NO822498L - Lineaere, flytende polytioetere. - Google Patents
Lineaere, flytende polytioetere.Info
- Publication number
- NO822498L NO822498L NO822498A NO822498A NO822498L NO 822498 L NO822498 L NO 822498L NO 822498 A NO822498 A NO 822498A NO 822498 A NO822498 A NO 822498A NO 822498 L NO822498 L NO 822498L
- Authority
- NO
- Norway
- Prior art keywords
- liquid
- radical
- stated
- reactive
- polythioethers
- Prior art date
Links
- 239000007788 liquid Substances 0.000 title claims description 87
- 229920006295 polythiol Polymers 0.000 claims description 88
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 33
- 125000000217 alkyl group Chemical group 0.000 claims description 28
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 23
- 229920001971 elastomer Polymers 0.000 claims description 19
- 239000000446 fuel Substances 0.000 claims description 16
- 239000000806 elastomer Substances 0.000 claims description 15
- 239000002904 solvent Substances 0.000 claims description 15
- 239000000565 sealant Substances 0.000 claims description 14
- 239000007787 solid Substances 0.000 claims description 12
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 11
- 125000004432 carbon atom Chemical group C* 0.000 claims description 9
- 239000001257 hydrogen Substances 0.000 claims description 9
- 229910052739 hydrogen Inorganic materials 0.000 claims description 9
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 7
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 claims description 7
- 239000012948 isocyanate Substances 0.000 claims description 7
- 150000002513 isocyanates Chemical class 0.000 claims description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
- 125000003118 aryl group Chemical group 0.000 claims description 5
- 125000001181 organosilyl group Chemical group [SiH3]* 0.000 claims description 5
- 125000004404 heteroalkyl group Chemical group 0.000 claims description 4
- 125000004001 thioalkyl group Chemical group 0.000 claims description 4
- 239000004593 Epoxy Substances 0.000 claims description 3
- 125000002723 alicyclic group Chemical group 0.000 claims description 2
- 150000002431 hydrogen Chemical class 0.000 claims description 2
- 125000005429 oxyalkyl group Chemical group 0.000 claims description 2
- 150000002118 epoxides Chemical class 0.000 claims 1
- 150000003254 radicals Chemical class 0.000 description 58
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 24
- 239000003054 catalyst Substances 0.000 description 19
- 238000006243 chemical reaction Methods 0.000 description 19
- 229920000642 polymer Polymers 0.000 description 18
- 230000015572 biosynthetic process Effects 0.000 description 17
- -1 polythio- Polymers 0.000 description 15
- 238000000034 method Methods 0.000 description 14
- 238000003786 synthesis reaction Methods 0.000 description 14
- 238000009833 condensation Methods 0.000 description 13
- 230000005494 condensation Effects 0.000 description 13
- 238000006482 condensation reaction Methods 0.000 description 13
- 239000004014 plasticizer Substances 0.000 description 13
- 229910052757 nitrogen Inorganic materials 0.000 description 12
- 150000002894 organic compounds Chemical class 0.000 description 12
- 239000000463 material Substances 0.000 description 11
- 239000000203 mixture Substances 0.000 description 10
- 239000000047 product Substances 0.000 description 9
- 150000001875 compounds Chemical class 0.000 description 7
- 238000004821 distillation Methods 0.000 description 7
- 239000011521 glass Substances 0.000 description 7
- 238000003756 stirring Methods 0.000 description 7
- YODZTKMDCQEPHD-UHFFFAOYSA-N thiodiglycol Chemical compound OCCSCCO YODZTKMDCQEPHD-UHFFFAOYSA-N 0.000 description 7
- 239000004615 ingredient Substances 0.000 description 6
- 229910052717 sulfur Inorganic materials 0.000 description 6
- 229950006389 thiodiglycol Drugs 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 5
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 5
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
- 230000018044 dehydration Effects 0.000 description 4
- 238000006297 dehydration reaction Methods 0.000 description 4
- 125000004434 sulfur atom Chemical group 0.000 description 4
- 239000005864 Sulphur Substances 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 150000001298 alcohols Chemical class 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 3
- 238000002329 infrared spectrum Methods 0.000 description 3
- 150000002500 ions Chemical group 0.000 description 3
- 150000002978 peroxides Chemical class 0.000 description 3
- 238000004073 vulcanization Methods 0.000 description 3
- DGVVWUTYPXICAM-UHFFFAOYSA-N β‐Mercaptoethanol Chemical compound OCCS DGVVWUTYPXICAM-UHFFFAOYSA-N 0.000 description 3
- DHBXNPKRAUYBTH-UHFFFAOYSA-N 1,1-ethanedithiol Chemical compound CC(S)S DHBXNPKRAUYBTH-UHFFFAOYSA-N 0.000 description 2
- PRBHEGAFLDMLAL-UHFFFAOYSA-N 1,5-Hexadiene Natural products CC=CCC=C PRBHEGAFLDMLAL-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 2
- 150000001336 alkenes Chemical class 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 125000005442 diisocyanate group Chemical group 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- 239000003822 epoxy resin Substances 0.000 description 2
- 239000012467 final product Substances 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- 125000005842 heteroatom Chemical group 0.000 description 2
- PYGSKMBEVAICCR-UHFFFAOYSA-N hexa-1,5-diene Chemical compound C=CCCC=C PYGSKMBEVAICCR-UHFFFAOYSA-N 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 239000012299 nitrogen atmosphere Substances 0.000 description 2
- 150000002924 oxiranes Chemical class 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229920000647 polyepoxide Polymers 0.000 description 2
- 229910000077 silane Inorganic materials 0.000 description 2
- 239000011593 sulfur Substances 0.000 description 2
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 2
- HVLLSGMXQDNUAL-UHFFFAOYSA-N triphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)OC1=CC=CC=C1 HVLLSGMXQDNUAL-UHFFFAOYSA-N 0.000 description 2
- KYVBNYUBXIEUFW-UHFFFAOYSA-N 1,1,3,3-tetramethylguanidine Chemical compound CN(C)C(=N)N(C)C KYVBNYUBXIEUFW-UHFFFAOYSA-N 0.000 description 1
- WOWDPMPSRULKEF-UHFFFAOYSA-N 1,5-bis(propylsulfanyl)pentane Chemical compound CCCSCCCCCSCCC WOWDPMPSRULKEF-UHFFFAOYSA-N 0.000 description 1
- SRZXCOWFGPICGA-UHFFFAOYSA-N 1,6-Hexanedithiol Chemical compound SCCCCCCS SRZXCOWFGPICGA-UHFFFAOYSA-N 0.000 description 1
- ZGEGCLOFRBLKSE-UHFFFAOYSA-N 1-Heptene Chemical compound CCCCCC=C ZGEGCLOFRBLKSE-UHFFFAOYSA-N 0.000 description 1
- TVJMNKFRSJHLBL-UHFFFAOYSA-N 1-[2-(2-hydroxypropylsulfanyl)ethylsulfanyl]propan-2-ol Chemical compound CC(O)CSCCSCC(C)O TVJMNKFRSJHLBL-UHFFFAOYSA-N 0.000 description 1
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 1
- FFRBMBIXVSCUFS-UHFFFAOYSA-N 2,4-dinitro-1-naphthol Chemical compound C1=CC=C2C(O)=C([N+]([O-])=O)C=C([N+]([O-])=O)C2=C1 FFRBMBIXVSCUFS-UHFFFAOYSA-N 0.000 description 1
- 229930185605 Bisphenol Natural products 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- 239000004169 Hydrogenated Poly-1-Decene Substances 0.000 description 1
- 229920001730 Moisture cure polyurethane Polymers 0.000 description 1
- 229920000459 Nitrile rubber Polymers 0.000 description 1
- LULCPJWUGUVEFU-UHFFFAOYSA-N Phthiocol Natural products C1=CC=C2C(=O)C(C)=C(O)C(=O)C2=C1 LULCPJWUGUVEFU-UHFFFAOYSA-N 0.000 description 1
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 1
- 241000534944 Thia Species 0.000 description 1
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- 125000005233 alkylalcohol group Chemical group 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 150000008378 aryl ethers Chemical class 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 230000001680 brushing effect Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- SOCTUWSJJQCPFX-UHFFFAOYSA-N dichromate(2-) Chemical compound [O-][Cr](=O)(=O)O[Cr]([O-])(=O)=O SOCTUWSJJQCPFX-UHFFFAOYSA-N 0.000 description 1
- 150000002009 diols Chemical class 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000006266 etherification reaction Methods 0.000 description 1
- DNJIEGIFACGWOD-UHFFFAOYSA-N ethyl mercaptane Natural products CCS DNJIEGIFACGWOD-UHFFFAOYSA-N 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000011953 free-radical catalyst Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- TUJKJAMUKRIRHC-UHFFFAOYSA-N hydroxyl Chemical compound [OH] TUJKJAMUKRIRHC-UHFFFAOYSA-N 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 150000002505 iron Chemical class 0.000 description 1
- 230000001788 irregular Effects 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- RASFMBBIZLUCME-UHFFFAOYSA-N methyl 2-amino-3-[(2-amino-3-methoxycarbonylphenyl)methyl]benzoate Chemical compound COC(=O)C1=CC=CC(CC=2C(=C(C(=O)OC)C=CC=2)N)=C1N RASFMBBIZLUCME-UHFFFAOYSA-N 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 150000001451 organic peroxides Chemical class 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- DGTNSSLYPYDJGL-UHFFFAOYSA-N phenyl isocyanate Chemical compound O=C=NC1=CC=CC=C1 DGTNSSLYPYDJGL-UHFFFAOYSA-N 0.000 description 1
- 239000005077 polysulfide Substances 0.000 description 1
- 229920001021 polysulfide Polymers 0.000 description 1
- 150000008117 polysulfides Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 238000001577 simple distillation Methods 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000012258 stirred mixture Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- TXDNPSYEJHXKMK-UHFFFAOYSA-N sulfanylsilane Chemical compound S[SiH3] TXDNPSYEJHXKMK-UHFFFAOYSA-N 0.000 description 1
- BUXTXUBQAKIQKS-UHFFFAOYSA-N sulfuryl diisocyanate Chemical compound O=C=NS(=O)(=O)N=C=O BUXTXUBQAKIQKS-UHFFFAOYSA-N 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- 239000004634 thermosetting polymer Substances 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L71/00—Compositions of polyethers obtained by reactions forming an ether link in the main chain; Compositions of derivatives of such polymers
-
- 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
- C08G75/00—Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule
- C08G75/12—Polythioether-ethers
-
- 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
- C08G18/52—Polythioethers
-
- 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
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/20—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the epoxy compounds used
- C08G59/22—Di-epoxy compounds
- C08G59/30—Di-epoxy compounds containing atoms other than carbon, hydrogen, oxygen and nitrogen
- C08G59/302—Di-epoxy compounds containing atoms other than carbon, hydrogen, oxygen and nitrogen containing sulfur
-
- 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
- C08G65/34—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from hydroxy compounds or their metallic derivatives
-
- 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
- C08G65/34—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from hydroxy compounds or their metallic derivatives
- C08G65/48—Polymers modified by chemical after-treatment
-
- 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
- C08G75/00—Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule
- C08G75/02—Polythioethers
-
- 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
- C08G75/00—Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule
- C08G75/02—Polythioethers
- C08G75/0204—Polyarylenethioethers
- C08G75/0245—Block or graft polymers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L63/00—Compositions of epoxy resins; Compositions of derivatives of epoxy resins
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
- Sealing Material Composition (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Polymerisation Methods In General (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
- External Artificial Organs (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US21317380A | 1980-12-04 | 1980-12-04 | |
| US23131981A | 1981-02-04 | 1981-02-04 | |
| US06/248,994 US4366307A (en) | 1980-12-04 | 1981-03-30 | Liquid polythioethers |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NO822498L true NO822498L (no) | 1982-07-20 |
Family
ID=27395830
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO822498A NO822498L (no) | 1980-12-04 | 1982-07-20 | Lineaere, flytende polytioetere. |
| NO822635A NO153103C (no) | 1980-12-04 | 1982-08-02 | Ikke-krystalliserende, vann-, loesningsmiddel-, brennstoff- og varme-resistent flytende polytioeter |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO822635A NO153103C (no) | 1980-12-04 | 1982-08-02 | Ikke-krystalliserende, vann-, loesningsmiddel-, brennstoff- og varme-resistent flytende polytioeter |
Country Status (12)
| Country | Link |
|---|---|
| EP (2) | EP0054379B1 (forum.php) |
| JP (2) | JPS6035368B2 (forum.php) |
| AU (1) | AU547995B2 (forum.php) |
| CA (2) | CA1179681A (forum.php) |
| DE (1) | DE3173921D1 (forum.php) |
| DK (2) | DK164066C (forum.php) |
| ES (1) | ES507673A0 (forum.php) |
| GR (1) | GR82286B (forum.php) |
| IE (1) | IE52255B1 (forum.php) |
| NO (2) | NO822498L (forum.php) |
| PT (1) | PT74095B (forum.php) |
| WO (2) | WO1982001880A1 (forum.php) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4609762A (en) * | 1984-01-30 | 1986-09-02 | Products Research & Chemical Corp. | Thioethers having a high sulfur content and method therefor |
| FR2570709B1 (fr) * | 1984-09-25 | 1987-01-02 | Elf Aquitaine | Nouveaux polymeres a base d'alcool-thioethers insatures |
| US4623711A (en) * | 1985-08-21 | 1986-11-18 | Products Research & Chemical Corp. | Modified disulfide polymer composition and method for making same from mercaptan terminated disulfide polymer and diethyl formal mercaptan terminated polysulfide |
| EP0674215B1 (en) * | 1994-03-11 | 1999-09-22 | Agfa-Gevaert N.V. | Photographic materials containing polymeric compounds |
| US5795652A (en) * | 1996-12-06 | 1998-08-18 | Raychem Corporation | Fuel resistant cables |
| WO1998039365A2 (en) * | 1997-02-19 | 1998-09-11 | Courtaulds Aerospace, Inc. | Composition and method for producing fuel resistant liquid polythioether polymers with good low temperature flexibility |
| DE10025529A1 (de) | 2000-05-23 | 2002-02-14 | Henkel Teroson Gmbh | Zweikomponentiger Polysulfid-Kleb-Dichtstoff |
| DE102006051328A1 (de) * | 2006-10-31 | 2008-05-08 | Robert Bosch Gmbh | Piezoaktormodul oder Piezoaktor mit einem ummantelnden Schutzschichtsystem |
| US7879955B2 (en) * | 2007-05-01 | 2011-02-01 | Rao Chandra B | Compositions including a polythioether |
| US7875666B2 (en) * | 2008-04-24 | 2011-01-25 | Prc-De Soto International, Inc. | Thioethers, methods for their preparation, and compositions including such thioethers |
| US9080004B2 (en) * | 2010-10-07 | 2015-07-14 | Prc-Desoto International, Inc. | Diethylene glycol monomethyl ether resistant coating |
| CN104557641A (zh) * | 2013-10-18 | 2015-04-29 | 锦西化工研究院有限公司 | 一种合成9-羟基-7-硫杂壬烯的方法 |
| AU2017311195B2 (en) | 2016-08-08 | 2020-03-05 | Prc-Desoto International, Inc. | Actinic radiation-curable urethane/urea-containing aerospace coatings and sealants |
| US11098222B2 (en) * | 2018-07-03 | 2021-08-24 | Prc-Desoto International, Inc. | Sprayable polythioether coatings and sealants |
| CN112430325B (zh) * | 2020-11-17 | 2023-11-03 | 锦西化工研究院有限公司 | 惰性端基聚硫代醚聚合物的合成方法 |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2518245A (en) * | 1946-08-24 | 1950-08-08 | Shell Dev | Process for preparing copolymers from alkylene glycols and di(hydroxyalkyl) sulfides |
| GB791854A (en) * | 1954-04-14 | 1958-03-12 | Du Pont | Chemical process and product |
| NL108528C (forum.php) * | 1954-11-16 | |||
| BE602015A (forum.php) * | 1960-04-02 | 1900-01-01 | ||
| DE1187017B (de) * | 1962-10-30 | 1965-02-11 | Bayer Ag | Verfahren zur Herstellung von Polyaethern durch Polykondensation von Thiodiglykol |
| DE1720678C3 (de) * | 1967-06-30 | 1974-12-19 | Bayer Ag, 5090 Leverkusen | Weichmachungsmittel, Verfahren zu seiner Herstellung und dessen Verwendung |
| US3923748A (en) * | 1973-11-12 | 1975-12-02 | Prod Res & Chem Corp | Mercaptan terminated polymers and method therefor |
| US3985708A (en) * | 1974-09-18 | 1976-10-12 | American Cyanamid Company | Polymeric reaction products of thiodiethanol and diphenols |
| US3951927A (en) * | 1974-09-18 | 1976-04-20 | American Cyanamid Company | Vulcanizable elastomers from polythiodiethanol |
| US4000213A (en) * | 1974-12-19 | 1976-12-28 | American Cyanamid Company | Use of diepoxides in polythiodiethanol millable gums |
| US4089905A (en) * | 1976-10-27 | 1978-05-16 | American Cyanamid Company | Method for the preparation of polythioethers from thiodiethanol using heterogeneous mixed metal oxide catalysts |
| US4093599A (en) * | 1977-03-18 | 1978-06-06 | American Cyanamid Company | Process for the preparation of vulcanizable elastomers from thiodiethanol |
-
1981
- 1981-11-25 WO PCT/US1981/001573 patent/WO1982001880A1/en unknown
- 1981-11-25 AU AU79330/82A patent/AU547995B2/en not_active Ceased
- 1981-11-25 WO PCT/US1981/001572 patent/WO1982001879A1/en unknown
- 1981-11-25 JP JP57500233A patent/JPS6035368B2/ja not_active Expired
- 1981-11-25 JP JP57500104A patent/JPH0468330B2/ja not_active Expired - Lifetime
- 1981-12-03 EP EP81305695A patent/EP0054379B1/en not_active Expired
- 1981-12-03 ES ES507673A patent/ES507673A0/es active Granted
- 1981-12-03 DE DE8181305695T patent/DE3173921D1/de not_active Expired
- 1981-12-03 IE IE2840/81A patent/IE52255B1/en not_active IP Right Cessation
- 1981-12-04 EP EP81305753A patent/EP0055531A1/en not_active Withdrawn
- 1981-12-04 CA CA000391546A patent/CA1179681A/en not_active Expired
- 1981-12-04 CA CA000391545A patent/CA1178601A/en not_active Expired
- 1981-12-04 GR GR66694A patent/GR82286B/el unknown
- 1981-12-04 PT PT74095A patent/PT74095B/pt not_active IP Right Cessation
-
1982
- 1982-07-05 DK DK300982A patent/DK164066C/da not_active IP Right Cessation
- 1982-07-05 DK DK301082A patent/DK164067C/da not_active IP Right Cessation
- 1982-07-20 NO NO822498A patent/NO822498L/no unknown
- 1982-08-02 NO NO822635A patent/NO153103C/no not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| WO1982001880A1 (en) | 1982-06-10 |
| JPS6035368B2 (ja) | 1985-08-14 |
| ES8303475A1 (es) | 1983-02-01 |
| NO822635L (no) | 1982-08-02 |
| WO1982001879A1 (en) | 1982-06-10 |
| DK164066B (da) | 1992-05-04 |
| IE812840L (en) | 1982-09-30 |
| JPH0468330B2 (forum.php) | 1992-11-02 |
| IE52255B1 (en) | 1987-08-19 |
| ES507673A0 (es) | 1983-02-01 |
| NO153103C (no) | 1986-01-15 |
| EP0054379B1 (en) | 1986-02-26 |
| AU547995B2 (en) | 1985-11-14 |
| DK164066C (da) | 1992-09-28 |
| EP0054379A1 (en) | 1982-06-23 |
| DK300982A (da) | 1982-07-05 |
| DK301082A (da) | 1982-07-05 |
| DK164067C (da) | 1992-09-28 |
| CA1179681A (en) | 1984-12-18 |
| GR82286B (forum.php) | 1984-12-13 |
| DK164067B (da) | 1992-05-04 |
| JPS57502131A (forum.php) | 1982-12-02 |
| JPS57502129A (forum.php) | 1982-12-02 |
| NO153103B (no) | 1985-10-07 |
| PT74095A (en) | 1982-01-01 |
| CA1178601A (en) | 1984-11-27 |
| EP0055531A1 (en) | 1982-07-07 |
| PT74095B (en) | 1983-05-23 |
| AU7933082A (en) | 1982-06-17 |
| DE3173921D1 (en) | 1986-04-03 |
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