CA1063748A - Molding grade polyurethane - Google Patents
Molding grade polyurethaneInfo
- Publication number
- CA1063748A CA1063748A CA225,911A CA225911A CA1063748A CA 1063748 A CA1063748 A CA 1063748A CA 225911 A CA225911 A CA 225911A CA 1063748 A CA1063748 A CA 1063748A
- Authority
- CA
- Canada
- Prior art keywords
- diol
- polyol
- prepolymer
- reacted
- ether
- 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
- 239000004814 polyurethane Substances 0.000 title claims description 8
- 229920002635 polyurethane Polymers 0.000 title claims description 7
- 238000000465 moulding Methods 0.000 title abstract description 7
- -1 alkane diol Chemical class 0.000 claims abstract description 23
- 239000000203 mixture Substances 0.000 claims abstract description 23
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims abstract description 20
- 229920005862 polyol Polymers 0.000 claims abstract description 19
- 150000003077 polyols Chemical class 0.000 claims abstract description 19
- 150000002009 diols Chemical class 0.000 claims abstract description 17
- 239000004433 Thermoplastic polyurethane Substances 0.000 claims abstract description 5
- 229920002803 thermoplastic polyurethane Polymers 0.000 claims abstract description 5
- 238000002347 injection Methods 0.000 claims abstract description 4
- 239000007924 injection Substances 0.000 claims abstract description 4
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 claims description 7
- 125000003118 aryl group Chemical group 0.000 claims description 5
- 229920000909 polytetrahydrofuran Polymers 0.000 claims description 5
- 150000001336 alkenes Chemical class 0.000 claims description 4
- 238000001746 injection moulding Methods 0.000 claims description 4
- 239000000178 monomer Substances 0.000 claims description 4
- 229920001228 polyisocyanate Polymers 0.000 claims description 4
- 239000005056 polyisocyanate Substances 0.000 claims description 4
- 238000010526 radical polymerization reaction Methods 0.000 claims description 4
- 229920001577 copolymer Polymers 0.000 claims description 2
- 239000004721 Polyphenylene oxide Substances 0.000 abstract description 8
- 229920001971 elastomer Polymers 0.000 abstract description 8
- 239000000806 elastomer Substances 0.000 abstract description 8
- 238000000034 method Methods 0.000 abstract description 8
- 229920000570 polyether Polymers 0.000 abstract description 8
- 229920000642 polymer Polymers 0.000 abstract description 7
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Natural products C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 abstract description 6
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical group C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 abstract description 4
- 125000005702 oxyalkylene group Chemical group 0.000 abstract description 4
- 229920001451 polypropylene glycol Polymers 0.000 abstract description 4
- 238000005299 abrasion Methods 0.000 abstract description 2
- 239000011953 free-radical catalyst Substances 0.000 abstract description 2
- 238000010422 painting Methods 0.000 abstract 1
- 229920003225 polyurethane elastomer Polymers 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 238000005266 casting Methods 0.000 description 7
- 230000032683 aging Effects 0.000 description 5
- 230000000704 physical effect Effects 0.000 description 5
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 4
- 239000004615 ingredient Substances 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 3
- 230000005484 gravity Effects 0.000 description 3
- QZWKEPYTBWZJJA-UHFFFAOYSA-N 3,3'-Dimethoxybenzidine-4,4'-diisocyanate Chemical compound C1=C(N=C=O)C(OC)=CC(C=2C=C(OC)C(N=C=O)=CC=2)=C1 QZWKEPYTBWZJJA-UHFFFAOYSA-N 0.000 description 2
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 125000005442 diisocyanate group Chemical group 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 150000002825 nitriles Chemical class 0.000 description 2
- 229920000098 polyolefin Polymers 0.000 description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 229920001187 thermosetting polymer Polymers 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
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- SBJCUZQNHOLYMD-UHFFFAOYSA-N 1,5-Naphthalene diisocyanate Chemical compound C1=CC=C2C(N=C=O)=CC=CC2=C1N=C=O SBJCUZQNHOLYMD-UHFFFAOYSA-N 0.000 description 1
- PRIUALOJYOZZOJ-UHFFFAOYSA-L 2-ethylhexyl 2-[dibutyl-[2-(2-ethylhexoxy)-2-oxoethyl]sulfanylstannyl]sulfanylacetate Chemical compound CCCCC(CC)COC(=O)CS[Sn](CCCC)(CCCC)SCC(=O)OCC(CC)CCCC PRIUALOJYOZZOJ-UHFFFAOYSA-L 0.000 description 1
- 235000007319 Avena orientalis Nutrition 0.000 description 1
- 244000075850 Avena orientalis Species 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 235000018734 Sambucus australis Nutrition 0.000 description 1
- 244000180577 Sambucus australis Species 0.000 description 1
- 229920006311 Urethane elastomer Polymers 0.000 description 1
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- AYOHIQLKSOJJQH-UHFFFAOYSA-N dibutyltin Chemical compound CCCC[Sn]CCCC AYOHIQLKSOJJQH-UHFFFAOYSA-N 0.000 description 1
- 239000012975 dibutyltin dilaurate Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- RKISUIUJZGSLEV-UHFFFAOYSA-N n-[2-(octadecanoylamino)ethyl]octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(=O)NCCNC(=O)CCCCCCCCCCCCCCCCC RKISUIUJZGSLEV-UHFFFAOYSA-N 0.000 description 1
- 229920001281 polyalkylene Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920005906 polyester polyol Polymers 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 238000010998 test method Methods 0.000 description 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
- 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
- C08G18/63—Block or graft polymers obtained by polymerising compounds having carbon-to-carbon double bonds on to polymers
- C08G18/632—Block or graft polymers obtained by polymerising compounds having carbon-to-carbon double bonds on to polymers onto polyethers
-
- 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
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyurethanes Or Polyureas (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/469,959 US3933938A (en) | 1974-05-15 | 1974-05-15 | Grafted polyether diol-based thermoplastic urethane elastomer |
| US05/469,946 US3933937A (en) | 1974-05-15 | 1974-05-15 | Molding-grade polyurethane |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1063748A true CA1063748A (en) | 1979-10-02 |
Family
ID=27042904
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA225,911A Expired CA1063748A (en) | 1974-05-15 | 1975-04-30 | Molding grade polyurethane |
Country Status (8)
| Country | Link |
|---|---|
| JP (1) | JPS5335836B2 (en, 2012) |
| BR (1) | BR7502942A (en, 2012) |
| CA (1) | CA1063748A (en, 2012) |
| DE (3) | DE2559637A1 (en, 2012) |
| ES (1) | ES437394A1 (en, 2012) |
| FR (1) | FR2271249A1 (en, 2012) |
| GB (1) | GB1505126A (en, 2012) |
| IT (1) | IT1035733B (en, 2012) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5257296A (en) * | 1975-11-06 | 1977-05-11 | Toyo Tire & Rubber Co Ltd | Polyurethane elastomers with reduced temperature dependence |
| US4049636A (en) * | 1976-02-25 | 1977-09-20 | Uniroyal, Inc. | Thermally stable polyurethane elastomer useful in molding flexible automobile exterior body parts |
| US4041105A (en) * | 1976-02-26 | 1977-08-09 | Uniroyal, Inc. | Polyurethane elastomer derived from graft of ethylenically unsaturated monomer on polyalkylene ether glycol |
| US4125505A (en) * | 1976-07-06 | 1978-11-14 | Union Carbide Corporation | Polymer/polyols from high ethylene oxide content polyols |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US987618A (en) * | 1909-12-08 | 1911-03-21 | Theodor De Fontaine | Gas-generator. |
| BE788115A (fr) * | 1971-08-30 | 1973-02-28 | Union Carbide Corp | Compositions a base d'un polymere et d'un polyol convenant pourla fabrication des mousses de polyurethane |
-
1975
- 1975-04-28 GB GB1752675A patent/GB1505126A/en not_active Expired
- 1975-04-30 CA CA225,911A patent/CA1063748A/en not_active Expired
- 1975-05-02 ES ES75437394A patent/ES437394A1/es not_active Expired
- 1975-05-12 DE DE19752559637 patent/DE2559637A1/de not_active Withdrawn
- 1975-05-12 DE DE19752521000 patent/DE2521000A1/de not_active Withdrawn
- 1975-05-12 DE DE19752559636 patent/DE2559636A1/de active Pending
- 1975-05-13 BR BR7503741A patent/BR7502942A/pt unknown
- 1975-05-14 JP JP5718775A patent/JPS5335836B2/ja not_active Expired
- 1975-05-14 FR FR7515073A patent/FR2271249A1/fr not_active Withdrawn
- 1975-05-14 IT IT4960075A patent/IT1035733B/it active
Also Published As
| Publication number | Publication date |
|---|---|
| IT1035733B (it) | 1979-10-20 |
| DE2521000A1 (de) | 1975-11-20 |
| BR7502942A (pt) | 1976-03-23 |
| DE2559636A1 (de) | 1977-05-18 |
| GB1505126A (en) | 1978-03-22 |
| JPS5335836B2 (en, 2012) | 1978-09-29 |
| FR2271249A1 (en, 2012) | 1975-12-12 |
| ES437394A1 (es) | 1977-02-01 |
| JPS511597A (en, 2012) | 1976-01-08 |
| DE2559637A1 (de) | 1977-10-20 |
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