JP6869191B2 - 優れた機械的特性を含むポリウレタン−ポリイソシアヌレート化合物 - Google Patents
優れた機械的特性を含むポリウレタン−ポリイソシアヌレート化合物 Download PDFInfo
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- JP6869191B2 JP6869191B2 JP2017561820A JP2017561820A JP6869191B2 JP 6869191 B2 JP6869191 B2 JP 6869191B2 JP 2017561820 A JP2017561820 A JP 2017561820A JP 2017561820 A JP2017561820 A JP 2017561820A JP 6869191 B2 JP6869191 B2 JP 6869191B2
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- Prior art keywords
- compound
- group
- isocyanate
- groups
- polyisocyanate
- Prior art date
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- 150000001875 compounds Chemical class 0.000 title claims description 130
- 229920000582 polyisocyanurate Polymers 0.000 title claims description 32
- 239000011495 polyisocyanurate Substances 0.000 title claims description 30
- -1 alkaline earth metal salt Chemical class 0.000 claims description 79
- 229920005862 polyol Polymers 0.000 claims description 56
- 150000003077 polyols Chemical class 0.000 claims description 50
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 48
- 239000000203 mixture Substances 0.000 claims description 46
- 238000000034 method Methods 0.000 claims description 35
- 239000005056 polyisocyanate Substances 0.000 claims description 34
- 229920001228 polyisocyanate Polymers 0.000 claims description 34
- 239000012948 isocyanate Substances 0.000 claims description 32
- 150000002513 isocyanates Chemical class 0.000 claims description 32
- JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims description 31
- 238000004519 manufacturing process Methods 0.000 claims description 25
- 239000011541 reaction mixture Substances 0.000 claims description 25
- 229910052783 alkali metal Inorganic materials 0.000 claims description 23
- 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 claims description 22
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 22
- KWGKDLIKAYFUFQ-UHFFFAOYSA-M lithium chloride Chemical group [Li+].[Cl-] KWGKDLIKAYFUFQ-UHFFFAOYSA-M 0.000 claims description 22
- 229920000570 polyether Polymers 0.000 claims description 22
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 19
- 238000006243 chemical reaction Methods 0.000 claims description 19
- 239000000654 additive Substances 0.000 claims description 16
- 239000000945 filler Substances 0.000 claims description 13
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 12
- 229920000728 polyester Polymers 0.000 claims description 11
- 229910001413 alkali metal ion Inorganic materials 0.000 claims description 10
- 150000001340 alkali metals Chemical class 0.000 claims description 10
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 10
- 229910001420 alkaline earth metal ion Inorganic materials 0.000 claims description 9
- 125000003700 epoxy group Chemical group 0.000 claims description 9
- 238000002156 mixing Methods 0.000 claims description 7
- 230000000996 additive effect Effects 0.000 claims description 6
- 239000001257 hydrogen Substances 0.000 claims description 5
- 229910052739 hydrogen Inorganic materials 0.000 claims description 5
- 229910052751 metal Inorganic materials 0.000 claims description 5
- 239000002184 metal Substances 0.000 claims description 5
- 239000007795 chemical reaction product Substances 0.000 claims description 4
- 150000003839 salts Chemical class 0.000 claims description 4
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 33
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 22
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 21
- 239000003054 catalyst Substances 0.000 description 20
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 17
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 17
- 229920002635 polyurethane Polymers 0.000 description 16
- 239000004814 polyurethane Substances 0.000 description 16
- 239000002253 acid Substances 0.000 description 15
- 239000003921 oil Substances 0.000 description 15
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- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 15
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 14
- 150000002118 epoxides Chemical group 0.000 description 14
- 239000000835 fiber Substances 0.000 description 14
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 13
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- 239000002585 base Substances 0.000 description 8
- 239000004202 carbamide Substances 0.000 description 8
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 8
- 239000003063 flame retardant Substances 0.000 description 8
- 230000002209 hydrophobic effect Effects 0.000 description 8
- 239000000463 material Substances 0.000 description 8
- 229920005989 resin Polymers 0.000 description 8
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- 125000004432 carbon atom Chemical group C* 0.000 description 7
- 239000004088 foaming agent Substances 0.000 description 7
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 7
- 238000001179 sorption measurement Methods 0.000 description 7
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 150000001450 anions Chemical class 0.000 description 6
- 239000002131 composite material Substances 0.000 description 6
- 229920001451 polypropylene glycol Polymers 0.000 description 6
- 239000003981 vehicle Substances 0.000 description 6
- 229910000323 aluminium silicate Inorganic materials 0.000 description 5
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 5
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 5
- 229910052757 nitrogen Inorganic materials 0.000 description 5
- 229960004063 propylene glycol Drugs 0.000 description 5
- 235000013772 propylene glycol Nutrition 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 4
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- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 4
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 4
- 235000019486 Sunflower oil Nutrition 0.000 description 4
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 4
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 4
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 4
- 125000001931 aliphatic group Chemical group 0.000 description 4
- 125000002947 alkylene group Chemical group 0.000 description 4
- HIFVAOIJYDXIJG-UHFFFAOYSA-N benzylbenzene;isocyanic acid Chemical class N=C=O.N=C=O.C=1C=CC=CC=1CC1=CC=CC=C1 HIFVAOIJYDXIJG-UHFFFAOYSA-N 0.000 description 4
- 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 4
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 4
- 239000004917 carbon fiber Substances 0.000 description 4
- 238000006555 catalytic reaction Methods 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 235000014113 dietary fatty acids Nutrition 0.000 description 4
- 239000003822 epoxy resin Substances 0.000 description 4
- 239000000194 fatty acid Substances 0.000 description 4
- 229930195729 fatty acid Natural products 0.000 description 4
- 239000003365 glass fiber Substances 0.000 description 4
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 4
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 4
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 4
- 229920000647 polyepoxide Polymers 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- SCVFZCLFOSHCOH-UHFFFAOYSA-M potassium acetate Chemical compound [K+].CC([O-])=O SCVFZCLFOSHCOH-UHFFFAOYSA-M 0.000 description 4
- 230000008569 process Effects 0.000 description 4
- 239000007858 starting material Substances 0.000 description 4
- TYFQFVWCELRYAO-UHFFFAOYSA-N suberic acid Chemical compound OC(=O)CCCCCCC(O)=O TYFQFVWCELRYAO-UHFFFAOYSA-N 0.000 description 4
- 239000002600 sunflower oil Substances 0.000 description 4
- 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 3
- 239000004412 Bulk moulding compound Substances 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 3
- 229920000877 Melamine resin Polymers 0.000 description 3
- 229910000503 Na-aluminosilicate Inorganic materials 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 125000002723 alicyclic group Chemical group 0.000 description 3
- SXQXMCWCWVCFPC-UHFFFAOYSA-N aluminum;potassium;dioxido(oxo)silane Chemical compound [Al+3].[K+].[O-][Si]([O-])=O.[O-][Si]([O-])=O SXQXMCWCWVCFPC-UHFFFAOYSA-N 0.000 description 3
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 3
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 3
- 238000000576 coating method Methods 0.000 description 3
- 150000004985 diamines Chemical class 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 239000003925 fat Substances 0.000 description 3
- 235000019197 fats Nutrition 0.000 description 3
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 3
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 3
- 239000007924 injection Substances 0.000 description 3
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- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 3
- 229910052744 lithium Inorganic materials 0.000 description 3
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 3
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 3
- 239000006082 mold release agent Substances 0.000 description 3
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- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 3
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- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 3
- 150000005846 sugar alcohols Polymers 0.000 description 3
- YWWVWXASSLXJHU-AATRIKPKSA-N (9E)-tetradecenoic acid Chemical compound CCCC\C=C\CCCCCCCC(O)=O YWWVWXASSLXJHU-AATRIKPKSA-N 0.000 description 2
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- LFSYUSUFCBOHGU-UHFFFAOYSA-N 1-isocyanato-2-[(4-isocyanatophenyl)methyl]benzene Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=CC=C1N=C=O LFSYUSUFCBOHGU-UHFFFAOYSA-N 0.000 description 2
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- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 description 2
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- 239000004593 Epoxy Substances 0.000 description 2
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- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 2
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- YZXBAPSDXZZRGB-DOFZRALJSA-N arachidonic acid Chemical compound CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O YZXBAPSDXZZRGB-DOFZRALJSA-N 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- WGQKYBSKWIADBV-UHFFFAOYSA-N benzylamine Chemical compound NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 2
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Description
ポリオール1 35mg KOH/gのOH価、全てのOH基に基づいて72%の第1級OH基含有量、及び10ppmのアルカリ度を有し、プロピレンオキシド及び末端エチレンオキシドをベースとするグリセロール開始のポリエーテルポリオール
ポリオール2 30mg KOH/gのOH価、全てのOH基に基づいて100%の第1級OH基含有量、及び465ppmのアルカリ度を有し、プロピレンオキシド及び末端エチレンオキシドをベースとするグリセロール開始のポリエーテルポリオール
ポリオール3 30mg KOH/gのOH価、83%の第1級OH基含有量、及び4ppmのアルカリ度を有し、プロピレンオキシド及び末端エチレンオキシドをベースとするプロピレングリコール開始のポリエーテルポリオール
ポリオール4 805のOH価、全てのOH基に基づいて100%の第2級OH基含有量、及び100ppmのアルカリ度を有し、プロピレンオキシドをベースとするグリセロール開始のポリエーテルポリオール
ポリオール5 ジエチレングリコール
ポリオール6 28mg KOH/gのOH価、全てのOH基に基づいて100%の第2級OH基含有量、及び0ppmのアルカリ度を有し、プロピレンオキシドをベースとし、スターターとしてのポリプロピレングリコールを含有するDMC触媒ポリエーテルポリオール(DMC-catalyzed polyether polyol)
ポリオール7 50mg KOH/gのOH価、全てのOH基に基づいて100%の第2級OH基含有量、及び0ppmのアルカリ度を有し、プロピレンオキシド/エチレンオキシド及び末端プロピレンオキシドをベースとし、ヒマシ油開始のDMC触媒ポリエーテルポリオール
ポリオール8 55mg KOH/gのOH価、全てのOH基に基づいて100%の第2級OH基含有量、及び4ppmのアルカリ度を有し、プロピレンオキシドをベースとするプロピレングリコール開始のポリエーテルポリオール
ポリオール9 55mg KOH/gのOH価、全てのOH基に基づいて100%の第2級OH基含有量、及び0ppmのアルカリ度を有し、プロピレンオキシドをベースとするDMC触媒のプロピレングリコール開始のポリエーテルポリオール
ポリオール10 ジプロピレングリコール
DGE1 ビスフェノールAをベースとするジグリシジルエーテル、例えばHuntsman製のAraldite GY 250
DGE2 ポリプロピレングリコールジグリシジルエーテル
ZM1 500g/molの数平均分子量を有する単官能ポリエチレンオキシドを用いて、BASFから商品名「Pluriol(登録商標)A 500 E」で購入でき、プレポリマー中のウレタン結合の数量に基づいて、0.70当量のLiClと混合され、Iso3からなる反応生成物
ZM2 WO10121898に記載したように、プレポリマー中のウレタン結合の数量に基づいて、0.70当量のLiClとJeffamin M600とIso3との反応により得ることができる、LiClと尿素プレポリマーとの本発明でない混合物
ZM3 液体中の酢酸カリウム(40%)とモノエチレングリコール(60%)との本発明でない混合物
Iso1 4,4’−ジフェニルメタンジイソシアネート(MDI)とジプロピレングリコールとのプレポリマー、NCO含有量22.9質量%
Iso2 多環同族体を有するジフェニルメタンジイソシアネート(MDI)、例えばBASFからの「Lupranat(登録商標)M20」、NCO含有量31.5%
Iso3 カルボジイミド修飾4,4’−ジフェニルメタンジイソシアネート(MDI)、NCO含有量29.5%
ZM1の調製:モノオールをガラス容器に入れ、マグネチックスターラーを用いて激しく攪拌しながらイソシアネートを添加した。合成の全体にわたって、温度センサによって温度を監視した。その後、反応が開始するまで、70℃に加熱した。反応がそれ自体で放熱する場合、氷浴で冷却した;反応がかなり遅い場合、温度をさらに90℃に上昇させ、さらに30分間撹拌した。反応が完了した後、反応混合物を室温まで冷却した。粘稠な油状物を得た。次に、得られた油状物を対応する量のエタノール中のLiCl溶液と混合し、この混合物を70℃に加熱し、この温度で30分攪拌した。その後、反応混合物を冷却し、過剰のエタノールを回転蒸発器で除去した。これで、粘稠な油状物を得た。
n.d.:未測定
n.m.:測定不可
*は、規定した液体から固体への変化がないことである。
Claims (15)
- a)ポリイソシアネートを、
b)アルカリ金属塩又はアルカリ土類金属塩を、ウレタン基を含有する化合物R−NH−CO−R’(式中、R及びR’は有機ラジカルであり、Rは水素でなく、CO−R’でもない)に導入することにより得ることができる混合物、
c)1個以上のエポキシド基を含有する化合物、及び
d)少なくとも2個のイソシアネート反応性基を有し、第1級OH基及び任意にNH 2 基を有し、NH 2 基の含有量は、前記NH 2 基及び前記OH基の合計に基づいて20%未満である化合物を含む1種以上の化合物、並びに、任意に
e)充填剤及び他の添加剤
と混合して反応混合物を形成し、前記混合物を反応させてポリウレタン−ポリイソシアヌレート化合物を形成することにより、ポリウレタン−ポリイソシアヌレート化合物を製造する方法であって、
化合物(b)中の1モルのウレタン基当たりの、前記反応混合物中のアルカリ金属及び/又はアルカリ土類金属イオンのモル量が0.0001〜3.5であり、イソシアネート指数が150を超え、及び
成分(d)中のアルカリ金属の残留量は、100ppm未満である、方法。 - 1個以上のエポキシド基を含有する成分(c)は、エポキシド基の、ポリイソシアネート(a)中のイソシアネート基、及び任意に錯体化合物(b)中のイソシアネート基に対する当量比が、0.05〜2.0となる量で使用され、及び
成分(d)の化合物の割合は、成分(c)及び(d)の総質量に基づいて、10〜95質量%であることを特徴とする請求項1に記載の方法。 - 前記第1級OH基及び/又はNH2基のモル量が、成分(d)中の全ての−NH2及び−OH基の合計に基づいて、少なくとも50%であることを特徴とする、請求項1又は2に記載の方法。
- 少なくとも2個のイソシアネート反応性基を有し、第1級OH基及び任意にNH 2 基を有し、NH 2 基の含有量は、前記NH 2 基及び前記OH基の合計に基づいて20%未満である化合物を含む前記化合物(d)が、少なくとも50%の第1級OH基を有するポリエーテルポリオールを含むことを特徴とする、請求項1から3の何れか1項に記載の方法。
- 成分d)における、少なくとも50%の第1級−OH基を有するポリエステルの割合が、50質量%未満であることを特徴とする、請求項1から4のいずれか一項に記載の方法。
- イソシアネート成分(a)と混合する前に、1個以上のエポキシド基を含有する化合物(c)と、少なくとも2個のイソシアネート反応性基を有し、NH2及び/又は第1級OH基を有する化合物を含む1種以上の化合物(d)と、任意に充填剤及び添加剤(e)とを混合してポリオール成分を形成することを特徴とする、請求項1から5のいずれか一項に記載の方法。
- 前記ポリオール成分と混合する前に、ポリイソシアネート(a)と、アルカリ金属塩又はアルカリ土類金属塩をウレタン基を含有する化合物に導入することにより得ることができる混合物(b)とを混合してイソシアネート成分を形成することを特徴とする、請求項6に記載の方法。
- 第1のポリイソシアネートをポリイソシアネート(a)として使用し、成分(b)の前記ウレタン基を含有する化合物が、第2のポリイソシアネートと少なくとも1個のOH基を有する化合物との反応生成物であり、前記第1のポリイソシアネート及び第2のポリイソシアネートが互いに異なることを特徴とする、請求項1から7のいずれか一項に記載の方法。
- 前記第2のポリイソシアネートが、1個以上の、ジフェニルメタンジイソシアネートの異性体若しくは同族体、又はジフェニルメタンジイソシアネートのプレポリマーを含むことを特徴とする、請求項1から8のいずれか一項に記載の方法。
- 前記第1のポリイソシアネート及び第2のポリイソシアネートが同一であることを特徴とする、請求項1から8のいずれか一項に記載の方法。
- エポキシド基を含有する前記化合物が、1分子当たり、2個、3個又はそれ以上のエポキシド基を含有することを特徴とする、請求項1から10のいずれか一項に記載の方法。
- 成分(b)が、ポリイソシアネートと、イソシアネート反応性基を有する化合物と、前記アルカリ金属塩又はアルカリ土類金属塩とを混合することによって得られることを特徴とする、請求項1から11のいずれか一項に記載の方法。
- 前記アルカリ金属塩又はアルカリ土類金属塩が塩化リチウムであることを特徴とする、請求項1から12のいずれか一項に記載の方法。
- 1個以上のエポキシド基を含有する前記化合物を、化合物(c)中のエポキシド基の、ポリイソシアネート(a)中のイソシアネート基及び錯体化合物(b)中に含有される任意のイソシアネート基に対する当量比が0.05〜1.0となる量で使用することを特徴とする、請求項1から13のいずれか一項に記載の方法。
- 請求項1から14のいずれか一項に記載の方法により得られるポリウレタン−ポリイソシアヌレート化合物を、車両の車体部品の製造に使用する方法。
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NL178871C (nl) | 1972-09-26 | Ici Ltd | Werkwijze voor het bereiden van een vloeibaar difenylmethaandiisocyanaatproduct en voor het bereiden of vervaardigen van een polyurethaan onder toepassing van een dergelijk isocyanaatproduct. | |
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ES2860673T3 (es) | 2013-11-29 | 2021-10-05 | Basf Se | Sistema de poliuretano con un largo tiempo de tratamiento y un curado rápido. |
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WO2016030111A1 (de) | 2014-08-28 | 2016-03-03 | Basf Se | Alterungsbeständige polyurethandichtung |
EP3237510B1 (de) | 2014-12-22 | 2023-07-26 | Basf Se | Faserverstärkte formkörper aus expandiertem partikelschaum |
EP3274387B1 (de) | 2015-03-27 | 2022-02-23 | Basf Se | Gedächtnisschaum auf der basis von thermoplastischem polyurethan |
WO2016188774A1 (en) | 2015-05-27 | 2016-12-01 | Basf Se | Use of a composition for stabilizing a geological formation in oil fields, gas fields, water pumping fields, mining or tunnel constructions |
CN107683297B (zh) | 2015-05-29 | 2020-09-08 | 巴斯夫欧洲公司 | 用于纤维复合材料的具有较长开放时间的聚氨酯-聚异氰脲酸酯树脂 |
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MY187392A (en) | 2021-09-22 |
US20180148536A1 (en) | 2018-05-31 |
CA2987326A1 (en) | 2016-12-01 |
EP3303431B1 (de) | 2020-09-16 |
KR20180014079A (ko) | 2018-02-07 |
CN107667128A (zh) | 2018-02-06 |
KR102643564B1 (ko) | 2024-03-04 |
BR112017025340B1 (pt) | 2021-12-28 |
CN107667128B (zh) | 2021-01-08 |
EP3303431A1 (de) | 2018-04-11 |
HUE051814T2 (hu) | 2021-03-29 |
JP2018516295A (ja) | 2018-06-21 |
ES2837253T3 (es) | 2021-06-29 |
CA2987326C (en) | 2023-09-12 |
BR112017025340A2 (pt) | 2018-07-31 |
WO2016188805A1 (de) | 2016-12-01 |
MX2017015295A (es) | 2018-03-28 |
US10781284B2 (en) | 2020-09-22 |
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