SK6802003A3 - Supramolecular polymer forming polymer, use of the supramolecular polymer and preparation of polymer - Google Patents
Supramolecular polymer forming polymer, use of the supramolecular polymer and preparation of polymer Download PDFInfo
- Publication number
- SK6802003A3 SK6802003A3 SK680-2003A SK6802003A SK6802003A3 SK 6802003 A3 SK6802003 A3 SK 6802003A3 SK 6802003 A SK6802003 A SK 6802003A SK 6802003 A3 SK6802003 A3 SK 6802003A3
- Authority
- SK
- Slovakia
- Prior art keywords
- polymer
- group
- polymer according
- supramolecular
- amino
- Prior art date
Links
- 229920000642 polymer Polymers 0.000 title claims abstract description 102
- 229920002677 supramolecular polymer Polymers 0.000 title claims abstract description 33
- 238000002360 preparation method Methods 0.000 title abstract description 3
- 239000004814 polyurethane Substances 0.000 claims abstract description 34
- 229920002635 polyurethane Polymers 0.000 claims abstract description 20
- 238000000034 method Methods 0.000 claims abstract description 13
- 230000008569 process Effects 0.000 claims abstract description 9
- 238000004519 manufacturing process Methods 0.000 claims abstract description 6
- 239000004831 Hot glue Substances 0.000 claims abstract description 4
- 238000000465 moulding Methods 0.000 claims abstract description 4
- 238000001746 injection moulding Methods 0.000 claims abstract description 3
- 229920005862 polyol Polymers 0.000 claims description 28
- 150000003077 polyols Chemical class 0.000 claims description 28
- 239000000203 mixture Substances 0.000 claims description 26
- 150000001875 compounds Chemical class 0.000 claims description 21
- 239000012948 isocyanate Substances 0.000 claims description 20
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 19
- 150000002513 isocyanates Chemical class 0.000 claims description 19
- 150000001412 amines Chemical class 0.000 claims description 16
- LJXQPZWIHJMPQQ-UHFFFAOYSA-N pyrimidin-2-amine Chemical compound NC1=NC=CC=N1 LJXQPZWIHJMPQQ-UHFFFAOYSA-N 0.000 claims description 15
- KWXIPEYKZKIAKR-UHFFFAOYSA-N 2-amino-4-hydroxy-6-methylpyrimidine Chemical compound CC1=CC(O)=NC(N)=N1 KWXIPEYKZKIAKR-UHFFFAOYSA-N 0.000 claims description 13
- 238000006243 chemical reaction Methods 0.000 claims description 13
- 229910052757 nitrogen Inorganic materials 0.000 claims description 13
- -1 2-amino6-phenylisocytosine Chemical compound 0.000 claims description 10
- 125000004432 carbon atom Chemical group C* 0.000 claims description 10
- 229920001228 polyisocyanate Polymers 0.000 claims description 10
- 239000005056 polyisocyanate Substances 0.000 claims description 10
- 125000005842 heteroatom Chemical group 0.000 claims description 9
- 229910052760 oxygen Inorganic materials 0.000 claims description 9
- 239000001301 oxygen Substances 0.000 claims description 9
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 8
- 125000004434 sulfur atom Chemical group 0.000 claims description 8
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 7
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 7
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 6
- KXYGHDWFGFZJPJ-UHFFFAOYSA-N 2-amino-6-phenyl-1h-pyrimidin-4-one Chemical compound N1C(N)=NC(=O)C=C1C1=CC=CC=C1 KXYGHDWFGFZJPJ-UHFFFAOYSA-N 0.000 claims description 3
- YURGEFLKUAILCQ-UHFFFAOYSA-N 2-amino-3h-pyridin-4-one Chemical compound NC1=NC=CC(=O)C1 YURGEFLKUAILCQ-UHFFFAOYSA-N 0.000 claims description 2
- VDRSFDCFYUIRKG-UHFFFAOYSA-N 2-amino-6-(4-nitrophenyl)-1h-pyrimidin-4-one Chemical compound N1C(N)=NC(=O)C=C1C1=CC=C([N+]([O-])=O)C=C1 VDRSFDCFYUIRKG-UHFFFAOYSA-N 0.000 claims description 2
- ZEPSVMLZBXDPGU-UHFFFAOYSA-N 2-amino-6-(trifluoromethyl)-1h-pyrimidin-4-one Chemical compound NC1=NC(=O)C=C(C(F)(F)F)N1 ZEPSVMLZBXDPGU-UHFFFAOYSA-N 0.000 claims description 2
- KOMJJSHAGGNBCM-UHFFFAOYSA-N 2-amino-6-but-3-enyl-1h-pyrimidin-4-one Chemical compound NC1=NC(=O)C=C(CCC=C)N1 KOMJJSHAGGNBCM-UHFFFAOYSA-N 0.000 claims description 2
- QDSSWFSXBZSFQO-UHFFFAOYSA-N 2-amino-6-ethyl-1h-pyrimidin-4-one Chemical compound CCC1=CC(=O)N=C(N)N1 QDSSWFSXBZSFQO-UHFFFAOYSA-N 0.000 claims description 2
- 125000004429 atom Chemical group 0.000 claims description 2
- 229920001169 thermoplastic Polymers 0.000 claims description 2
- 239000004416 thermosoftening plastic Substances 0.000 claims description 2
- 229910052717 sulfur Inorganic materials 0.000 claims 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 2
- OPTASPLRGRRNAP-UHFFFAOYSA-N cytosine Chemical compound NC=1C=CNC(=O)N=1 OPTASPLRGRRNAP-UHFFFAOYSA-N 0.000 claims 2
- 239000011593 sulfur Substances 0.000 claims 2
- KBGZWKZGQUNNOT-UHFFFAOYSA-N C(CCCCCCCCCCCC)C1=CC(NC(=N1)N)=O.NC=1C(NC(NC1)=O)=O Chemical compound C(CCCCCCCCCCCC)C1=CC(NC(=N1)N)=O.NC=1C(NC(NC1)=O)=O KBGZWKZGQUNNOT-UHFFFAOYSA-N 0.000 claims 1
- JNGZXGGOCLZBFB-IVCQMTBJSA-N compound E Chemical compound N([C@@H](C)C(=O)N[C@@H]1C(N(C)C2=CC=CC=C2C(C=2C=CC=CC=2)=N1)=O)C(=O)CC1=CC(F)=CC(F)=C1 JNGZXGGOCLZBFB-IVCQMTBJSA-N 0.000 claims 1
- 229940104302 cytosine Drugs 0.000 claims 1
- 125000004430 oxygen atom Chemical group O* 0.000 claims 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims 1
- 239000006260 foam Substances 0.000 abstract description 2
- 238000012360 testing method Methods 0.000 description 14
- 239000000243 solution Substances 0.000 description 13
- 239000000178 monomer Substances 0.000 description 10
- 229920000728 polyester Polymers 0.000 description 10
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical class OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 9
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 8
- 239000000853 adhesive Substances 0.000 description 8
- 230000001070 adhesive effect Effects 0.000 description 8
- 229910052739 hydrogen Inorganic materials 0.000 description 8
- 239000001257 hydrogen Substances 0.000 description 8
- 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 7
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 7
- BNHGVULTSGNVIX-UHFFFAOYSA-N 1-(2-ethoxyethoxy)ethanol Chemical compound CCOCCOC(C)O BNHGVULTSGNVIX-UHFFFAOYSA-N 0.000 description 6
- XQCZBXHVTFVIFE-UHFFFAOYSA-N 2-amino-4-hydroxypyrimidine Chemical compound NC1=NC=CC(O)=N1 XQCZBXHVTFVIFE-UHFFFAOYSA-N 0.000 description 6
- 239000004970 Chain extender Substances 0.000 description 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- 238000001816 cooling Methods 0.000 description 6
- 230000003993 interaction Effects 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- 239000011541 reaction mixture Substances 0.000 description 6
- 229940126062 Compound A Drugs 0.000 description 5
- 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 description 5
- 230000008901 benefit Effects 0.000 description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 5
- PGYPOBZJRVSMDS-UHFFFAOYSA-N loperamide hydrochloride Chemical compound Cl.C=1C=CC=CC=1C(C=1C=CC=CC=1)(C(=O)N(C)C)CCN(CC1)CCC1(O)C1=CC=C(Cl)C=C1 PGYPOBZJRVSMDS-UHFFFAOYSA-N 0.000 description 5
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 230000002441 reversible effect Effects 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 239000003963 antioxidant agent Substances 0.000 description 4
- 230000003078 antioxidant effect Effects 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 4
- 238000002844 melting Methods 0.000 description 4
- 230000008018 melting Effects 0.000 description 4
- 239000012299 nitrogen atmosphere Substances 0.000 description 4
- 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 3
- 229910000831 Steel Inorganic materials 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 229920003054 adipate polyester Polymers 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 238000005266 casting Methods 0.000 description 3
- 238000002474 experimental method Methods 0.000 description 3
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 3
- 239000003999 initiator Substances 0.000 description 3
- 239000000155 melt Substances 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 239000000376 reactant Substances 0.000 description 3
- 238000000518 rheometry Methods 0.000 description 3
- 239000010959 steel Substances 0.000 description 3
- VOKFHTZUOARWFE-UHFFFAOYSA-N 2-(methylamino)-1h-pyrimidin-6-one Chemical compound CNC1=NC=CC(O)=N1 VOKFHTZUOARWFE-UHFFFAOYSA-N 0.000 description 2
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
- QIYYJBGCJGEQLN-UHFFFAOYSA-N 2-amino-6-tridecyl-1h-pyrimidin-4-one Chemical compound CCCCCCCCCCCCCC1=CC(=O)N=C(N)N1 QIYYJBGCJGEQLN-UHFFFAOYSA-N 0.000 description 2
- ICSNLGPSRYBMBD-UHFFFAOYSA-N 2-aminopyridine Chemical compound NC1=CC=CC=N1 ICSNLGPSRYBMBD-UHFFFAOYSA-N 0.000 description 2
- 125000004975 3-butenyl group Chemical group C(CC=C)* 0.000 description 2
- BISHACNKZIBDFM-UHFFFAOYSA-N 5-amino-1h-pyrimidine-2,4-dione Chemical compound NC1=CNC(=O)NC1=O BISHACNKZIBDFM-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 229920000265 Polyparaphenylene Polymers 0.000 description 2
- 239000004721 Polyphenylene oxide Substances 0.000 description 2
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 2
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 2
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 2
- BGYHLZZASRKEJE-UHFFFAOYSA-N [3-[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxy]-2,2-bis[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxymethyl]propyl] 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CCC(=O)OCC(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 BGYHLZZASRKEJE-UHFFFAOYSA-N 0.000 description 2
- YLEIFZAVNWDOBM-ZTNXSLBXSA-N ac1l9hc7 Chemical compound C([C@H]12)C[C@@H](C([C@@H](O)CC3)(C)C)[C@@]43C[C@@]14CC[C@@]1(C)[C@@]2(C)C[C@@H]2O[C@]3(O)[C@H](O)C(C)(C)O[C@@H]3[C@@H](C)[C@H]12 YLEIFZAVNWDOBM-ZTNXSLBXSA-N 0.000 description 2
- 230000001588 bifunctional effect Effects 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 238000007906 compression Methods 0.000 description 2
- 230000006835 compression Effects 0.000 description 2
- 150000002009 diols Chemical class 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 150000002334 glycols Chemical class 0.000 description 2
- 239000012943 hotmelt Substances 0.000 description 2
- 230000007246 mechanism Effects 0.000 description 2
- 229920000768 polyamine Polymers 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
- 238000006116 polymerization reaction Methods 0.000 description 2
- YPFDHNVEDLHUCE-UHFFFAOYSA-N propane-1,3-diol Chemical compound OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 2
- VOZKAJLKRJDJLL-UHFFFAOYSA-N tolylenediamine group Chemical group CC1=C(C=C(C=C1)N)N VOZKAJLKRJDJLL-UHFFFAOYSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- BNCPSJBACSAPHV-UHFFFAOYSA-N (2-oxo-1h-pyrimidin-6-yl)urea Chemical class NC(=O)NC=1C=CNC(=O)N=1 BNCPSJBACSAPHV-UHFFFAOYSA-N 0.000 description 1
- BJZYYSAMLOBSDY-QMMMGPOBSA-N (2s)-2-butoxybutan-1-ol Chemical compound CCCCO[C@@H](CC)CO BJZYYSAMLOBSDY-QMMMGPOBSA-N 0.000 description 1
- 150000005208 1,4-dihydroxybenzenes Chemical class 0.000 description 1
- ALQLPWJFHRMHIU-UHFFFAOYSA-N 1,4-diisocyanatobenzene Chemical compound O=C=NC1=CC=C(N=C=O)C=C1 ALQLPWJFHRMHIU-UHFFFAOYSA-N 0.000 description 1
- 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
- SMHRPBCGAHIILX-UHFFFAOYSA-N 2-amino-6-methyl-1h-pyrimidin-4-one;1h-pyrimidin-6-one Chemical compound O=C1C=CN=CN1.CC1=CC(=O)N=C(N)N1 SMHRPBCGAHIILX-UHFFFAOYSA-N 0.000 description 1
- ZVXBWEIAIZEPGR-UHFFFAOYSA-N 4-(hydroxymethyl)-2,6-dimethylphenol Chemical compound CC1=CC(CO)=CC(C)=C1O ZVXBWEIAIZEPGR-UHFFFAOYSA-N 0.000 description 1
- 229910018173 Al—Al Inorganic materials 0.000 description 1
- 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 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- OWYWGLHRNBIFJP-UHFFFAOYSA-N Ipazine Chemical compound CCN(CC)C1=NC(Cl)=NC(NC(C)C)=N1 OWYWGLHRNBIFJP-UHFFFAOYSA-N 0.000 description 1
- 239000005058 Isophorone diisocyanate Substances 0.000 description 1
- KYIMHWNKQXQBDG-UHFFFAOYSA-N N=C=O.N=C=O.CCCCCC Chemical compound N=C=O.N=C=O.CCCCCC KYIMHWNKQXQBDG-UHFFFAOYSA-N 0.000 description 1
- ALQSHHUCVQOPAS-UHFFFAOYSA-N Pentane-1,5-diol Chemical compound OCCCCCO ALQSHHUCVQOPAS-UHFFFAOYSA-N 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000005062 Polybutadiene Substances 0.000 description 1
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
- 229930006000 Sucrose Natural products 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- BWVAOONFBYYRHY-UHFFFAOYSA-N [4-(hydroxymethyl)phenyl]methanol Chemical compound OCC1=CC=C(CO)C=C1 BWVAOONFBYYRHY-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 150000001414 amino alcohols Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 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 1
- 238000012662 bulk polymerization Methods 0.000 description 1
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 230000001143 conditioned effect Effects 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 230000001276 controlling effect Effects 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 230000036461 convulsion Effects 0.000 description 1
- 238000000354 decomposition reaction Methods 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
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- 125000005442 diisocyanate group Chemical group 0.000 description 1
- ZZTCPWRAHWXWCH-UHFFFAOYSA-N diphenylmethanediamine Chemical compound C=1C=CC=CC=1C(N)(N)C1=CC=CC=C1 ZZTCPWRAHWXWCH-UHFFFAOYSA-N 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000005357 flat glass Substances 0.000 description 1
- 238000007306 functionalization reaction Methods 0.000 description 1
- 230000008570 general process Effects 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 230000005484 gravity Effects 0.000 description 1
- ACCCMOQWYVYDOT-UHFFFAOYSA-N hexane-1,1-diol Chemical compound CCCCCC(O)O ACCCMOQWYVYDOT-UHFFFAOYSA-N 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-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
- 238000005304 joining Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 229920006149 polyester-amide block copolymer Polymers 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 229920006324 polyoxymethylene Polymers 0.000 description 1
- 229920005606 polypropylene copolymer Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229920000909 polytetrahydrofuran Polymers 0.000 description 1
- 229920006295 polythiol Polymers 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- DNENQQPLJPZMGZ-UHFFFAOYSA-N pyrimidin-2-ylurea Chemical class NC(=O)NC1=NC=CC=N1 DNENQQPLJPZMGZ-UHFFFAOYSA-N 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000000807 solvent casting Methods 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 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
- C08G83/00—Macromolecular compounds not provided for in groups C08G2/00 - C08G81/00
- C08G83/008—Supramolecular 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
- 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
-
- 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
- C08G2170/00—Compositions for adhesives
- C08G2170/20—Compositions for hot melt adhesives
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)
- Adhesives Or Adhesive Processes (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Moulding By Coating Moulds (AREA)
- Injection Moulding Of Plastics Or The Like (AREA)
- Molding Of Porous Articles (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP00126685A EP1213309A1 (de) | 2000-12-05 | 2000-12-05 | Polymer, das ein supramolekulares Polymer formt |
| PCT/EP2001/014082 WO2002046260A1 (en) | 2000-12-05 | 2001-12-03 | Supramolecular polymer forming polymer |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SK6802003A3 true SK6802003A3 (en) | 2004-01-08 |
Family
ID=8170578
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SK680-2003A SK6802003A3 (en) | 2000-12-05 | 2001-12-03 | Supramolecular polymer forming polymer, use of the supramolecular polymer and preparation of polymer |
Country Status (13)
| Country | Link |
|---|---|
| US (2) | US20040087755A1 (de) |
| EP (2) | EP1213309A1 (de) |
| JP (2) | JP4782363B2 (de) |
| CN (1) | CN1326900C (de) |
| AT (1) | ATE412679T1 (de) |
| AU (1) | AU2002227974A1 (de) |
| BR (1) | BR0115858B1 (de) |
| CA (1) | CA2428093C (de) |
| DE (1) | DE60136386D1 (de) |
| ES (1) | ES2312489T3 (de) |
| MX (1) | MXPA03004631A (de) |
| SK (1) | SK6802003A3 (de) |
| WO (1) | WO2002046260A1 (de) |
Families Citing this family (30)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE60313606T2 (de) | 2002-05-27 | 2008-01-03 | Huntsman International Llc, Salt Lake City | Expandierte supramolekulare polymere |
| US6899992B2 (en) | 2002-11-08 | 2005-05-31 | Kodak Polychrome Graphics Llc | Polymerizable compounds with quadruple hydrogen bond forming groups |
| WO2005042641A1 (en) | 2003-11-04 | 2005-05-12 | Suprapolix B.V. | Preparation of supramolecular polymers containing quadruple hydrogen bonding units in the polymer backbone |
| JP5183198B2 (ja) * | 2004-07-12 | 2013-04-17 | スープラポリックス ビー.ブイ. | 超分子イオノマー |
| US7919110B2 (en) | 2005-01-25 | 2011-04-05 | Boston Scientific Scimed, Inc. | Medical device drug release regions containing non-covalently bound polymers |
| FR2882061B1 (fr) * | 2005-02-15 | 2008-04-18 | Arkema Sa | Materiaux elastiques |
| JP5130201B2 (ja) | 2005-05-04 | 2013-01-30 | スープラポリックス ビー.ブイ. | モジュール式生体吸収性又は生物医学用生物活性超分子材料 |
| WO2006118460A1 (en) * | 2005-05-04 | 2006-11-09 | Suprapolix B.V. | Hydrogen bonded hydrogels |
| WO2007058539A2 (en) * | 2005-11-21 | 2007-05-24 | Suprapolix B.V. | Modular supramolecular materials for biomedical uses |
| EP1792925B1 (de) * | 2005-12-01 | 2015-10-07 | Henkel AG & Co. KGaA | Neues supramolekulare Strukturen bildendes Material, Verfahren und Verwendungen |
| FR2894813B1 (fr) * | 2005-12-16 | 2008-01-18 | Oreal | Composition cosmetique comprenant un copolymere (thio) urethane/(thio)uree capable de former au moins 3 liaisons hydrogene, et procede de traitement cosmetique |
| US8591923B2 (en) | 2005-12-16 | 2013-11-26 | L'oreal | Cosmetic compositon comprising a (thio)urethane/(thio)urea copolymer capable of forming at least 3 hydrogen bonds, and a method of cosmetic treatment |
| WO2008063057A2 (en) | 2006-11-20 | 2008-05-29 | Suprapolix B.V. | Supramolecular polymers from low-melting, easily processable building blocks |
| US8628789B2 (en) | 2007-03-23 | 2014-01-14 | Suprapolix, B.V. | Strong reversible hydrogels |
| EP2310376B1 (de) | 2008-07-04 | 2014-11-05 | SupraPolix B.V. | Supramolekulare verbindungen mit hohem durchfluss |
| CA2780272A1 (en) * | 2009-11-11 | 2011-05-19 | The University Of Akron | Polyisobutylene-based polyurethanes, polyureas and/or polyurethane-polyureas and method for making same |
| EP2450394B1 (de) | 2010-11-05 | 2017-06-07 | SupraPolix B.V. | Verfahren zur Herstellung eines supramolekularen Polymers |
| US8969510B2 (en) | 2010-11-24 | 2015-03-03 | Suprapolix B.V. | Fluorinated supramolecular polymers |
| EP2457940B1 (de) | 2010-11-24 | 2018-10-24 | SupraPolix B.V. | Fluorierte supramolekulare Polymere |
| CN103702828B (zh) * | 2011-08-10 | 2016-01-27 | 英派尔科技开发有限公司 | 具有可去除涂层的涂布的热塑性制品 |
| WO2013034778A2 (de) | 2011-09-08 | 2013-03-14 | Ivoclar Vivadent Ag | Dentalmaterialien auf basis von verbindungen mit debonding-on-demand eigenschaften |
| JP6587318B2 (ja) * | 2013-05-14 | 2019-10-09 | スプラポリックス ビー.ヴィー. | 超分子生分解性ポリマー |
| KR101779665B1 (ko) * | 2015-08-28 | 2017-09-19 | 전자부품연구원 | 전도성 고분자 조성물 및 그의 제조방법 |
| NL2019957B1 (en) | 2017-11-22 | 2019-05-29 | Suprapolix Bv | Supramolecular biomedical polymers |
| CN111286075A (zh) * | 2019-12-02 | 2020-06-16 | 哈尔滨工程大学 | 一种可回收的超分子聚合物泡沫材料及制备方法 |
| CN111303348A (zh) * | 2020-01-22 | 2020-06-19 | 广东工业大学 | 一种光固化水性聚氨酯乳液及其制备方法和应用 |
| CN115427853B (zh) | 2020-04-03 | 2026-03-13 | 科思创(荷兰)有限公司 | 自我修复光纤和用于制造其的组合物 |
| CN112358622B (zh) * | 2020-10-29 | 2022-02-18 | 华中科技大学 | 一种拓扑型聚碳酸酯基超分子及其制备和应用 |
| CN114806485B (zh) * | 2022-04-14 | 2024-07-05 | 中国科学院宁波材料技术与工程研究所 | 一种超分子热熔胶及其制备方法 |
| CN116103008B (zh) * | 2023-02-17 | 2025-03-21 | 郑州大学 | 一种基于反应挤出的可剥离聚氨酯热熔胶及其合成方法 |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3721656A (en) * | 1971-09-03 | 1973-03-20 | Ameliotex Inc | Method of producing stable polyurethane solutions |
| US4171429A (en) * | 1977-03-29 | 1979-10-16 | Research Corporation | Pyrimidine to pyrimidine transformation process |
| US4322327A (en) * | 1979-10-19 | 1982-03-30 | Mitsubishi Petrochemical Co., Ltd. | Slow-curing water-curable urethane prepolymer composition |
| DE3301378A1 (de) * | 1983-01-18 | 1984-07-26 | Fried. Krupp Gmbh, 4300 Essen | Brechanlage und verfahren zu deren betrieb |
| US4847380A (en) * | 1987-07-27 | 1989-07-11 | Texaco Inc. | High molecular weight polyalkoxyamide, urea or urethane-containing piperidine radical |
| US5231147A (en) * | 1989-04-10 | 1993-07-27 | Rheox, Inc. | Thermosetting polyurethane structural adhesive compositions and processes for producing the same |
| US5075407A (en) * | 1989-04-10 | 1991-12-24 | Rheox, Inc. | Foamable thermosetting polyurethane structural adhesive compositions and processes for producing the same |
| DE3932948A1 (de) * | 1989-10-03 | 1991-04-11 | Bayer Ag | Verfahren zur herstellung von segmentierten polyurethanharnstoff-elastomerloesungen, sowie faeden und folien daraus |
| GB9511758D0 (en) * | 1995-05-26 | 1995-08-02 | Kodak Ltd | Polymers and products derived therefrom |
| FR2749310B1 (fr) * | 1996-06-03 | 1998-08-14 | Atochem Elf Sa | Procede pour produire des particules de latex polymere coagulees |
| NL1011386C2 (nl) * | 1999-02-25 | 2000-08-28 | Dsm Nv | Supramoleculaire verbinding. |
| US6506536B2 (en) * | 2000-12-29 | 2003-01-14 | Kodak Polychrome Graphics, Llc | Imageable element and composition comprising thermally reversible polymers |
| WO2005042641A1 (en) * | 2003-11-04 | 2005-05-12 | Suprapolix B.V. | Preparation of supramolecular polymers containing quadruple hydrogen bonding units in the polymer backbone |
| JP5183198B2 (ja) * | 2004-07-12 | 2013-04-17 | スープラポリックス ビー.ブイ. | 超分子イオノマー |
| JP4353024B2 (ja) * | 2004-08-06 | 2009-10-28 | パナソニック電工株式会社 | 色補正用熱溶着フィルム及びそれを用いた熱溶着機能付き近赤外線カットフィルター |
-
2000
- 2000-12-05 EP EP00126685A patent/EP1213309A1/de not_active Withdrawn
-
2001
- 2001-12-03 AU AU2002227974A patent/AU2002227974A1/en not_active Abandoned
- 2001-12-03 JP JP2002547995A patent/JP4782363B2/ja not_active Expired - Fee Related
- 2001-12-03 DE DE60136386T patent/DE60136386D1/de not_active Expired - Lifetime
- 2001-12-03 BR BRPI0115858-9A patent/BR0115858B1/pt not_active IP Right Cessation
- 2001-12-03 WO PCT/EP2001/014082 patent/WO2002046260A1/en not_active Ceased
- 2001-12-03 CN CNB018200907A patent/CN1326900C/zh not_active Expired - Lifetime
- 2001-12-03 EP EP01989555A patent/EP1352005B1/de not_active Expired - Lifetime
- 2001-12-03 AT AT01989555T patent/ATE412679T1/de not_active IP Right Cessation
- 2001-12-03 CA CA002428093A patent/CA2428093C/en not_active Expired - Lifetime
- 2001-12-03 MX MXPA03004631A patent/MXPA03004631A/es active IP Right Grant
- 2001-12-03 ES ES01989555T patent/ES2312489T3/es not_active Expired - Lifetime
- 2001-12-03 SK SK680-2003A patent/SK6802003A3/sk unknown
-
2003
- 2003-05-23 US US10/444,612 patent/US20040087755A1/en not_active Abandoned
-
2006
- 2006-12-14 US US11/638,910 patent/US20070149751A1/en not_active Abandoned
-
2008
- 2008-03-07 JP JP2008057255A patent/JP4976324B2/ja not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| EP1352005A1 (de) | 2003-10-15 |
| ATE412679T1 (de) | 2008-11-15 |
| CN1479759A (zh) | 2004-03-03 |
| JP2008255339A (ja) | 2008-10-23 |
| AU2002227974A1 (en) | 2002-06-18 |
| US20070149751A1 (en) | 2007-06-28 |
| JP4976324B2 (ja) | 2012-07-18 |
| CN1326900C (zh) | 2007-07-18 |
| BR0115858A (pt) | 2003-10-14 |
| JP2004515583A (ja) | 2004-05-27 |
| DE60136386D1 (de) | 2008-12-11 |
| ES2312489T3 (es) | 2009-03-01 |
| WO2002046260A1 (en) | 2002-06-13 |
| MXPA03004631A (es) | 2003-09-05 |
| CA2428093C (en) | 2010-01-12 |
| EP1352005B1 (de) | 2008-10-29 |
| EP1213309A1 (de) | 2002-06-12 |
| CA2428093A1 (en) | 2002-06-13 |
| US20040087755A1 (en) | 2004-05-06 |
| JP4782363B2 (ja) | 2011-09-28 |
| BR0115858B1 (pt) | 2012-01-24 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| SK6802003A3 (en) | Supramolecular polymer forming polymer, use of the supramolecular polymer and preparation of polymer | |
| KR101572276B1 (ko) | 사용 온도 범위에 걸쳐 실질적으로 일정한 g-계수를 갖는 2 부분 폴리우레탄 경화성 조성물 | |
| CA2150386C (en) | Polyurethanes cured with 4,4'-methylene-bis-(3-chloro-2,6-diethylaniline) | |
| CN107660218A (zh) | 使用基于聚(环氧丁烷)的异氰酸酯封端的准预聚物制备的双组分聚氨基甲酸酯粘合剂 | |
| TWI789428B (zh) | 高強度長晾置時間之聚胺基甲酸酯反應性熱熔物 | |
| KR20060073505A (ko) | 수분-경화형 조성물 및 고온 용융 접착제 | |
| EP4263742B1 (de) | Zweikomponenten-polyurethan-strukturklebstoff mit verbesserten eigenschaften | |
| EP2875060B1 (de) | Verwendung von polyharnstoff-nanopartikeln als leistungsmodifikatoren in polyurethanmaterialien | |
| JPH05255475A (ja) | 2−成分ポリウレタン反応性組成物 | |
| JP7699158B2 (ja) | 構造用ポリウレタン接着剤 | |
| KR20150067235A (ko) | 잠재 반응성 핫 멜트 접착제 조성물 | |
| US12054576B2 (en) | Adhesives based on carbodimide chemistry | |
| CA2101490C (en) | Hardener composition for the production of polyurethane shaped articles | |
| EP1613678B1 (de) | Neues kettenverlängerungsmittel zur verwendung bei der herstellung von polyurethanen und die entsprechenden polyurethane | |
| WO2020073156A1 (en) | Polyurethane prepolymer and adhesive compositions containing same | |
| JP2023132199A (ja) | 構造用ポリウレタン接着剤 | |
| EP2864434B1 (de) | Polyurethanklebstoffe mit alkyl-substituierten 4,4'-di(aminocyclohexyl)alkanen,2,4'-di(aminocyclohexyl)alkanen und/oder 2,2'-di(aminocyclohexyl)aminen | |
| CA3210665A1 (en) | Thermally stable filled polyurethane reactive hot melt | |
| KR20070085585A (ko) | 2-성분 폴리우레탄 접착제, 2-성분 폴리우레탄 접착제용첨가제 및 상기 첨가제의 용도 |