JP2009520068A - 速硬性脂肪族rimエラストマー - Google Patents
速硬性脂肪族rimエラストマー Download PDFInfo
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- JP2009520068A JP2009520068A JP2008545739A JP2008545739A JP2009520068A JP 2009520068 A JP2009520068 A JP 2009520068A JP 2008545739 A JP2008545739 A JP 2008545739A JP 2008545739 A JP2008545739 A JP 2008545739A JP 2009520068 A JP2009520068 A JP 2009520068A
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- polyisocyanate
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- 229920001971 elastomer Polymers 0.000 title claims abstract description 17
- 239000000806 elastomer Substances 0.000 title claims abstract description 17
- 125000001931 aliphatic group Chemical group 0.000 title claims description 26
- 239000003054 catalyst Substances 0.000 claims abstract description 41
- 239000012948 isocyanate Substances 0.000 claims abstract description 25
- 229920005862 polyol Polymers 0.000 claims abstract description 17
- 150000003077 polyols Chemical class 0.000 claims abstract description 17
- 229920000570 polyether Polymers 0.000 claims abstract description 16
- 239000004721 Polyphenylene oxide Substances 0.000 claims abstract description 11
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 11
- 125000003277 amino group Chemical group 0.000 claims abstract description 9
- 239000007795 chemical reaction product Substances 0.000 claims abstract description 9
- 229920003225 polyurethane elastomer Polymers 0.000 claims abstract description 5
- 239000005056 polyisocyanate Substances 0.000 claims description 49
- 229920001228 polyisocyanate Polymers 0.000 claims description 49
- 150000001875 compounds Chemical class 0.000 claims description 40
- 238000000034 method Methods 0.000 claims description 33
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 claims description 22
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims description 21
- 150000002513 isocyanates Chemical class 0.000 claims description 19
- 239000000049 pigment Substances 0.000 claims description 16
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- 239000000654 additive Substances 0.000 claims description 14
- 150000001412 amines Chemical class 0.000 claims description 11
- 239000004611 light stabiliser Substances 0.000 claims description 9
- 239000003381 stabilizer Substances 0.000 claims description 9
- KORSJDCBLAPZEQ-UHFFFAOYSA-N dicyclohexylmethane-4,4'-diisocyanate Chemical compound C1CC(N=C=O)CCC1CC1CCC(N=C=O)CC1 KORSJDCBLAPZEQ-UHFFFAOYSA-N 0.000 claims description 7
- 239000011541 reaction mixture Substances 0.000 claims description 7
- 229940008841 1,6-hexamethylene diisocyanate Drugs 0.000 claims description 6
- 239000003963 antioxidant agent Substances 0.000 claims description 5
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- 239000000194 fatty acid Substances 0.000 claims description 4
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- 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 claims description 3
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- -1 aliphatic isocyanate Chemical class 0.000 abstract description 41
- 238000004519 manufacturing process Methods 0.000 abstract description 8
- 150000002894 organic compounds Chemical class 0.000 abstract description 5
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- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 8
- 239000004970 Chain extender Substances 0.000 description 7
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 7
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical group OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 7
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- 239000000047 product Substances 0.000 description 5
- 239000007858 starting material Substances 0.000 description 5
- 150000003512 tertiary amines Chemical group 0.000 description 5
- LCZVSXRMYJUNFX-UHFFFAOYSA-N 2-[2-(2-hydroxypropoxy)propoxy]propan-1-ol Chemical compound CC(O)COC(C)COC(C)CO LCZVSXRMYJUNFX-UHFFFAOYSA-N 0.000 description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 4
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- UWHCKJMYHZGTIT-UHFFFAOYSA-N Tetraethylene glycol, Natural products OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 4
- 239000007983 Tris buffer Substances 0.000 description 4
- KXBFLNPZHXDQLV-UHFFFAOYSA-N [cyclohexyl(diisocyanato)methyl]cyclohexane Chemical compound C1CCCCC1C(N=C=O)(N=C=O)C1CCCCC1 KXBFLNPZHXDQLV-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 229910052797 bismuth Inorganic materials 0.000 description 4
- JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 4
- 239000001257 hydrogen Substances 0.000 description 4
- 229910052739 hydrogen Inorganic materials 0.000 description 4
- 125000001841 imino group Chemical group [H]N=* 0.000 description 4
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 4
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- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- JCTXKRPTIMZBJT-UHFFFAOYSA-N 2,2,4-trimethylpentane-1,3-diol Chemical compound CC(C)C(O)C(C)(C)CO JCTXKRPTIMZBJT-UHFFFAOYSA-N 0.000 description 3
- QWGRWMMWNDWRQN-UHFFFAOYSA-N 2-methylpropane-1,3-diol Chemical compound OCC(C)CO QWGRWMMWNDWRQN-UHFFFAOYSA-N 0.000 description 3
- ZRWNRAJCPNLYAK-UHFFFAOYSA-N 4-bromobenzamide Chemical compound NC(=O)C1=CC=C(Br)C=C1 ZRWNRAJCPNLYAK-UHFFFAOYSA-N 0.000 description 3
- SJRJJKPEHAURKC-UHFFFAOYSA-N N-Methylmorpholine Chemical compound CN1CCOCC1 SJRJJKPEHAURKC-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- ORLQHILJRHBSAY-UHFFFAOYSA-N [1-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1(CO)CCCCC1 ORLQHILJRHBSAY-UHFFFAOYSA-N 0.000 description 3
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 3
- 229910052782 aluminium Inorganic materials 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- 239000012975 dibutyltin dilaurate Substances 0.000 description 3
- 150000002009 diols Chemical class 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 238000002347 injection Methods 0.000 description 3
- 239000007924 injection Substances 0.000 description 3
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 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
- 150000003141 primary amines Chemical group 0.000 description 3
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 2
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- ARXKVVRQIIOZGF-UHFFFAOYSA-N 1,2,4-butanetriol Chemical compound OCCC(O)CO ARXKVVRQIIOZGF-UHFFFAOYSA-N 0.000 description 2
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 2
- MJBGJRXHOQIARE-UHFFFAOYSA-N 1-(diethylamino)-3-[4-[[4-(diethylaminocarbamoylamino)phenyl]methyl]phenyl]urea Chemical compound C1=CC(NC(=O)NN(CC)CC)=CC=C1CC1=CC=C(NC(=O)NN(CC)CC)C=C1 MJBGJRXHOQIARE-UHFFFAOYSA-N 0.000 description 2
- KGRVJHAUYBGFFP-UHFFFAOYSA-N 2,2'-Methylenebis(4-methyl-6-tert-butylphenol) Chemical compound CC(C)(C)C1=CC(C)=CC(CC=2C(=C(C=C(C)C=2)C(C)(C)C)O)=C1O KGRVJHAUYBGFFP-UHFFFAOYSA-N 0.000 description 2
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- 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
- VSAWBBYYMBQKIK-UHFFFAOYSA-N 4-[[3,5-bis[(3,5-ditert-butyl-4-hydroxyphenyl)methyl]-2,4,6-trimethylphenyl]methyl]-2,6-ditert-butylphenol Chemical compound CC1=C(CC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)C(C)=C(CC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)C(C)=C1CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 VSAWBBYYMBQKIK-UHFFFAOYSA-N 0.000 description 2
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- 239000004604 Blowing Agent Substances 0.000 description 2
- 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 description 2
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- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
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- IWELDVXSEVIIGI-UHFFFAOYSA-N piperazin-2-one Chemical group O=C1CNCCN1 IWELDVXSEVIIGI-UHFFFAOYSA-N 0.000 description 1
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- 239000006104 solid solution Substances 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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- KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
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- NZNAAUDJKMURFU-UHFFFAOYSA-N tetrakis(2,2,6,6-tetramethylpiperidin-4-yl) butane-1,2,3,4-tetracarboxylate Chemical compound C1C(C)(C)NC(C)(C)CC1OC(=O)CC(C(=O)OC1CC(C)(C)NC(C)(C)C1)C(C(=O)OC1CC(C)(C)NC(C)(C)C1)CC(=O)OC1CC(C)(C)NC(C)(C)C1 NZNAAUDJKMURFU-UHFFFAOYSA-N 0.000 description 1
- JOUDBUYBGJYFFP-FOCLMDBBSA-N thioindigo Chemical compound S\1C2=CC=CC=C2C(=O)C/1=C1/C(=O)C2=CC=CC=C2S1 JOUDBUYBGJYFFP-FOCLMDBBSA-N 0.000 description 1
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- HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical class Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 1
- PHYFQTYBJUILEZ-IUPFWZBJSA-N triolein Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(OC(=O)CCCCCCC\C=C/CCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC PHYFQTYBJUILEZ-IUPFWZBJSA-N 0.000 description 1
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- LSGOVYNHVSXFFJ-UHFFFAOYSA-N vanadate(3-) Chemical compound [O-][V]([O-])([O-])=O LSGOVYNHVSXFFJ-UHFFFAOYSA-N 0.000 description 1
- 238000004383 yellowing Methods 0.000 description 1
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- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 1
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Classifications
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- 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
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- C08G18/78—Nitrogen
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- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
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- C08G18/77—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur
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- C08G18/791—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates containing isocyanurate groups
- C08G18/792—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates containing isocyanurate groups formed by oligomerisation of aliphatic and/or cycloaliphatic isocyanates or isothiocyanates
-
- 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
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- C08G18/18—Catalysts containing secondary or tertiary amines or salts thereof
- C08G18/20—Heterocyclic amines; Salts 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
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- C08G18/18—Catalysts containing secondary or tertiary amines or salts thereof
- C08G18/20—Heterocyclic amines; Salts thereof
- C08G18/2045—Heterocyclic amines; Salts thereof containing condensed heterocyclic rings
- C08G18/2063—Heterocyclic amines; Salts thereof containing condensed heterocyclic rings having two nitrogen atoms in the condensed ring system
-
- 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
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- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
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- 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
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- C08G18/4833—Polyethers containing oxyethylene units
- C08G18/4837—Polyethers containing oxyethylene units and other oxyalkylene units
- C08G18/4841—Polyethers containing oxyethylene units and other oxyalkylene units containing oxyethylene end groups
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- 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
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- C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
- C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
-
- 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
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- C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
- C08G18/6666—Compounds of group C08G18/48 or C08G18/52
- C08G18/667—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38
- C08G18/6674—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3203
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- C—CHEMISTRY; METALLURGY
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- C08G2120/00—Compositions for reaction injection moulding processes
Abstract
Description
(A)NCO基含有率約20〜約45重量%、官能価約2.0〜約2.7、好ましくは約2.1〜約2.3を有し、三量化(シクロ)脂肪族ポリイソシアネートを含んでなり、
ただし、(i)該(シクロ)脂肪族ポリイソシアネートが三量化イソホロンジイソシアネートである場合には、成分(A)は三量化ヘキサメチレンジイソシアネートを20重量%未満(好ましくは10重量%未満、より好ましくは5重量%未満)含有し、(ii)該(シクロ)脂肪族ポリイソシアネートが三量化ヘキサメチレンジイソシアネートである場合には、成分(A)はイソホロンジイソシアネートを10重量%未満含有する、イソシアネート成分を、
(B)(1)(B)100重量%を基準として約70〜約90重量%の、官能価約2〜約8(好ましくは2〜4)、分子量約1000〜約8000(好ましくは2000〜6000)を有し、(第1級、第2級および/または第3級)アミン基を含有しない、1以上のポリエーテルポリオール、および
(2)(B)100重量%を基準として約10〜約30重量%の、分子量約62〜約400(好ましくは62〜90)を有し、ヒドロキシル官能価2〜3を有し、(第1級、第2級および/または第3級)アミン基を含有しない、1以上の有機化合物
を含んでなるイソシアネート反応性成分と、
(C)式:
mは、整数3〜8、好ましくは3〜4を表し、
nは、整数3〜8、好ましくは3〜5を表す]
に相当する1以上の触媒、および必要に応じて
(D)(紫外線安定剤、顔料などを含む)1以上の添加剤
の存在下に反応させた反応生成物を含んでなる。成分(A)および(B)の相対量は、得られたエラストマーのイソシアネート指数が約100〜約120の範囲であるような量である。
上記成分は、反応射出成形物品を製造するために使用した。具体的な材料およびその材料の量は、以下の表1に示す。
Claims (20)
- 反応射出成形技術によって反応混合物を反応させることを含んでなるポリウレタンエラストマーの製造方法であって、該反応混合物は、
(A)NCO基含有率約20〜約45重量%、官能価約2.0〜約2.7を有し、三量化(シクロ)脂肪族ポリイソシアネートを含んでなり、
ただし、(i)該(シクロ)脂肪族ポリイソシアネートが三量化イソホロンジイソシアネートである場合には、成分(A)は三量化ヘキサメチレンジイソシアネートを20重量%未満含有し、(ii)該(シクロ)脂肪族ポリイソシアネートが三量化ヘキサメチレンジイソシアネートである場合には、成分(A)はイソホロンジイソシアネートを10重量%未満含有する、ポリイソシアネート成分と、
(B)(1)(B)100重量%を基準として約70〜約90重量%の、官能価約2〜約8、分子量約1000〜約8000を有し、アミン基を含有しない1以上のポリエーテルポリオール;
(2)(B)100重量%を基準として約10〜約30重量%の、分子量約62〜約400を有し、ヒドロキシル官能価2〜3を有し、アミン基を含有しない1以上の有機化合物
を含んでなるイソシアネート反応性成分とを、
(C)式:
mは、整数3〜8を表し、
nは、整数3〜8を表す]
に相当する1以上の触媒、および必要に応じて、
(D)1以上の添加剤
の存在下に含んでなり、(A)および(B)の相対量は、イソシアネート指数が約90〜約120の範囲であるような量である、方法。 - ポリイソシアネート成分は、
(1)ポリイソシアネート成分100重量%を基準として少なくとも約65重量%〜100重量%未満の三量化(シクロ)脂肪族ポリイソシアネート、および
(2)ポリイソシアネート成分100重量%を基準として0重量%より多く、約35重量%以下の、(1)のNCO基と反応し得るヒドロキシル基約2〜約6個および分子量約60〜約4000を有するイソシアネート反応性成分
の反応生成物を含んでなるプレポリマーを含んでなり、該プレポリマーのNCO基含有率は約10%〜約35%である、請求項1に記載の方法。 - (シクロ)脂肪族ポリイソシアネートは、1−イソシアナト−3−イソシアナトメチル−3,5,5−トリメチルシクロヘキサン、ジシクロヘキシルメタン−4,4’−ジイソシアネートおよび1,6−ヘキサメチレンジイソシアネートからなる群から選択される、請求項1に記載の方法。
- (シクロ)脂肪族ポリイソシアネートは、1−イソシアナト−3−イソシアナトメチル−3,5,5−トリメチルシクロヘキサン、ジシクロヘキシルメタン−4,4’−ジイソシアネートおよび1,6−ヘキサメチレンジイソシアネートからなる群から選択される、請求項2に記載の方法。
- (B)(1)は、官能価2〜4および分子量2000〜6000を有する、請求項1に記載の方法。
- (B)(2)は、分子量62〜90を有する、請求項1に記載の方法。
- (A)(2)は、分子量100〜400および官能価2〜3を有する、請求項2に記載の方法。
- (C)は、錫触媒をさらに含んでなる、請求項1に記載の方法。
- 前記1以上の添加剤(D)は、抗酸化剤、ヒンダードアミン光安定剤および紫外線安定剤からなる群から選択された1以上の安定剤を含んでなる、請求項1に記載の方法。
- 前記1以上の添加剤(D)は、1以上の顔料および/または染料を含んでなる、請求項1に記載の方法。
- (A)NCO基含有率約20〜約45重量%、官能価約2.0〜約2.7を有し、三量化(シクロ)脂肪族ポリイソシアネートを含んでなり、
ただし、(i)該(シクロ)脂肪族ポリイソシアネートが三量化イソホロンジイソシアネートである場合には、成分(A)は三量化ヘキサメチレンジイソシアネートを20重量%未満含有し、(ii)該(シクロ)脂肪族ポリイソシアネートが三量化ヘキサメチレンジイソシアネートである場合には、成分(A)はイソホロンジイソシアネートを10重量%未満含有する、ポリイソシアネート成分を、
(B)(1)(B)100重量%を基準として約70〜約90重量%の、官能価約2〜約8、分子量約1000〜約8000を有し、アミン基を含有しない1以上のポリエーテルポリオール;
(2)(B)100重量%を基準として約10〜約30重量%の、分子量約62〜約400を有し、ヒドロキシル官能価2〜3を有し、アミン基を含有しない1以上の有機化合物
を含んでなるイソシアネート反応性成分と、
(C)式:
mは、整数3〜8を表し、
nは、整数3〜8を表す]
に相当する1以上の触媒、および必要に応じて、
(D)1以上の添加剤
の存在下に反応させた反応生成物を含んでなり、(A)および(B)の相対量は、イソシアネート指数が約90〜約120の範囲であるような量である、ポリウレタンエラストマー。 - ポリイソシアネート成分は、
(1)ポリイソシアネート成分100重量%を基準として少なくとも約65重量%〜100重量%未満の三量化(シクロ)脂肪族ポリイソシアネート、および
(2)ポリイソシアネート成分100重量%を基準として0重量%より多く、約35重量%以下の、(1)のNCO基と反応し得るヒドロキシル基約2〜約6個および分子量約60〜約4000を有するイソシアネート反応性成分
の反応生成物を含んでなるプレポリマーを含んでなり、該プレポリマーのNCO基含有率は約10%〜約35%である、請求項11に記載のエラストマー。 - (シクロ)脂肪族ポリイソシアネートは、1−イソシアナト−3−イソシアナトメチル−3,5,5−トリメチルシクロヘキサン、ジシクロヘキシルメタン−4,4’−ジイソシアネートおよび1,6−ヘキサメチレンジイソシアネートからなる群から選択される、請求項11に記載のエラストマー。
- (シクロ)脂肪族ポリイソシアネートは、1−イソシアナト−3−イソシアナトメチル−3,5,5−トリメチルシクロヘキサン、ジシクロヘキシルメタン−4,4’−ジイソシアネートおよび1,6−ヘキサメチレンジイソシアネートからなる群から選択される、請求項12に記載のエラストマー。
- (B)(1)は、官能価2〜4および分子量2000〜6000を有する、請求項11に記載のエラストマー。
- (B)(2)は、分子量62〜90を有する、請求項11に記載のエラストマー。
- (A)(2)は、分子量100〜400および官能価2〜3を有する、請求項12に記載のエラストマー。
- (C)は、錫触媒をさらに含んでなる、請求項11に記載のエラストマー。
- 前記1以上の添加剤(D)は、抗酸化剤、ヒンダードアミン光安定剤および紫外線安定剤からなる群から選択された1以上の安定剤を含んでなる、請求項11に記載のエラストマー。
- 前記1以上の添加剤(D)は、1以上の顔料および/または染料を含んでなる、請求項11に記載のエラストマー。
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US11/300,958 US7772353B2 (en) | 2005-12-15 | 2005-12-15 | Fast curing aliphatic RIM elastomers |
PCT/US2006/047382 WO2007078727A1 (en) | 2005-12-15 | 2006-12-12 | Fast curing aliphatic rim elastomers |
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Publication Number | Publication Date |
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JP2009520068A true JP2009520068A (ja) | 2009-05-21 |
JP2009520068A5 JP2009520068A5 (ja) | 2010-02-12 |
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JP2008545739A Pending JP2009520068A (ja) | 2005-12-15 | 2006-12-12 | 速硬性脂肪族rimエラストマー |
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US (1) | US7772353B2 (ja) |
EP (1) | EP1963389B1 (ja) |
JP (1) | JP2009520068A (ja) |
KR (1) | KR101407895B1 (ja) |
CN (1) | CN101321794B (ja) |
BR (1) | BRPI0619834A2 (ja) |
CA (1) | CA2632979A1 (ja) |
RU (1) | RU2008128303A (ja) |
WO (1) | WO2007078727A1 (ja) |
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EP2803684A1 (de) * | 2013-05-13 | 2014-11-19 | Basf Se | Isocyanat-Epoxid-Hybridharze |
DE102013022173B4 (de) * | 2013-12-23 | 2017-03-30 | Gt Elektrotechnische Produkte Gmbh | Polyurethan-Elastomere auf der Basis von Polyetheralkoholgemischen und trimerisierten Diisocyanaten |
CN114369189B (zh) * | 2021-12-27 | 2023-12-19 | 万华化学集团股份有限公司 | 一种脱卤剂、制备甲苯二异氰酸酯和甲苯二异氰酸酯三聚体的方法 |
CN116751355B (zh) * | 2023-08-17 | 2023-11-03 | 成都上泰科技有限公司 | 一种动力电池软包铝塑膜用有机硅改性聚氨酯高聚物及其制备方法 |
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-
2005
- 2005-12-15 US US11/300,958 patent/US7772353B2/en not_active Expired - Fee Related
-
2006
- 2006-12-12 EP EP06845292.9A patent/EP1963389B1/en not_active Not-in-force
- 2006-12-12 WO PCT/US2006/047382 patent/WO2007078727A1/en active Application Filing
- 2006-12-12 JP JP2008545739A patent/JP2009520068A/ja active Pending
- 2006-12-12 RU RU2008128303/04A patent/RU2008128303A/ru not_active Application Discontinuation
- 2006-12-12 BR BRPI0619834-1A patent/BRPI0619834A2/pt not_active Application Discontinuation
- 2006-12-12 KR KR1020087014123A patent/KR101407895B1/ko not_active IP Right Cessation
- 2006-12-12 CA CA002632979A patent/CA2632979A1/en not_active Abandoned
- 2006-12-12 CN CN2006800453645A patent/CN101321794B/zh not_active Expired - Fee Related
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JPH10309733A (ja) * | 1996-03-28 | 1998-11-24 | Toyoda Gosei Co Ltd | Rimポリウレタン二色成形品及び二色成形方法 |
JP2001501241A (ja) * | 1996-10-01 | 2001-01-30 | レクティセル | 光安定性エラストマー性ポリウレタン成形品及びその製法 |
JPH11106471A (ja) * | 1997-10-03 | 1999-04-20 | Toyoda Gosei Co Ltd | 無黄変性ポリウレタン材料及びrimポリウレタン成形品 |
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Also Published As
Publication number | Publication date |
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EP1963389A1 (en) | 2008-09-03 |
WO2007078727A1 (en) | 2007-07-12 |
US7772353B2 (en) | 2010-08-10 |
KR20080080534A (ko) | 2008-09-04 |
CN101321794B (zh) | 2012-01-11 |
RU2008128303A (ru) | 2010-01-20 |
EP1963389B1 (en) | 2015-11-11 |
US20070142609A1 (en) | 2007-06-21 |
CA2632979A1 (en) | 2007-07-12 |
CN101321794A (zh) | 2008-12-10 |
BRPI0619834A2 (pt) | 2011-10-18 |
KR101407895B1 (ko) | 2014-06-16 |
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