BRPI0716043A2 - composiÇço extensora de cadeia; processo para produÇço de um polÍmero; e plÍmero - Google Patents
composiÇço extensora de cadeia; processo para produÇço de um polÍmero; e plÍmero Download PDFInfo
- Publication number
- BRPI0716043A2 BRPI0716043A2 BRPI0716043-7A BRPI0716043A BRPI0716043A2 BR PI0716043 A2 BRPI0716043 A2 BR PI0716043A2 BR PI0716043 A BRPI0716043 A BR PI0716043A BR PI0716043 A2 BRPI0716043 A2 BR PI0716043A2
- Authority
- BR
- Brazil
- Prior art keywords
- diamine
- aliphatic
- aromatic
- group
- benzenediamine
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 82
- 239000004970 Chain extender Substances 0.000 title claims abstract description 36
- 229920000642 polymer Polymers 0.000 title claims abstract description 30
- 238000000034 method Methods 0.000 title claims abstract description 24
- 230000008569 process Effects 0.000 title claims abstract description 22
- 125000001931 aliphatic group Chemical group 0.000 claims abstract description 89
- 125000001183 hydrocarbyl group Chemical group 0.000 claims abstract description 78
- 150000004985 diamines Chemical group 0.000 claims abstract description 76
- 125000003118 aryl group Chemical group 0.000 claims abstract description 68
- RTWNYYOXLSILQN-UHFFFAOYSA-N methanediamine Chemical compound NCN RTWNYYOXLSILQN-UHFFFAOYSA-N 0.000 claims abstract description 56
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 42
- 125000001841 imino group Chemical group [H]N=* 0.000 claims abstract description 41
- 125000002312 hydrocarbylidene group Chemical group 0.000 claims abstract description 21
- -1 aliphatic diamine Chemical class 0.000 claims description 86
- 125000001997 phenyl group Chemical class [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 35
- 229910000071 diazene Inorganic materials 0.000 claims description 27
- RAABOESOVLLHRU-UHFFFAOYSA-N diazene Chemical compound N=N RAABOESOVLLHRU-UHFFFAOYSA-N 0.000 claims description 26
- 229920005862 polyol Polymers 0.000 claims description 16
- 150000003077 polyols Chemical class 0.000 claims description 16
- 125000004122 cyclic group Chemical group 0.000 claims description 14
- PISLZQACAJMAIO-UHFFFAOYSA-N 2,4-diethyl-6-methylbenzene-1,3-diamine Chemical compound CCC1=CC(C)=C(N)C(CC)=C1N PISLZQACAJMAIO-UHFFFAOYSA-N 0.000 claims description 9
- 239000005056 polyisocyanate Substances 0.000 claims description 9
- 229920001228 polyisocyanate Polymers 0.000 claims description 9
- 239000004615 ingredient Substances 0.000 claims description 8
- 125000004491 isohexyl group Chemical group C(CCC(C)C)* 0.000 claims description 6
- 238000002156 mixing Methods 0.000 claims description 6
- WZCQRUWWHSTZEM-UHFFFAOYSA-N 1,3-phenylenediamine Chemical compound NC1=CC=CC(N)=C1 WZCQRUWWHSTZEM-UHFFFAOYSA-N 0.000 claims description 3
- GMTFURRRXIRGLH-UHFFFAOYSA-N C12CCCC2C2(CN)CC1CC2 Chemical compound C12CCCC2C2(CN)CC1CC2 GMTFURRRXIRGLH-UHFFFAOYSA-N 0.000 claims description 3
- CSFZOENQUCDFFR-UHFFFAOYSA-N bis(aminomethyl)tricyclo[5,2,1,02,6]decane Chemical compound C12CCCC2(CN)C2(CN)CC1CC2 CSFZOENQUCDFFR-UHFFFAOYSA-N 0.000 claims description 3
- 239000004606 Fillers/Extenders Substances 0.000 claims 1
- 229920002396 Polyurea Polymers 0.000 abstract description 21
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract description 17
- 150000004984 aromatic diamines Chemical class 0.000 abstract description 16
- 229920002635 polyurethane Polymers 0.000 abstract description 15
- 239000004814 polyurethane Substances 0.000 abstract description 15
- 229920000162 poly(ureaurethane) Polymers 0.000 abstract description 12
- 238000004519 manufacturing process Methods 0.000 abstract description 4
- 125000003277 amino group Chemical group 0.000 description 36
- 239000000306 component Substances 0.000 description 31
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 28
- 238000009472 formulation Methods 0.000 description 20
- 239000000126 substance Substances 0.000 description 17
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 16
- 239000012948 isocyanate Substances 0.000 description 15
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 14
- 150000002513 isocyanates Chemical class 0.000 description 13
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 11
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 9
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 8
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 6
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 6
- 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 5
- 150000001412 amines Chemical class 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 5
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 5
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 5
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 5
- GEYOCULIXLDCMW-UHFFFAOYSA-N 1,2-phenylenediamine Chemical compound NC1=CC=CC=C1N GEYOCULIXLDCMW-UHFFFAOYSA-N 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 4
- RQEOBXYYEPMCPJ-UHFFFAOYSA-N 4,6-diethyl-2-methylbenzene-1,3-diamine Chemical compound CCC1=CC(CC)=C(N)C(C)=C1N RQEOBXYYEPMCPJ-UHFFFAOYSA-N 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
- 239000004743 Polypropylene Substances 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 239000003153 chemical reaction reagent Substances 0.000 description 4
- 229920001155 polypropylene Polymers 0.000 description 4
- 230000003068 static effect Effects 0.000 description 4
- 125000000217 alkyl group Chemical group 0.000 description 3
- 125000001118 alkylidene group Chemical group 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 125000005442 diisocyanate group Chemical group 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- 150000002334 glycols Chemical class 0.000 description 3
- 125000001424 substituent group Chemical group 0.000 description 3
- JIABEENURMZTTI-UHFFFAOYSA-N 1-isocyanato-2-[(2-isocyanatophenyl)methyl]benzene Chemical class O=C=NC1=CC=CC=C1CC1=CC=CC=C1N=C=O JIABEENURMZTTI-UHFFFAOYSA-N 0.000 description 2
- TZFFGICBCZBYDO-UHFFFAOYSA-N 2-ethyl-4-methyl-6-propan-2-ylbenzene-1,3-diamine Chemical compound CCC1=C(N)C(C)=CC(C(C)C)=C1N TZFFGICBCZBYDO-UHFFFAOYSA-N 0.000 description 2
- RNLHGQLZWXBQNY-UHFFFAOYSA-N 3-(aminomethyl)-3,5,5-trimethylcyclohexan-1-amine Chemical compound CC1(C)CC(N)CC(C)(CN)C1 RNLHGQLZWXBQNY-UHFFFAOYSA-N 0.000 description 2
- AKZOLEPNYXGNEH-UHFFFAOYSA-N 4-methyl-2,6-di(propan-2-yl)benzene-1,3-diamine Chemical compound CC(C)C1=CC(C)=C(N)C(C(C)C)=C1N AKZOLEPNYXGNEH-UHFFFAOYSA-N 0.000 description 2
- CQHXOTLDWPMCRB-UHFFFAOYSA-N 5-heptyl-4-methylbenzene-1,3-diamine Chemical compound CCCCCCCC1=CC(N)=CC(N)=C1C CQHXOTLDWPMCRB-UHFFFAOYSA-N 0.000 description 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 2
- 229910000831 Steel Inorganic materials 0.000 description 2
- 125000002619 bicyclic group Chemical group 0.000 description 2
- FQUNFJULCYSSOP-UHFFFAOYSA-N bisoctrizole Chemical compound N1=C2C=CC=CC2=NN1C1=CC(C(C)(C)CC(C)(C)C)=CC(CC=2C(=C(C=C(C=2)C(C)(C)CC(C)(C)C)N2N=C3C=CC=CC3=N2)O)=C1O FQUNFJULCYSSOP-UHFFFAOYSA-N 0.000 description 2
- VHRGRCVQAFMJIZ-UHFFFAOYSA-N cadaverine Chemical compound NCCCCCN VHRGRCVQAFMJIZ-UHFFFAOYSA-N 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- YMHQVDAATAEZLO-UHFFFAOYSA-N cyclohexane-1,1-diamine Chemical compound NC1(N)CCCCC1 YMHQVDAATAEZLO-UHFFFAOYSA-N 0.000 description 2
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 2
- 125000002704 decyl group Chemical group [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])* 0.000 description 2
- 125000003438 dodecyl group Chemical group [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])* 0.000 description 2
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 125000001400 nonyl 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])[H] 0.000 description 2
- 125000002347 octyl 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])[H] 0.000 description 2
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 229920003226 polyurethane urea Polymers 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- KIDHWZJUCRJVML-UHFFFAOYSA-N putrescine Chemical compound NCCCCN KIDHWZJUCRJVML-UHFFFAOYSA-N 0.000 description 2
- 239000010959 steel Substances 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
- 230000009466 transformation Effects 0.000 description 2
- 238000000844 transformation Methods 0.000 description 2
- XFNJVJPLKCPIBV-UHFFFAOYSA-N trimethylenediamine Chemical compound NCCCN XFNJVJPLKCPIBV-UHFFFAOYSA-N 0.000 description 2
- MTZUIIAIAKMWLI-UHFFFAOYSA-N 1,2-diisocyanatobenzene Chemical compound O=C=NC1=CC=CC=C1N=C=O MTZUIIAIAKMWLI-UHFFFAOYSA-N 0.000 description 1
- CUJPFPXNDSIBPG-UHFFFAOYSA-N 1,3-propanediyl Chemical group [CH2]C[CH2] CUJPFPXNDSIBPG-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
- 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
- MTPCYYDPKXMORZ-UHFFFAOYSA-N 1-n,2-n-bis(3-methylcyclohex-2-en-1-yl)propane-1,2-diamine Chemical compound C1CCC(C)=CC1NC(C)CNC1CCCC(C)=C1 MTPCYYDPKXMORZ-UHFFFAOYSA-N 0.000 description 1
- PZJXBTPESLUFLK-UHFFFAOYSA-N 1-n,2-n-di(butan-2-yl)propane-1,2-diamine Chemical compound CCC(C)NCC(C)NC(C)CC PZJXBTPESLUFLK-UHFFFAOYSA-N 0.000 description 1
- NDHGSGLGMQOHPA-UHFFFAOYSA-N 1-n,2-n-dihexylcyclohexane-1,2-diamine Chemical compound CCCCCCNC1CCCCC1NCCCCCC NDHGSGLGMQOHPA-UHFFFAOYSA-N 0.000 description 1
- GAARTPZCZSZNTM-UHFFFAOYSA-N 1-n,3-n-didecylcyclohexane-1,3-diamine Chemical compound CCCCCCCCCCNC1CCCC(NCCCCCCCCCC)C1 GAARTPZCZSZNTM-UHFFFAOYSA-N 0.000 description 1
- PAVHOAHCTHEZIQ-UHFFFAOYSA-N 1-n,4-n-bis(1-cyclobutylethyl)cyclohexane-1,4-diamine Chemical compound C1CCC1C(C)NC(CC1)CCC1NC(C)C1CCC1 PAVHOAHCTHEZIQ-UHFFFAOYSA-N 0.000 description 1
- JUNBHJRQUYYYBX-UHFFFAOYSA-N 2,3,4,5-tetramethylaniline Chemical compound CC1=CC(N)=C(C)C(C)=C1C JUNBHJRQUYYYBX-UHFFFAOYSA-N 0.000 description 1
- BQJNDFXBOSXMLM-UHFFFAOYSA-N 2,3,5,6-tetraethylbenzene-1,4-diamine Chemical compound CCC1=C(N)C(CC)=C(CC)C(N)=C1CC BQJNDFXBOSXMLM-UHFFFAOYSA-N 0.000 description 1
- HNEIEUKJFTUIBM-UHFFFAOYSA-N 2,3,5-tripropylbenzene-1,4-diamine Chemical compound CCCC1=CC(N)=C(CCC)C(CCC)=C1N HNEIEUKJFTUIBM-UHFFFAOYSA-N 0.000 description 1
- RTJHFPLPPWYGIF-UHFFFAOYSA-N 2,3-di(butan-2-yl)aniline Chemical compound CCC(C)C1=CC=CC(N)=C1C(C)CC RTJHFPLPPWYGIF-UHFFFAOYSA-N 0.000 description 1
- QBCIVSJJZKMYEH-UHFFFAOYSA-N 2,3-di(propan-2-yl)aniline Chemical compound CC(C)C1=CC=CC(N)=C1C(C)C QBCIVSJJZKMYEH-UHFFFAOYSA-N 0.000 description 1
- ABQQPHFTJYCSIA-UHFFFAOYSA-N 2,3-diethylbenzene-1,4-diamine Chemical compound CCC1=C(N)C=CC(N)=C1CC ABQQPHFTJYCSIA-UHFFFAOYSA-N 0.000 description 1
- OKHJOGBJBSEFMP-UHFFFAOYSA-N 2,4,5,6-tetrapropylbenzene-1,3-diamine Chemical compound CCCC1=C(N)C(CCC)=C(CCC)C(CCC)=C1N OKHJOGBJBSEFMP-UHFFFAOYSA-N 0.000 description 1
- JGYUBHGXADMAQU-UHFFFAOYSA-N 2,4,6-triethylbenzene-1,3-diamine Chemical compound CCC1=CC(CC)=C(N)C(CC)=C1N JGYUBHGXADMAQU-UHFFFAOYSA-N 0.000 description 1
- HGXVKAPCSIXGAK-UHFFFAOYSA-N 2,4-diethyl-6-methylbenzene-1,3-diamine;4,6-diethyl-2-methylbenzene-1,3-diamine Chemical compound CCC1=CC(CC)=C(N)C(C)=C1N.CCC1=CC(C)=C(N)C(CC)=C1N HGXVKAPCSIXGAK-UHFFFAOYSA-N 0.000 description 1
- PXPRVOINQSYRMT-UHFFFAOYSA-N 2,4-diethyl-6-methylcyclohexane-1,3-diamine Chemical compound CCC1CC(C)C(N)C(CC)C1N PXPRVOINQSYRMT-UHFFFAOYSA-N 0.000 description 1
- NRUAHCQFVDVWJK-UHFFFAOYSA-N 2,5-dimethyl-2-n,5-n-bis(5-methyl-2-propan-2-ylcyclohexyl)hexane-2,5-diamine Chemical compound CC(C)C1CCC(C)CC1NC(C)(C)CCC(C)(C)NC1C(C(C)C)CCC(C)C1 NRUAHCQFVDVWJK-UHFFFAOYSA-N 0.000 description 1
- BDBODCFNUORELH-UHFFFAOYSA-N 2,5-dimethyl-2-n,5-n-di(pentan-3-yl)hexane-2,5-diamine Chemical compound CCC(CC)NC(C)(C)CCC(C)(C)NC(CC)CC BDBODCFNUORELH-UHFFFAOYSA-N 0.000 description 1
- JWTVQZQPKHXGFM-UHFFFAOYSA-N 2,5-dimethylhexane-2,5-diamine Chemical compound CC(C)(N)CCC(C)(C)N JWTVQZQPKHXGFM-UHFFFAOYSA-N 0.000 description 1
- OBEARTBLLJIVLW-UHFFFAOYSA-N 2,5-dioctylbenzene-1,4-diamine Chemical compound CCCCCCCCC1=CC(N)=C(CCCCCCCC)C=C1N OBEARTBLLJIVLW-UHFFFAOYSA-N 0.000 description 1
- FOYHNROGBXVLLX-UHFFFAOYSA-N 2,6-diethylaniline Chemical compound CCC1=CC=CC(CC)=C1N FOYHNROGBXVLLX-UHFFFAOYSA-N 0.000 description 1
- KXKMZNOTGIBFNP-UHFFFAOYSA-N 2-[(2-amino-4-tert-butylphenyl)methyl]-5-tert-butylaniline Chemical compound NC1=CC(C(C)(C)C)=CC=C1CC1=CC=C(C(C)(C)C)C=C1N KXKMZNOTGIBFNP-UHFFFAOYSA-N 0.000 description 1
- OHKOAJUTRVTYSW-UHFFFAOYSA-N 2-[(2-aminophenyl)methyl]aniline Chemical compound NC1=CC=CC=C1CC1=CC=CC=C1N OHKOAJUTRVTYSW-UHFFFAOYSA-N 0.000 description 1
- HDVUPIFFKAHPJY-UHFFFAOYSA-N 2-butylaniline Chemical compound CCCCC1=CC=CC=C1N HDVUPIFFKAHPJY-UHFFFAOYSA-N 0.000 description 1
- JZUHIOJYCPIVLQ-UHFFFAOYSA-N 2-methylpentane-1,5-diamine Chemical compound NCC(C)CCCN JZUHIOJYCPIVLQ-UHFFFAOYSA-N 0.000 description 1
- WVVJHFSHQXSWDX-UHFFFAOYSA-N 2-pentylbenzene-1,4-diamine Chemical compound CCCCCC1=CC(N)=CC=C1N WVVJHFSHQXSWDX-UHFFFAOYSA-N 0.000 description 1
- HLOXRRSFYXEJMC-UHFFFAOYSA-N 2-propan-2-ylbenzene-1,3-diamine Chemical compound CC(C)C1=C(N)C=CC=C1N HLOXRRSFYXEJMC-UHFFFAOYSA-N 0.000 description 1
- WKURVXXDGMYSDP-UHFFFAOYSA-N 2-propyl-aniline Chemical compound CCCC1=CC=CC=C1N WKURVXXDGMYSDP-UHFFFAOYSA-N 0.000 description 1
- POZCGQKROVHZNL-UHFFFAOYSA-N 3,4-diheptyl-5,6-dimethylbenzene-1,2-diamine Chemical compound CCCCCCCC1=C(C)C(C)=C(N)C(N)=C1CCCCCCC POZCGQKROVHZNL-UHFFFAOYSA-N 0.000 description 1
- GBFXOJRWKYQINU-UHFFFAOYSA-N 3,6-dibutylbenzene-1,2-diamine Chemical compound CCCCC1=CC=C(CCCC)C(N)=C1N GBFXOJRWKYQINU-UHFFFAOYSA-N 0.000 description 1
- OCEYGOKEUYVKGO-UHFFFAOYSA-N 3-methyl-n-[2-[(3-methylcyclohex-2-en-1-ylidene)amino]propyl]cyclohex-2-en-1-imine Chemical compound C1CCC(C)=CC1=NC(C)CN=C1CCCC(C)=C1 OCEYGOKEUYVKGO-UHFFFAOYSA-N 0.000 description 1
- DPKTVUKEPNBABS-UHFFFAOYSA-N 3-tert-butylaniline Chemical compound CC(C)(C)C1=CC=CC(N)=C1 DPKTVUKEPNBABS-UHFFFAOYSA-N 0.000 description 1
- YSCNMFDFYJUPEF-OWOJBTEDSA-N 4,4'-diisothiocyano-trans-stilbene-2,2'-disulfonic acid Chemical compound OS(=O)(=O)C1=CC(N=C=S)=CC=C1\C=C\C1=CC=C(N=C=S)C=C1S(O)(=O)=O YSCNMFDFYJUPEF-OWOJBTEDSA-N 0.000 description 1
- RIEJRTJDHXJQJO-UHFFFAOYSA-N 4,5,6-trihexylbenzene-1,3-diamine Chemical compound CCCCCCC1=C(N)C=C(N)C(CCCCCC)=C1CCCCCC RIEJRTJDHXJQJO-UHFFFAOYSA-N 0.000 description 1
- XSZYBMMYQCYIPC-UHFFFAOYSA-N 4,5-dimethyl-1,2-phenylenediamine Chemical compound CC1=CC(N)=C(N)C=C1C XSZYBMMYQCYIPC-UHFFFAOYSA-N 0.000 description 1
- NGRMNIHDBVGDOO-UHFFFAOYSA-N 4,6-di(butan-2-yl)-2-methylbenzene-1,3-diamine Chemical compound CCC(C)C1=CC(C(C)CC)=C(N)C(C)=C1N NGRMNIHDBVGDOO-UHFFFAOYSA-N 0.000 description 1
- BMRZDCMBELSVGA-UHFFFAOYSA-N 4,6-diethyl-2-methylcyclohexane-1,3-diamine Chemical compound CCC1CC(CC)C(N)C(C)C1N BMRZDCMBELSVGA-UHFFFAOYSA-N 0.000 description 1
- XMUFMUCUOXTGQX-UHFFFAOYSA-N 4,6-dipropylbenzene-1,3-diamine Chemical compound CCCC1=CC(CCC)=C(N)C=C1N XMUFMUCUOXTGQX-UHFFFAOYSA-N 0.000 description 1
- KOGSPLLRMRSADR-UHFFFAOYSA-N 4-(2-aminopropan-2-yl)-1-methylcyclohexan-1-amine Chemical compound CC(C)(N)C1CCC(C)(N)CC1 KOGSPLLRMRSADR-UHFFFAOYSA-N 0.000 description 1
- OSRXTGYUAJPODP-UHFFFAOYSA-N 4-[(4-amino-2,6-ditert-butylphenyl)methyl]-3,5-ditert-butylaniline Chemical compound CC(C)(C)C1=CC(N)=CC(C(C)(C)C)=C1CC1=C(C(C)(C)C)C=C(N)C=C1C(C)(C)C OSRXTGYUAJPODP-UHFFFAOYSA-N 0.000 description 1
- IGSBHTZEJMPDSZ-UHFFFAOYSA-N 4-[(4-amino-3-methylcyclohexyl)methyl]-2-methylcyclohexan-1-amine Chemical compound C1CC(N)C(C)CC1CC1CC(C)C(N)CC1 IGSBHTZEJMPDSZ-UHFFFAOYSA-N 0.000 description 1
- ROJMDQBRKBPHIU-UHFFFAOYSA-N 4-ethylbenzene-1,2-diamine Chemical compound CCC1=CC=C(N)C(N)=C1 ROJMDQBRKBPHIU-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- C07C251/02—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton containing imino groups
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- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/50—Polyethers having heteroatoms other than oxygen
- C08G18/5021—Polyethers having heteroatoms other than oxygen having nitrogen
- C08G18/5024—Polyethers having heteroatoms other than oxygen having nitrogen containing primary and/or secondary amino groups
-
- 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
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
- C08G18/76—Polyisocyanates or polyisothiocyanates cyclic aromatic
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Polyurethanes Or Polyureas (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US11/534,968 US7964695B2 (en) | 2005-03-28 | 2006-09-25 | Chain extenders |
| US11/534,968 | 2006-09-25 | ||
| PCT/US2007/068384 WO2008039571A1 (en) | 2006-09-25 | 2007-05-07 | Diamine chain extender compositions |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BRPI0716043A2 true BRPI0716043A2 (pt) | 2013-01-08 |
Family
ID=38567027
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BRPI0716043-7A BRPI0716043A2 (pt) | 2006-09-25 | 2007-05-07 | composiÇço extensora de cadeia; processo para produÇço de um polÍmero; e plÍmero |
Country Status (10)
| Country | Link |
|---|---|
| US (2) | US7964695B2 (enExample) |
| EP (1) | EP2078048A1 (enExample) |
| JP (1) | JP2010504400A (enExample) |
| KR (1) | KR20090074159A (enExample) |
| CN (1) | CN101516948B (enExample) |
| AU (1) | AU2007300409B2 (enExample) |
| BR (1) | BRPI0716043A2 (enExample) |
| CA (1) | CA2661513A1 (enExample) |
| EA (1) | EA017131B1 (enExample) |
| WO (1) | WO2008039571A1 (enExample) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2143707B1 (en) * | 2005-03-28 | 2018-04-11 | Line-X LLC | Secondary diamine |
| US8076518B2 (en) * | 2005-03-28 | 2011-12-13 | Albemarle Corporation | Chain extenders |
| US7964695B2 (en) * | 2005-03-28 | 2011-06-21 | Albemarle Corporation | Chain extenders |
| BRPI0809262A2 (pt) * | 2007-01-10 | 2014-10-07 | Albemarle Corp | Revestimento por aspersão; processo para formação de um revestimento por aspersão; artigo formado através da moldagem por injeção de reação; e processo para preparação de um produto de moldagem por injeção de reação. |
| US20090035350A1 (en) | 2007-08-03 | 2009-02-05 | John Stankus | Polymers for implantable devices exhibiting shape-memory effects |
| US9259515B2 (en) | 2008-04-10 | 2016-02-16 | Abbott Cardiovascular Systems Inc. | Implantable medical devices fabricated from polyurethanes with grafted radiopaque groups |
| WO2014144539A2 (en) * | 2013-03-15 | 2014-09-18 | The Board Of Trustees Of The University Of Illinois | Dynamic urea bonds for reversible and self-healing polymers |
| US10507621B2 (en) * | 2014-06-11 | 2019-12-17 | Basf Se | Polyurethane compound for producing an integrated insulation component |
| CN107663671B (zh) * | 2017-08-16 | 2020-07-28 | 东华大学 | 一种耐热聚氨酯弹性纤维及其制备方法 |
| CN107686548B (zh) * | 2017-08-22 | 2021-12-10 | 山西省建筑科学研究院 | 水性纯聚脲的制备方法 |
| JP7171956B1 (ja) | 2022-03-29 | 2022-11-15 | アイカ工業株式会社 | コンクリート床用目地材組成物及びその施工方法及びコンクリート床 |
| WO2025224005A1 (en) * | 2024-04-25 | 2025-10-30 | Huntsman International Llc | Slow cure hybrid polyurea |
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-
2006
- 2006-09-25 US US11/534,968 patent/US7964695B2/en not_active Expired - Fee Related
-
2007
- 2007-05-07 WO PCT/US2007/068384 patent/WO2008039571A1/en not_active Ceased
- 2007-05-07 BR BRPI0716043-7A patent/BRPI0716043A2/pt not_active IP Right Cessation
- 2007-05-07 KR KR1020097005110A patent/KR20090074159A/ko not_active Withdrawn
- 2007-05-07 JP JP2009529282A patent/JP2010504400A/ja active Pending
- 2007-05-07 CN CN2007800354095A patent/CN101516948B/zh not_active Expired - Fee Related
- 2007-05-07 CA CA002661513A patent/CA2661513A1/en not_active Abandoned
- 2007-05-07 AU AU2007300409A patent/AU2007300409B2/en not_active Ceased
- 2007-05-07 EP EP07783397A patent/EP2078048A1/en not_active Withdrawn
- 2007-05-07 EA EA200970324A patent/EA017131B1/ru not_active IP Right Cessation
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2011
- 2011-02-16 US US13/028,579 patent/US8080626B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| US20070270566A1 (en) | 2007-11-22 |
| US8080626B2 (en) | 2011-12-20 |
| CN101516948A (zh) | 2009-08-26 |
| AU2007300409B2 (en) | 2010-10-14 |
| US7964695B2 (en) | 2011-06-21 |
| EP2078048A1 (en) | 2009-07-15 |
| WO2008039571A1 (en) | 2008-04-03 |
| AU2007300409A1 (en) | 2008-04-03 |
| EA017131B1 (ru) | 2012-10-30 |
| KR20090074159A (ko) | 2009-07-06 |
| CA2661513A1 (en) | 2008-04-03 |
| JP2010504400A (ja) | 2010-02-12 |
| CN101516948B (zh) | 2012-08-15 |
| US20110137005A1 (en) | 2011-06-09 |
| EA200970324A1 (ru) | 2009-08-28 |
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