical compound C1OC1C1OC1 ZFIVKAOQEXOYFY-UHFFFAOYSA-N 0.000 abstract 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 abstract 2
- 229910052787 antimony Inorganic materials 0.000 abstract 2
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical group [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- 229910052698 phosphorus Inorganic materials 0.000 abstract 2
- 239000011574 phosphorus Substances 0.000 abstract 2
- 238000006116 polymerization reaction Methods 0.000 abstract 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 abstract 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 abstract 1
- BGCSUUSPRCDKBQ-UHFFFAOYSA-N 2,4,8,10-tetraoxaspiro[5.5]undecane Chemical compound C1OCOCC21COCOC2 BGCSUUSPRCDKBQ-UHFFFAOYSA-N 0.000 abstract 1
- UUODQIKUTGWMPT-UHFFFAOYSA-N 2-fluoro-5-(trifluoromethyl)pyridine Chemical compound FC1=CC=C(C(F)(F)F)C=N1 UUODQIKUTGWMPT-UHFFFAOYSA-N 0.000 abstract 1
- FZIIBDOXPQOKBP-UHFFFAOYSA-N 2-methyloxetane Chemical class CC1CCO1 FZIIBDOXPQOKBP-UHFFFAOYSA-N 0.000 abstract 1
- ZETHHMPKDUSZQQ-UHFFFAOYSA-N Betulafolienepentol Natural products C1C=C(C)CCC(C(C)CCC=C(C)C)C2C(OC)OC(OC)C2=C1 ZETHHMPKDUSZQQ-UHFFFAOYSA-N 0.000 abstract 1
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 abstract 1
- 229920013683 Celanese Polymers 0.000 abstract 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 abstract 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 abstract 1
- WSMYVTOQOOLQHP-UHFFFAOYSA-N Malondialdehyde Chemical compound O=CCC=O WSMYVTOQOOLQHP-UHFFFAOYSA-N 0.000 abstract 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 abstract 1
- PCSMJKASWLYICJ-UHFFFAOYSA-N Succinic aldehyde Chemical compound O=CCCC=O PCSMJKASWLYICJ-UHFFFAOYSA-N 0.000 abstract 1
- DHXVGJBLRPWPCS-UHFFFAOYSA-N Tetrahydropyran Chemical compound C1CCOCC1 DHXVGJBLRPWPCS-UHFFFAOYSA-N 0.000 abstract 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 abstract 1
- 150000001450 anions Chemical class 0.000 abstract 1
- 229910052785 arsenic Inorganic materials 0.000 abstract 1
- RQNWIZPPADIBDY-UHFFFAOYSA-N arsenic atom Chemical compound [As] RQNWIZPPADIBDY-UHFFFAOYSA-N 0.000 abstract 1
- 150000005840 aryl radicals Chemical class 0.000 abstract 1
- 229910052797 bismuth Inorganic materials 0.000 abstract 1
- JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 abstract 1
- 229910052796 boron Inorganic materials 0.000 abstract 1
- 150000001768 cations Chemical class 0.000 abstract 1
- 238000007334 copolymerization reaction Methods 0.000 abstract 1
- HEOKFDGOFROELJ-UHFFFAOYSA-N diacetal Natural products COc1ccc(C=C/c2cc(O)cc(OC3OC(COC(=O)c4cc(O)c(O)c(O)c4)C(O)C(O)C3O)c2)cc1O HEOKFDGOFROELJ-UHFFFAOYSA-N 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 229910052751 metal Inorganic materials 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 229910052752 metalloid Inorganic materials 0.000 abstract 1
- 150000002738 metalloids Chemical class 0.000 abstract 1
- VFPJJGZRHMOKLJ-UHFFFAOYSA-N methyl(triphenyl)antimony Chemical compound C=1C=CC=CC=1[Sb](C=1C=CC=CC=1)(C)C1=CC=CC=C1 VFPJJGZRHMOKLJ-UHFFFAOYSA-N 0.000 abstract 1
- AHHWIHXENZJRFG-UHFFFAOYSA-N oxetane Chemical compound C1COC1 AHHWIHXENZJRFG-UHFFFAOYSA-N 0.000 abstract 1
- 238000000746 purification Methods 0.000 abstract 1
- 239000000600 sorbitol Substances 0.000 abstract 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 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
- C08G2/00—Addition polymers of aldehydes or cyclic oligomers thereof or of ketones; Addition copolymers thereof with less than 50 molar percent of other substances
- C08G2/18—Copolymerisation of aldehydes or ketones
-
- 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
- B01J31/0231—Halogen-containing compounds
-
- 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
- B01J31/0272—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing elements other than those covered by B01J31/0201 - B01J31/0255
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- 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
- C07F9/90—Antimony compounds
- C07F9/902—Compounds without antimony-carbon linkages
-
- 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
- C08G2/00—Addition polymers of aldehydes or cyclic oligomers thereof or of ketones; Addition copolymers thereof with less than 50 molar percent of other substances
- C08G2/06—Catalysts
-
- 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
- C08G2/00—Addition polymers of aldehydes or cyclic oligomers thereof or of ketones; Addition copolymers thereof with less than 50 molar percent of other substances
- C08G2/10—Polymerisation of cyclic oligomers of formaldehyde
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Polyethers (AREA)
- Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
Abstract
1,187,233. Trioxan polymerization. CELANESE CORP. 31 Aug., 1967 [16 Sept., 1966], No. 39869/67. Heading C3P. [Also in Division C5] Trioxan is homo or copolymerized in the presence of a catalyst of the formula wherein Ar<SP>1</SP>, Ar<SP>2</SP>, Ar<SP>3</SP>, Ar<SP>4</SP> and Ar<SP>5</SP> are aryl radicals, m is 0 or 1, M is a metal or metalloid other than boron or arsenic, or phosphorus, v is the valency of the element M, X is a halogen atom and is Br, Cl, or I when M is antimony, and n is v plus 1. Otherwise conventional polymerization and purification techniques are employed. Hexa- and tetrahalides of antimony, phosphorus, and bismuth are specified as the anions, while triphenyl methyl, pentaphenylethyl, tris - (biphenylyl) methyl, (monophenyl) (dinaphthyl) methyl, trinaphthylmethyl, and mono - (biphenylyl) (diphenyl) methyl are specified as cations. The examples all relate to the use of triphenyl methyl antimony hexachloride as catalysts in the homopolymerization of trioxan or copolymerization with ethylene oxide, tetrahydrofuran, 1,3- dioxolan, 1,4 - dioxan, trimethylene oxide, propylene oxide and butadiene dioxide, pentamethylene oxide, 1,2 and 1,3-butylene oxides, ethylene oxide and vinyl cyclohexene dioxide, tetrahydrofuran, or the diacetal of malonaldehyde and ethylene glycol, 1,3-dioxolan and vinyl cyclohexene dioxide, ethylene oxide and sorbitol triformal, pentaerythritol diformal, butadiene dioxide, resorcinol diglycidyl ether, or the triepoxide of the triallyl ether of trimethylolpropane.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US57985766A | 1966-09-16 | 1966-09-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1187233A true GB1187233A (en) | 1970-04-08 |
Family
ID=24318635
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB39869/67A Expired GB1187233A (en) | 1966-09-16 | 1967-08-31 | Oxymethylene Polymer Production |
Country Status (10)
| Country | Link |
|---|---|
| AT (1) | AT276757B (en) |
| BE (1) | BE703582A (en) |
| CH (1) | CH492748A (en) |
| DE (1) | DE1720409A1 (en) |
| ES (1) | ES344669A1 (en) |
| GB (1) | GB1187233A (en) |
| IL (1) | IL28509A (en) |
| LU (1) | LU54309A1 (en) |
| NL (1) | NL6712302A (en) |
| SE (1) | SE352645B (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7064177B2 (en) | 2002-04-11 | 2006-06-20 | Basf Aktiengesellschaft | Production of polyoxymethylene and suitable (II) catalysts |
| US7112651B2 (en) | 2002-04-11 | 2006-09-26 | Basf Aktiengesellschaft | Production of polyoxymethylene and suitable catalysts |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1054861B (en) * | 1956-06-22 | 1959-04-09 | Opel Adam Ag | Bearing lubrication for the shaft of the drive pinion in bevel and conical screw drives, especially in front axle drives of motor vehicles |
| DE102009014317A1 (en) | 2009-03-25 | 2010-10-07 | Sew-Eurodrive Gmbh & Co. Kg | transmission |
| DE102009014316B4 (en) | 2009-03-25 | 2019-03-14 | Sew-Eurodrive Gmbh & Co Kg | transmission |
| DE102009014318A1 (en) | 2009-03-25 | 2010-10-07 | Sew-Eurodrive Gmbh & Co. Kg | At least partially filled with oil gear |
| DE102009014315B4 (en) | 2009-03-25 | 2018-01-25 | Sew-Eurodrive Gmbh & Co Kg | transmission |
-
1967
- 1967-08-14 LU LU54309D patent/LU54309A1/xx unknown
- 1967-08-15 IL IL28509A patent/IL28509A/en unknown
- 1967-08-31 ES ES344669A patent/ES344669A1/en not_active Expired
- 1967-08-31 GB GB39869/67A patent/GB1187233A/en not_active Expired
- 1967-09-02 DE DE19671720409 patent/DE1720409A1/en active Pending
- 1967-09-06 CH CH1243867A patent/CH492748A/en not_active IP Right Cessation
- 1967-09-06 AT AT815667A patent/AT276757B/en not_active IP Right Cessation
- 1967-09-07 BE BE703582D patent/BE703582A/xx unknown
- 1967-09-07 NL NL6712302A patent/NL6712302A/xx unknown
- 1967-09-15 SE SE12748/67A patent/SE352645B/xx unknown
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7064177B2 (en) | 2002-04-11 | 2006-06-20 | Basf Aktiengesellschaft | Production of polyoxymethylene and suitable (II) catalysts |
| US7112651B2 (en) | 2002-04-11 | 2006-09-26 | Basf Aktiengesellschaft | Production of polyoxymethylene and suitable catalysts |
Also Published As
| Publication number | Publication date |
|---|---|
| ES344669A1 (en) | 1968-10-16 |
| AT276757B (en) | 1969-12-10 |
| SE352645B (en) | 1973-01-08 |
| DE1720409A1 (en) | 1971-06-16 |
| NL6712302A (en) | 1968-03-18 |
| IL28509A (en) | 1971-05-26 |
| LU54309A1 (en) | 1967-12-07 |
| CH492748A (en) | 1970-06-30 |
| BE703582A (en) | 1968-03-07 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |