ZA200603417B - Polymers with improved strength comprising mixed oxyalkyl units - Google Patents
Polymers with improved strength comprising mixed oxyalkyl units Download PDFInfo
- Publication number
- ZA200603417B ZA200603417B ZA200603417A ZA200603417A ZA200603417B ZA 200603417 B ZA200603417 B ZA 200603417B ZA 200603417 A ZA200603417 A ZA 200603417A ZA 200603417 A ZA200603417 A ZA 200603417A ZA 200603417 B ZA200603417 B ZA 200603417B
- Authority
- ZA
- South Africa
- Prior art keywords
- component
- isocyanate
- oxyalkylene units
- possesses
- oxyalkylene
- Prior art date
Links
- 229920000642 polymer Polymers 0.000 title claims description 94
- 125000005429 oxyalkyl group Chemical group 0.000 title 1
- 239000000203 mixture Substances 0.000 claims abstract description 108
- 229920005862 polyol Polymers 0.000 claims abstract description 50
- 150000003077 polyols Chemical class 0.000 claims abstract description 49
- 238000004519 manufacturing process Methods 0.000 claims abstract description 15
- 239000000853 adhesive Substances 0.000 claims abstract description 9
- 230000001070 adhesive effect Effects 0.000 claims abstract description 9
- 239000011248 coating agent Substances 0.000 claims abstract description 3
- 239000000945 filler Substances 0.000 claims abstract 2
- 125000005702 oxyalkylene group Chemical group 0.000 claims description 99
- 239000012948 isocyanate Substances 0.000 claims description 51
- 150000002513 isocyanates Chemical class 0.000 claims description 49
- 125000004432 carbon atom Chemical group C* 0.000 claims description 48
- 239000005056 polyisocyanate Substances 0.000 claims description 41
- 229920001228 polyisocyanate Polymers 0.000 claims description 41
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 33
- 125000000524 functional group Chemical group 0.000 claims description 32
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 claims description 23
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 20
- 229910052799 carbon Inorganic materials 0.000 claims description 19
- 238000006243 chemical reaction Methods 0.000 claims description 16
- 238000004132 cross linking Methods 0.000 claims description 16
- 238000000034 method Methods 0.000 claims description 12
- 239000004971 Cross linker Substances 0.000 claims description 10
- 238000002156 mixing Methods 0.000 claims description 6
- 150000001412 amines Chemical class 0.000 claims description 4
- 239000000565 sealant Substances 0.000 claims description 2
- 239000007795 chemical reaction product Substances 0.000 claims 6
- 239000000654 additive Substances 0.000 claims 2
- 239000000376 reactant Substances 0.000 claims 2
- 230000000996 additive effect Effects 0.000 claims 1
- 230000001747 exhibiting effect Effects 0.000 claims 1
- 238000002360 preparation method Methods 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 abstract description 32
- 238000007789 sealing Methods 0.000 abstract description 2
- 229920002635 polyurethane Polymers 0.000 description 15
- 239000004814 polyurethane Substances 0.000 description 15
- -1 alkoxy silane Chemical compound 0.000 description 14
- 229920001730 Moisture cure polyurethane Polymers 0.000 description 12
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 12
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 10
- 229920000570 polyether Polymers 0.000 description 10
- 150000001298 alcohols Chemical class 0.000 description 9
- 239000000178 monomer Substances 0.000 description 9
- 239000004721 Polyphenylene oxide Substances 0.000 description 8
- 125000005442 diisocyanate group Chemical group 0.000 description 8
- 229920000768 polyamine Polymers 0.000 description 8
- 229920005906 polyester polyol Polymers 0.000 description 8
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 7
- 239000002253 acid Substances 0.000 description 7
- 125000000217 alkyl group Chemical group 0.000 description 7
- 150000002596 lactones Chemical class 0.000 description 7
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 6
- 150000002009 diols Chemical class 0.000 description 6
- 150000007513 acids Chemical class 0.000 description 5
- 125000003277 amino group Chemical group 0.000 description 5
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 5
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 4
- 125000001931 aliphatic group Chemical group 0.000 description 4
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 4
- 125000000753 cycloalkyl group Chemical group 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- 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 4
- YPFDHNVEDLHUCE-UHFFFAOYSA-N propane-1,3-diol Chemical compound OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 4
- 229920006395 saturated elastomer Polymers 0.000 description 4
- 239000007858 starting material Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 3
- 239000005058 Isophorone diisocyanate Substances 0.000 description 3
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 3
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- 150000001735 carboxylic acids Chemical class 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 235000011187 glycerol Nutrition 0.000 description 3
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical class NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 3
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 3
- 239000004615 ingredient Substances 0.000 description 3
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 3
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 3
- 229920000728 polyester Polymers 0.000 description 3
- 229960004063 propylene glycol Drugs 0.000 description 3
- 235000013772 propylene glycol Nutrition 0.000 description 3
- 230000009257 reactivity Effects 0.000 description 3
- 125000001424 substituent group Chemical group 0.000 description 3
- RUELTTOHQODFPA-UHFFFAOYSA-N toluene 2,6-diisocyanate Chemical compound CC1=C(N=C=O)C=CC=C1N=C=O RUELTTOHQODFPA-UHFFFAOYSA-N 0.000 description 3
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- KWGRBVOPPLSCSI-WPRPVWTQSA-N (-)-ephedrine Chemical compound CN[C@@H](C)[C@H](O)C1=CC=CC=C1 KWGRBVOPPLSCSI-WPRPVWTQSA-N 0.000 description 2
- UCTWMZQNUQWSLP-VIFPVBQESA-N (R)-adrenaline Chemical compound CNC[C@H](O)C1=CC=C(O)C(O)=C1 UCTWMZQNUQWSLP-VIFPVBQESA-N 0.000 description 2
- 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
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-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
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- BMYNFMYTOJXKLE-UHFFFAOYSA-N DL-isoserine Natural products NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 2
- ALQSHHUCVQOPAS-UHFFFAOYSA-N Pentane-1,5-diol Chemical compound OCCCCCO ALQSHHUCVQOPAS-UHFFFAOYSA-N 0.000 description 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
- 239000004146 Propane-1,2-diol Substances 0.000 description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- CBTVGIZVANVGBH-UHFFFAOYSA-N aminomethyl propanol Chemical compound CC(C)(N)CO CBTVGIZVANVGBH-UHFFFAOYSA-N 0.000 description 2
- 239000001569 carbon dioxide Substances 0.000 description 2
- 229910002092 carbon dioxide Inorganic materials 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- KORSJDCBLAPZEQ-UHFFFAOYSA-N dicyclohexylmethane-4,4'-diisocyanate Chemical compound C1CC(N=C=O)CCC1CC1CCC(N=C=O)CC1 KORSJDCBLAPZEQ-UHFFFAOYSA-N 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- TVIDDXQYHWJXFK-UHFFFAOYSA-N dodecanedioic acid Chemical compound OC(=O)CCCCCCCCCCC(O)=O TVIDDXQYHWJXFK-UHFFFAOYSA-N 0.000 description 2
- 230000032050 esterification Effects 0.000 description 2
- 238000005886 esterification reaction Methods 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical group OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 2
- 239000011976 maleic acid Substances 0.000 description 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
- 230000003606 oligomerizing effect Effects 0.000 description 2
- 230000003094 perturbing effect Effects 0.000 description 2
- ULSIYEODSMZIPX-UHFFFAOYSA-N phenylethanolamine Chemical compound NCC(O)C1=CC=CC=C1 ULSIYEODSMZIPX-UHFFFAOYSA-N 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 description 2
- 229910052710 silicon Inorganic materials 0.000 description 2
- 239000010703 silicon Substances 0.000 description 2
- TYFQFVWCELRYAO-UHFFFAOYSA-N suberic acid Chemical compound OC(=O)CCCCCCC(O)=O TYFQFVWCELRYAO-UHFFFAOYSA-N 0.000 description 2
- 150000005846 sugar alcohols Polymers 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 125000003396 thiol group Chemical group [H]S* 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
- XFNJVJPLKCPIBV-UHFFFAOYSA-N trimethylenediamine Chemical compound NCCCN XFNJVJPLKCPIBV-UHFFFAOYSA-N 0.000 description 2
- SFLSHLFXELFNJZ-QMMMGPOBSA-N (-)-norepinephrine Chemical compound NC[C@H](O)C1=CC=C(O)C(O)=C1 SFLSHLFXELFNJZ-QMMMGPOBSA-N 0.000 description 1
- FWTCWZZOKOBJIR-UHFFFAOYSA-N (2-amino-3-methylphenyl)methanol Chemical compound CC1=CC=CC(CO)=C1N FWTCWZZOKOBJIR-UHFFFAOYSA-N 0.000 description 1
- MTCFGRXMJLQNBG-REOHCLBHSA-N (2S)-2-Amino-3-hydroxypropansäure Chemical compound OC[C@H](N)C(O)=O MTCFGRXMJLQNBG-REOHCLBHSA-N 0.000 description 1
- VPSSPAXIFBTOHY-LURJTMIESA-N (2s)-2-amino-4-methylpentan-1-ol Chemical compound CC(C)C[C@H](N)CO VPSSPAXIFBTOHY-LURJTMIESA-N 0.000 description 1
- CXIYBDIJKQJUMN-QMMMGPOBSA-N (2s)-2-anilino-3-hydroxypropanoic acid Chemical compound OC[C@@H](C(O)=O)NC1=CC=CC=C1 CXIYBDIJKQJUMN-QMMMGPOBSA-N 0.000 description 1
- VTQHAQXFSHDMHT-NTSWFWBYSA-N (2s,3s)-2-amino-3-methylpentan-1-ol Chemical compound CC[C@H](C)[C@H](N)CO VTQHAQXFSHDMHT-NTSWFWBYSA-N 0.000 description 1
- WOANRKPFIPNPRV-UHFFFAOYSA-N (3-amino-5-methylphenyl)methanol Chemical compound CC1=CC(N)=CC(CO)=C1 WOANRKPFIPNPRV-UHFFFAOYSA-N 0.000 description 1
- OJZQOQNSUZLSMV-UHFFFAOYSA-N (3-aminophenyl)methanol Chemical compound NC1=CC=CC(CO)=C1 OJZQOQNSUZLSMV-UHFFFAOYSA-N 0.000 description 1
- SHIIKOYLGKOEBS-UHFFFAOYSA-N (3-ethyl-6-isocyanatohexan-3-yl)-methoxysilane Chemical compound C(C)C(CCCN=C=O)([SiH2]OC)CC SHIIKOYLGKOEBS-UHFFFAOYSA-N 0.000 description 1
- KMOUUZVZFBCRAM-OLQVQODUSA-N (3as,7ar)-3a,4,7,7a-tetrahydro-2-benzofuran-1,3-dione Chemical compound C1C=CC[C@@H]2C(=O)OC(=O)[C@@H]21 KMOUUZVZFBCRAM-OLQVQODUSA-N 0.000 description 1
- OZCRKDNRAAKDAN-HNQUOIGGSA-N (e)-but-1-ene-1,4-diol Chemical compound OCC\C=C\O OZCRKDNRAAKDAN-HNQUOIGGSA-N 0.000 description 1
- ZTNJGMFHJYGMDR-UHFFFAOYSA-N 1,2-diisocyanatoethane Chemical compound O=C=NCCN=C=O ZTNJGMFHJYGMDR-UHFFFAOYSA-N 0.000 description 1
- GEYOCULIXLDCMW-UHFFFAOYSA-N 1,2-phenylenediamine Chemical compound NC1=CC=CC=C1N GEYOCULIXLDCMW-UHFFFAOYSA-N 0.000 description 1
- WZCQRUWWHSTZEM-UHFFFAOYSA-N 1,3-phenylenediamine Chemical compound NC1=CC=CC(N)=C1 WZCQRUWWHSTZEM-UHFFFAOYSA-N 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
- CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 description 1
- ATOUXIOKEJWULN-UHFFFAOYSA-N 1,6-diisocyanato-2,2,4-trimethylhexane Chemical compound O=C=NCCC(C)CC(C)(C)CN=C=O ATOUXIOKEJWULN-UHFFFAOYSA-N 0.000 description 1
- QGLRLXLDMZCFBP-UHFFFAOYSA-N 1,6-diisocyanato-2,4,4-trimethylhexane Chemical compound O=C=NCC(C)CC(C)(C)CCN=C=O QGLRLXLDMZCFBP-UHFFFAOYSA-N 0.000 description 1
- 229940008841 1,6-hexamethylene diisocyanate Drugs 0.000 description 1
- HXKKHQJGJAFBHI-UHFFFAOYSA-N 1-aminopropan-2-ol Chemical compound CC(O)CN HXKKHQJGJAFBHI-UHFFFAOYSA-N 0.000 description 1
- YVYGDINHTVKXEY-UHFFFAOYSA-N 1-isocyanatobutan-2-yl(dimethoxy)silane Chemical compound C(C)C(CN=C=O)[SiH](OC)OC YVYGDINHTVKXEY-UHFFFAOYSA-N 0.000 description 1
- JVVDURMXZZATIC-UHFFFAOYSA-N 1-isocyanatopentan-3-yl(dimethoxy)silane Chemical compound C(C)C(CCN=C=O)[SiH](OC)OC JVVDURMXZZATIC-UHFFFAOYSA-N 0.000 description 1
- LKSVDBOSJYQVTG-UHFFFAOYSA-N 1-isocyanatopropan-2-yl(dimethoxy)silane Chemical compound CC(CN=C=O)[SiH](OC)OC LKSVDBOSJYQVTG-UHFFFAOYSA-N 0.000 description 1
- VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 description 1
- KSQSUDDRZLCKSW-UHFFFAOYSA-N 2,4-dimethylhexane-1,6-diamine Chemical compound NCC(C)CC(C)CCN KSQSUDDRZLCKSW-UHFFFAOYSA-N 0.000 description 1
- GIAFURWZWWWBQT-UHFFFAOYSA-N 2-(2-aminoethoxy)ethanol Chemical compound NCCOCCO GIAFURWZWWWBQT-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- WDWGSSVZYGQIFU-UHFFFAOYSA-N 2-(3-aminopropyl)-2-ethylhexan-1-ol Chemical compound CCCCC(CC)(CO)CCCN WDWGSSVZYGQIFU-UHFFFAOYSA-N 0.000 description 1
- LJDSTRZHPWMDPG-UHFFFAOYSA-N 2-(butylamino)ethanol Chemical compound CCCCNCCO LJDSTRZHPWMDPG-UHFFFAOYSA-N 0.000 description 1
- MGUMZJAQENFQKN-UHFFFAOYSA-N 2-(cyclohexylamino)ethanol Chemical compound OCCNC1CCCCC1 MGUMZJAQENFQKN-UHFFFAOYSA-N 0.000 description 1
- MIJDSYMOBYNHOT-UHFFFAOYSA-N 2-(ethylamino)ethanol Chemical compound CCNCCO MIJDSYMOBYNHOT-UHFFFAOYSA-N 0.000 description 1
- NWYYWIJOWOLJNR-UHFFFAOYSA-N 2-Amino-3-methyl-1-butanol Chemical compound CC(C)C(N)CO NWYYWIJOWOLJNR-UHFFFAOYSA-N 0.000 description 1
- GEJJWYZZKKKSEV-UHFFFAOYSA-N 2-amino-1,2-diphenylethanol Chemical compound C=1C=CC=CC=1C(N)C(O)C1=CC=CC=C1 GEJJWYZZKKKSEV-UHFFFAOYSA-N 0.000 description 1
- JUCGVCVPNPBJIG-UHFFFAOYSA-N 2-amino-1-phenylpropane-1,3-diol Chemical compound OCC(N)C(O)C1=CC=CC=C1 JUCGVCVPNPBJIG-UHFFFAOYSA-N 0.000 description 1
- IOAOAKDONABGPZ-UHFFFAOYSA-N 2-amino-2-ethylpropane-1,3-diol Chemical compound CCC(N)(CO)CO IOAOAKDONABGPZ-UHFFFAOYSA-N 0.000 description 1
- 229940058020 2-amino-2-methyl-1-propanol Drugs 0.000 description 1
- UXFQFBNBSPQBJW-UHFFFAOYSA-N 2-amino-2-methylpropane-1,3-diol Chemical compound OCC(N)(C)CO UXFQFBNBSPQBJW-UHFFFAOYSA-N 0.000 description 1
- IJXJGQCXFSSHNL-UHFFFAOYSA-N 2-amino-2-phenylethanol Chemical compound OCC(N)C1=CC=CC=C1 IJXJGQCXFSSHNL-UHFFFAOYSA-N 0.000 description 1
- STVVMTBJNDTZBF-UHFFFAOYSA-N 2-amino-3-phenylpropan-1-ol Chemical compound OCC(N)CC1=CC=CC=C1 STVVMTBJNDTZBF-UHFFFAOYSA-N 0.000 description 1
- JCBPETKZIGVZRE-UHFFFAOYSA-N 2-aminobutan-1-ol Chemical compound CCC(N)CO JCBPETKZIGVZRE-UHFFFAOYSA-N 0.000 description 1
- DPEOTCPCYHSVTC-UHFFFAOYSA-N 2-aminohexan-1-ol Chemical compound CCCCC(N)CO DPEOTCPCYHSVTC-UHFFFAOYSA-N 0.000 description 1
- ULAXUFGARZZKTK-UHFFFAOYSA-N 2-aminopentan-1-ol Chemical compound CCCC(N)CO ULAXUFGARZZKTK-UHFFFAOYSA-N 0.000 description 1
- BKMMTJMQCTUHRP-UHFFFAOYSA-N 2-aminopropan-1-ol Chemical compound CC(N)CO BKMMTJMQCTUHRP-UHFFFAOYSA-N 0.000 description 1
- KJJPLEZQSCZCKE-UHFFFAOYSA-N 2-aminopropane-1,3-diol Chemical compound OCC(N)CO KJJPLEZQSCZCKE-UHFFFAOYSA-N 0.000 description 1
- MWGATWIBSKHFMR-UHFFFAOYSA-N 2-anilinoethanol Chemical compound OCCNC1=CC=CC=C1 MWGATWIBSKHFMR-UHFFFAOYSA-N 0.000 description 1
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 1
- VHSHLMUCYSAUQU-UHFFFAOYSA-N 2-hydroxypropyl methacrylate Chemical compound CC(O)COC(=O)C(C)=C VHSHLMUCYSAUQU-UHFFFAOYSA-N 0.000 description 1
- GWZMWHWAWHPNHN-UHFFFAOYSA-N 2-hydroxypropyl prop-2-enoate Chemical compound CC(O)COC(=O)C=C GWZMWHWAWHPNHN-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L71/00—Compositions of polyethers obtained by reactions forming an ether link in the main chain; Compositions of derivatives of such polymers
- C08L71/02—Polyalkylene oxides
-
- 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
- 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
- C08G18/48—Polyethers
- C08G18/4804—Two or more polyethers of different physical or chemical nature
- C08G18/4808—Mixtures of two or more polyetherdiols
-
- 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
- C08G18/48—Polyethers
- C08G18/4854—Polyethers containing oxyalkylene groups having four carbon atoms in the alkylene group
-
- 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
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/71—Monoisocyanates or monoisothiocyanates
- C08G18/718—Monoisocyanates or monoisothiocyanates containing silicon
-
- 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
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
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)
- Compositions Of Macromolecular Compounds (AREA)
- Sealing Material Composition (AREA)
- Polyethers (AREA)
- Paints Or Removers (AREA)
- Adhesives Or Adhesive Processes (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE10350481A DE10350481A1 (de) | 2003-10-29 | 2003-10-29 | Festigkeitsoptimierte Polymere mit gemischten Oxyalkyleneinheiten |
Publications (1)
Publication Number | Publication Date |
---|---|
ZA200603417B true ZA200603417B (en) | 2007-01-31 |
Family
ID=34584799
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ZA200603417A ZA200603417B (en) | 2003-10-29 | 2006-04-28 | Polymers with improved strength comprising mixed oxyalkyl units |
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Country | Link |
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US (1) | US8772421B2 (zh) |
EP (1) | EP1678254B1 (zh) |
JP (1) | JP2007510020A (zh) |
KR (1) | KR20070012620A (zh) |
CN (1) | CN1871302B (zh) |
AT (1) | ATE361952T1 (zh) |
AU (1) | AU2004289779B2 (zh) |
BR (1) | BRPI0415974B1 (zh) |
CA (1) | CA2543055C (zh) |
DE (2) | DE10350481A1 (zh) |
DK (1) | DK1678254T3 (zh) |
ES (1) | ES2285531T3 (zh) |
MX (1) | MXPA06004423A (zh) |
PL (1) | PL1678254T3 (zh) |
PT (1) | PT1678254E (zh) |
RU (1) | RU2370509C2 (zh) |
WO (1) | WO2005047394A1 (zh) |
ZA (1) | ZA200603417B (zh) |
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DE102006048041A1 (de) | 2006-10-09 | 2008-04-10 | Henkel Kgaa | Zusammensetzungen aus teilweise silylterminierten Polymeren |
DE102007011511A1 (de) | 2007-03-09 | 2008-09-11 | Henkel Ag & Co. Kgaa | Ein-Komponenten-Montageklebstoff mit hoher Anfangshaftung |
DE102007058344A1 (de) * | 2007-12-03 | 2009-06-04 | Henkel Ag & Co. Kgaa | Härtbare Zusammensetzungen enthaltend silylierte Polyurethane |
DE102008020980A1 (de) | 2008-04-25 | 2009-10-29 | Henkel Ag & Co. Kgaa | Härtbare Zusammensetzungen enthaltend silylierte Polyurethane auf Basis von Polyetherblockpolymeren |
DE102008038488A1 (de) | 2008-08-20 | 2010-02-25 | Henkel Ag & Co. Kgaa | Feuchtigkeitshärtende wasserfeste Beschichtung |
FR2940312B1 (fr) * | 2008-12-18 | 2011-02-25 | Bostik Sa | Composition adhesive pelable apres reticulation |
US8261833B2 (en) * | 2009-02-25 | 2012-09-11 | Halliburton Energy Services, Inc. | Methods and compositions for consolidating particulate matter in a subterranean formation |
DE102009026679A1 (de) * | 2009-06-03 | 2010-12-16 | Henkel Ag & Co. Kgaa | Kleb- und Dichtstoffe auf Basis silanterminierter Bindemittel zum Verkleben und Abdichten von flexiblen Solarfolien / Photovoltaikmodulen |
DE102009046190A1 (de) * | 2009-10-30 | 2011-05-05 | Henkel Ag & Co. Kgaa | Kaschierklebstoff mit Silanvernetzung |
DE102009046269A1 (de) | 2009-10-30 | 2011-05-05 | Henkel Ag & Co. Kgaa | Harnstoffgebundende Alkoxysilane zum Einsatz in Dicht- und Klebstoffen |
DE102010041978A1 (de) | 2010-10-05 | 2012-04-05 | Henkel Ag & Co. Kgaa | Härtbare Zusammensetzung mit speziellem Katalysator/Weichmacher-System |
DE102011003425B4 (de) | 2011-02-01 | 2015-01-08 | Henkel Ag & Co. Kgaa | Verwendung einer härtbaren Zusammensetzung mit kombinierten Stabilisatoren |
EP2626317A1 (en) | 2012-02-13 | 2013-08-14 | de Schrijver, Aster | Pressurized packaging systems for one component adhesives and sealants |
WO2015146873A1 (ja) * | 2014-03-26 | 2015-10-01 | 積水化学工業株式会社 | 光湿気硬化型樹脂組成物、電子部品用接着剤、及び、表示素子用接着剤 |
WO2016105915A1 (en) * | 2014-12-22 | 2016-06-30 | Dow Global Technologies Llc | Moisture curable polymer systems based on a mixture of polysilylated polyethers |
EP3469019A1 (en) | 2016-06-13 | 2019-04-17 | Henkel AG & Co. KGaA | High modulus curable composition |
PT3336146T (pt) | 2016-12-19 | 2023-11-13 | Henkel Ag & Co Kgaa | Composição curável com propriedades mecânicas melhoradas e alta transparência |
CA3059467A1 (en) | 2017-04-26 | 2018-11-01 | Henkel IP & Holding GmbH | Silane modified polymers with improved properties |
CA3061730A1 (en) | 2017-05-03 | 2018-11-08 | Henkel IP & Holding GmbH | Silane modified polymers with improved characteristics for adhesive compositions |
ES2973110T3 (es) | 2017-11-07 | 2024-06-18 | Henkel Ag & Co Kgaa | Polímeros modificados con silano y uso de los mismos en composiciones adhesivas |
EP3759115B1 (en) | 2018-02-27 | 2024-07-17 | Henkel AG & Co. KGaA | Bio-based reactive plasticizer and adhesives and sealants containing them |
JP7091991B2 (ja) * | 2018-10-19 | 2022-06-28 | 東洋インキScホールディングス株式会社 | 接着剤組成物、それを用いた積層体及び包装材 |
WO2021100060A1 (en) * | 2019-11-20 | 2021-05-27 | Saint-Gobain Glass France | A mono-component lacquer for glass substrates |
RU2731266C1 (ru) * | 2019-12-23 | 2020-09-01 | федеральное государственное бюджетное образовательное учреждение высшего образования "Казанский национальный исследовательский технологический университет" (ФГБОУ ВО "КНИТУ") | Полимерная композиция для изготовления влагоотверждаемого иммобилизирующего материала |
WO2022084165A1 (en) | 2020-10-19 | 2022-04-28 | Covestro Deutschland Ag | A method for preparing a moisture-resistant polyurethane primer |
EP4015553A1 (en) | 2020-12-21 | 2022-06-22 | Covestro Deutschland AG | A method for preparing a moisture-resistant polyurethane primer |
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DE69426371T2 (de) * | 1993-05-07 | 2001-05-17 | Nippon Paint Co Ltd | Wässrige Polyoxyalkylene Oberflachenbehandlungslösungen |
JPH06340739A (ja) * | 1993-06-02 | 1994-12-13 | Tonen Corp | シリル化ポリエーテルおよびそれを含むシーリング材 |
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US5888322A (en) * | 1997-07-14 | 1999-03-30 | Nalco Chemical Company | Polymeric oxyalkylate viscosity modifiers for use in gypsum wallboard production |
JP3638430B2 (ja) | 1998-04-27 | 2005-04-13 | セメダイン株式会社 | 湿気硬化型接着剤組成物 |
DE19914879A1 (de) * | 1999-04-01 | 2000-10-05 | Bayer Ag | Polyurethanlösungen mit Alkoxysilanstruktureinheiten |
WO2000059516A1 (en) * | 1999-04-02 | 2000-10-12 | Fziomed, Inc. | Compositions of polyacids and polyethers and methods for their use in reducing adhesions |
JP2001055503A (ja) * | 1999-08-17 | 2001-02-27 | Asahi Glass Co Ltd | 硬化性組成物 |
US6310170B1 (en) * | 1999-08-17 | 2001-10-30 | Ck Witco Corporation | Compositions of silylated polymer and aminosilane adhesion promoters |
DE19949091A1 (de) * | 1999-10-12 | 2001-04-26 | Basf Ag | Polyester-Polyetherblockcopolymere |
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JP2003187637A (ja) * | 2001-09-21 | 2003-07-04 | Daiso Co Ltd | 高分子ゲル電解質を用いた素子 |
CA2367290A1 (fr) * | 2002-01-16 | 2003-07-16 | Hydro Quebec | Electrolyte polymere a haute stabilite > 4 volts comme electrolyte pour supercondensateur hybride et generateur electrochimique |
US20040116564A1 (en) * | 2002-11-27 | 2004-06-17 | Devlin Brian Gerrard | Stabilization of poly(oxyalkylene) containing polymeric materials |
ATE325147T1 (de) * | 2003-03-13 | 2006-06-15 | Air Prod & Chem | Säurekatalisierte copolymerisation von wasser, tetrahydrofuran und multifunktionellen epoxiden und deren verwendungen |
-
2003
- 2003-10-29 DE DE10350481A patent/DE10350481A1/de not_active Ceased
-
2004
- 2004-10-14 WO PCT/EP2004/011520 patent/WO2005047394A1/de active IP Right Grant
- 2004-10-14 KR KR1020067008424A patent/KR20070012620A/ko not_active Application Discontinuation
- 2004-10-14 RU RU2006118148/04A patent/RU2370509C2/ru not_active IP Right Cessation
- 2004-10-14 AT AT04790383T patent/ATE361952T1/de active
- 2004-10-14 EP EP04790383A patent/EP1678254B1/de active Active
- 2004-10-14 BR BRPI0415974-8A patent/BRPI0415974B1/pt not_active IP Right Cessation
- 2004-10-14 PT PT04790383T patent/PT1678254E/pt unknown
- 2004-10-14 CN CN200480031609XA patent/CN1871302B/zh not_active Expired - Fee Related
- 2004-10-14 DK DK04790383T patent/DK1678254T3/da active
- 2004-10-14 AU AU2004289779A patent/AU2004289779B2/en not_active Ceased
- 2004-10-14 PL PL04790383T patent/PL1678254T3/pl unknown
- 2004-10-14 MX MXPA06004423A patent/MXPA06004423A/es active IP Right Grant
- 2004-10-14 CA CA2543055A patent/CA2543055C/en not_active Expired - Fee Related
- 2004-10-14 JP JP2006537110A patent/JP2007510020A/ja active Pending
- 2004-10-14 ES ES04790383T patent/ES2285531T3/es active Active
- 2004-10-14 DE DE502004003797T patent/DE502004003797D1/de active Active
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2006
- 2006-04-28 ZA ZA200603417A patent/ZA200603417B/en unknown
- 2006-05-01 US US11/415,053 patent/US8772421B2/en active Active
Also Published As
Publication number | Publication date |
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DE502004003797D1 (de) | 2007-06-21 |
AU2004289779A1 (en) | 2005-05-26 |
PL1678254T3 (pl) | 2007-09-28 |
MXPA06004423A (es) | 2006-06-27 |
CA2543055C (en) | 2013-02-19 |
ATE361952T1 (de) | 2007-06-15 |
AU2004289779B2 (en) | 2010-04-01 |
WO2005047394A1 (de) | 2005-05-26 |
PT1678254E (pt) | 2007-07-03 |
US8772421B2 (en) | 2014-07-08 |
CN1871302B (zh) | 2010-05-26 |
CN1871302A (zh) | 2006-11-29 |
RU2006118148A (ru) | 2007-12-10 |
RU2370509C2 (ru) | 2009-10-20 |
CA2543055A1 (en) | 2005-05-26 |
DE10350481A1 (de) | 2005-06-16 |
BRPI0415974B1 (pt) | 2015-06-30 |
EP1678254A1 (de) | 2006-07-12 |
ES2285531T3 (es) | 2007-11-16 |
EP1678254B1 (de) | 2007-05-09 |
DK1678254T3 (da) | 2007-09-17 |
KR20070012620A (ko) | 2007-01-26 |
US20060194930A1 (en) | 2006-08-31 |
BRPI0415974A (pt) | 2007-01-16 |
JP2007510020A (ja) | 2007-04-19 |
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