JPH041007B2 - - Google Patents
Info
- Publication number
- JPH041007B2 JPH041007B2 JP57000799A JP79982A JPH041007B2 JP H041007 B2 JPH041007 B2 JP H041007B2 JP 57000799 A JP57000799 A JP 57000799A JP 79982 A JP79982 A JP 79982A JP H041007 B2 JPH041007 B2 JP H041007B2
- Authority
- JP
- Japan
- Prior art keywords
- polyol
- urethane elastomer
- present
- heat
- temperature
- 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 - Lifetime
Links
- 229920005862 polyol Polymers 0.000 claims description 39
- 150000003077 polyols Chemical class 0.000 claims description 39
- 229920006311 Urethane elastomer Polymers 0.000 claims description 22
- 239000005056 polyisocyanate Substances 0.000 claims description 16
- 229920001228 polyisocyanate Polymers 0.000 claims description 16
- 239000004814 polyurethane Substances 0.000 claims description 14
- 229920002635 polyurethane Polymers 0.000 claims description 14
- 125000003118 aryl group Chemical group 0.000 claims description 7
- 125000001931 aliphatic group Chemical group 0.000 claims description 4
- 125000000623 heterocyclic group Chemical group 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
- 238000002156 mixing Methods 0.000 claims description 3
- 229940126062 Compound A Drugs 0.000 claims 1
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 claims 1
- 238000010438 heat treatment Methods 0.000 description 13
- -1 adiprene Polymers 0.000 description 11
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 10
- 238000000034 method Methods 0.000 description 10
- 230000000052 comparative effect Effects 0.000 description 9
- 238000001938 differential scanning calorimetry curve Methods 0.000 description 8
- 229920001187 thermosetting polymer Polymers 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 5
- 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 4
- IBOFVQJTBBUKMU-UHFFFAOYSA-N 4,4'-methylene-bis-(2-chloroaniline) Chemical compound C1=C(Cl)C(N)=CC=C1CC1=CC=C(N)C(Cl)=C1 IBOFVQJTBBUKMU-UHFFFAOYSA-N 0.000 description 4
- 229920001971 elastomer Polymers 0.000 description 4
- 239000000806 elastomer Substances 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 229920000921 polyethylene adipate Polymers 0.000 description 4
- 238000011417 postcuring Methods 0.000 description 4
- 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 4
- 241001112258 Moca Species 0.000 description 3
- 238000005266 casting Methods 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 238000000465 moulding Methods 0.000 description 3
- 229920005906 polyester polyol Polymers 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 239000000523 sample Substances 0.000 description 3
- 230000004580 weight loss Effects 0.000 description 3
- FKTHNVSLHLHISI-UHFFFAOYSA-N 1,2-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=CC=C1CN=C=O FKTHNVSLHLHISI-UHFFFAOYSA-N 0.000 description 2
- RTTZISZSHSCFRH-UHFFFAOYSA-N 1,3-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=CC(CN=C=O)=C1 RTTZISZSHSCFRH-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- 239000004721 Polyphenylene oxide Substances 0.000 description 2
- 229910000831 Steel Inorganic materials 0.000 description 2
- ORLQHILJRHBSAY-UHFFFAOYSA-N [1-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1(CO)CCCCC1 ORLQHILJRHBSAY-UHFFFAOYSA-N 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- 230000006866 deterioration Effects 0.000 description 2
- JQVDAXLFBXTEQA-UHFFFAOYSA-N dibutylamine Chemical compound CCCCNCCCC JQVDAXLFBXTEQA-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- 239000012948 isocyanate Substances 0.000 description 2
- 150000002513 isocyanates Chemical group 0.000 description 2
- 229920000515 polycarbonate Polymers 0.000 description 2
- 239000004417 polycarbonate Substances 0.000 description 2
- 229920000570 polyether Polymers 0.000 description 2
- 238000010107 reaction injection moulding Methods 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000010959 steel Substances 0.000 description 2
- 230000007704 transition Effects 0.000 description 2
- 150000003673 urethanes Chemical class 0.000 description 2
- BJZYYSAMLOBSDY-QMMMGPOBSA-N (2s)-2-butoxybutan-1-ol Chemical compound CCCCO[C@@H](CC)CO BJZYYSAMLOBSDY-QMMMGPOBSA-N 0.000 description 1
- 229940008841 1,6-hexamethylene diisocyanate Drugs 0.000 description 1
- BCBHDSLDGBIFIX-UHFFFAOYSA-N 4-[(2-hydroxyethoxy)carbonyl]benzoic acid Chemical compound OCCOC(=O)C1=CC=C(C(O)=O)C=C1 BCBHDSLDGBIFIX-UHFFFAOYSA-N 0.000 description 1
- 239000004604 Blowing Agent Substances 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- MXSDVRZUHWGLIV-UHFFFAOYSA-N [4-[2-[4-(hydroxymethyl)phenyl]propan-2-yl]phenyl]methanol Chemical compound C=1C=C(CO)C=CC=1C(C)(C)C1=CC=C(CO)C=C1 MXSDVRZUHWGLIV-UHFFFAOYSA-N 0.000 description 1
- VFLRGCHXIWFSGO-UHFFFAOYSA-N [4-[4-(hydroxymethyl)phenoxy]phenyl]methanol Chemical compound C1=CC(CO)=CC=C1OC1=CC=C(CO)C=C1 VFLRGCHXIWFSGO-UHFFFAOYSA-N 0.000 description 1
- KFFIUPLBFGJOKJ-UHFFFAOYSA-N [4-[4-(hydroxymethyl)phenyl]sulfanylphenyl]methanol Chemical compound C1=CC(CO)=CC=C1SC1=CC=C(CO)C=C1 KFFIUPLBFGJOKJ-UHFFFAOYSA-N 0.000 description 1
- YRRRLFOYLAGUKD-UHFFFAOYSA-N [4-[4-(hydroxymethyl)phenyl]sulfonylphenyl]methanol Chemical compound C1=CC(CO)=CC=C1S(=O)(=O)C1=CC=C(CO)C=C1 YRRRLFOYLAGUKD-UHFFFAOYSA-N 0.000 description 1
- DINZUYYYXDLSJE-UHFFFAOYSA-N [8-(hydroxymethyl)naphthalen-1-yl]methanol Chemical compound C1=CC(CO)=C2C(CO)=CC=CC2=C1 DINZUYYYXDLSJE-UHFFFAOYSA-N 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 230000000903 blocking effect Effects 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 238000004925 denaturation Methods 0.000 description 1
- 230000036425 denaturation Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- KORSJDCBLAPZEQ-UHFFFAOYSA-N dicyclohexylmethane-4,4'-diisocyanate Chemical compound C1CC(N=C=O)CCC1CC1CCC(N=C=O)CC1 KORSJDCBLAPZEQ-UHFFFAOYSA-N 0.000 description 1
- 150000002009 diols Chemical class 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 238000005227 gel permeation chromatography Methods 0.000 description 1
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 1
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 1
- 239000010985 leather Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000000691 measurement method Methods 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920001281 polyalkylene Polymers 0.000 description 1
- 229920001610 polycaprolactone Polymers 0.000 description 1
- 229920006389 polyphenyl polymer Polymers 0.000 description 1
- 239000012744 reinforcing agent Substances 0.000 description 1
- 239000012488 sample solution Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 229920002725 thermoplastic elastomer Polymers 0.000 description 1
- 229920002803 thermoplastic polyurethane Polymers 0.000 description 1
Landscapes
- Polyurethanes Or Polyureas (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP57000799A JPS58118815A (ja) | 1982-01-05 | 1982-01-05 | 耐熱性の改良されたウレタンエラストマ− |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP57000799A JPS58118815A (ja) | 1982-01-05 | 1982-01-05 | 耐熱性の改良されたウレタンエラストマ− |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS58118815A JPS58118815A (ja) | 1983-07-15 |
| JPH041007B2 true JPH041007B2 (US20100268047A1-20101021-C00003.png) | 1992-01-09 |
Family
ID=11483725
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP57000799A Granted JPS58118815A (ja) | 1982-01-05 | 1982-01-05 | 耐熱性の改良されたウレタンエラストマ− |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS58118815A (US20100268047A1-20101021-C00003.png) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2014077003A1 (ja) | 2012-11-15 | 2014-05-22 | 日本軽金属株式会社 | 成形性、溶接性に優れた電池ケース用アルミニウム合金板 |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH02191688A (ja) * | 1988-10-18 | 1990-07-27 | Sanyo Chem Ind Ltd | 塗膜の傷回復方法 |
| JPH02251517A (ja) * | 1988-11-08 | 1990-10-09 | Sanyo Chem Ind Ltd | 熱硬化性形状記憶性成型体および使用法 |
| JP2566472B2 (ja) * | 1989-12-04 | 1996-12-25 | 株式会社エポゾール | 耐熱性かつ熱可塑性の、ポリウレタンエラストマー及びその製造法 |
| US5436399A (en) * | 1992-09-29 | 1995-07-25 | Asahi Kasel Kogyo Kabushiki Kaisha | Thermoplastic polyurethane derived from polytetramethylene carbonate diol |
| CN111065666B (zh) * | 2017-10-05 | 2022-04-22 | 三井化学株式会社 | 聚氨酯树脂、成型品、及聚氨酯树脂的制造方法 |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS51106197A (US20100268047A1-20101021-C00003.png) * | 1975-03-14 | 1976-09-20 | Bridgestone Tire Co Ltd |
-
1982
- 1982-01-05 JP JP57000799A patent/JPS58118815A/ja active Granted
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS51106197A (US20100268047A1-20101021-C00003.png) * | 1975-03-14 | 1976-09-20 | Bridgestone Tire Co Ltd |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2014077003A1 (ja) | 2012-11-15 | 2014-05-22 | 日本軽金属株式会社 | 成形性、溶接性に優れた電池ケース用アルミニウム合金板 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS58118815A (ja) | 1983-07-15 |
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