DE102004005434A1 - Copolymere auf Basis von ungesättigten Mono- oder Dicarbonsäure-Derivaten und Oxyalkylenglykol-Alkenylethern, Verfahren zu deren Herstellung und ihre Verwendung - Google Patents
Copolymere auf Basis von ungesättigten Mono- oder Dicarbonsäure-Derivaten und Oxyalkylenglykol-Alkenylethern, Verfahren zu deren Herstellung und ihre Verwendung Download PDFInfo
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- DE102004005434A1 DE102004005434A1 DE102004005434A DE102004005434A DE102004005434A1 DE 102004005434 A1 DE102004005434 A1 DE 102004005434A1 DE 102004005434 A DE102004005434 A DE 102004005434A DE 102004005434 A DE102004005434 A DE 102004005434A DE 102004005434 A1 DE102004005434 A1 DE 102004005434A1
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- 229920001577 copolymer Polymers 0.000 title claims abstract description 48
- 150000001990 dicarboxylic acid derivatives Chemical class 0.000 title claims abstract description 23
- 150000002762 monocarboxylic acid derivatives Chemical class 0.000 title claims abstract description 14
- 125000005702 oxyalkylene group Chemical group 0.000 title claims abstract description 7
- 238000000034 method Methods 0.000 title claims description 15
- 238000002360 preparation method Methods 0.000 title claims description 7
- 230000008569 process Effects 0.000 title claims description 6
- -1 ester compounds Chemical class 0.000 claims abstract description 56
- 239000011230 binding agent Substances 0.000 claims abstract description 15
- 239000000654 additive Substances 0.000 claims abstract description 9
- 229920001515 polyalkylene glycol Polymers 0.000 claims abstract description 7
- 229910052500 inorganic mineral Inorganic materials 0.000 claims abstract description 6
- 239000011707 mineral Substances 0.000 claims abstract description 6
- 239000007900 aqueous suspension Substances 0.000 claims abstract description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 23
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 18
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 12
- 239000000178 monomer Substances 0.000 claims description 11
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 10
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 10
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical class CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 9
- 230000000712 assembly Effects 0.000 claims description 9
- 238000000429 assembly Methods 0.000 claims description 9
- 150000003254 radicals Chemical class 0.000 claims description 9
- OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 claims description 8
- 229910052739 hydrogen Inorganic materials 0.000 claims description 8
- 239000001257 hydrogen Substances 0.000 claims description 8
- 229920002554 vinyl polymer Polymers 0.000 claims description 8
- 239000004215 Carbon black (E152) Substances 0.000 claims description 7
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Natural products C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 7
- 239000007864 aqueous solution Substances 0.000 claims description 7
- 150000005840 aryl radicals Chemical class 0.000 claims description 7
- 229930195733 hydrocarbon Natural products 0.000 claims description 7
- 239000003999 initiator Substances 0.000 claims description 7
- 125000003342 alkenyl group Chemical group 0.000 claims description 6
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 5
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 5
- 229910052751 metal Inorganic materials 0.000 claims description 5
- 239000002184 metal Substances 0.000 claims description 5
- 239000011591 potassium Substances 0.000 claims description 5
- 239000011734 sodium Substances 0.000 claims description 5
- 125000002348 vinylic group Chemical group 0.000 claims description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 4
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims description 4
- 239000011575 calcium Substances 0.000 claims description 4
- 150000001768 cations Chemical class 0.000 claims description 4
- 150000002431 hydrogen Chemical group 0.000 claims description 4
- 238000006116 polymerization reaction Methods 0.000 claims description 4
- 239000002904 solvent Substances 0.000 claims description 4
- 235000008733 Citrus aurantifolia Nutrition 0.000 claims description 3
- 235000011941 Tilia x europaea Nutrition 0.000 claims description 3
- 239000004568 cement Substances 0.000 claims description 3
- 239000010440 gypsum Substances 0.000 claims description 3
- 229910052602 gypsum Inorganic materials 0.000 claims description 3
- 239000004571 lime Substances 0.000 claims description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 3
- IRLPACMLTUPBCL-KQYNXXCUSA-N 5'-adenylyl sulfate Chemical compound C1=NC=2C(N)=NC=NC=2N1[C@@H]1O[C@H](COP(O)(=O)OS(O)(=O)=O)[C@@H](O)[C@H]1O IRLPACMLTUPBCL-KQYNXXCUSA-N 0.000 claims description 2
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 2
- JLVVSXFLKOJNIY-UHFFFAOYSA-N Magnesium ion Chemical compound [Mg+2] JLVVSXFLKOJNIY-UHFFFAOYSA-N 0.000 claims description 2
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 2
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims description 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims description 2
- 150000001252 acrylic acid derivatives Chemical class 0.000 claims description 2
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 claims description 2
- 229910052925 anhydrite Inorganic materials 0.000 claims description 2
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims description 2
- 229910001424 calcium ion Inorganic materials 0.000 claims description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 2
- KBLWLMPSVYBVDK-UHFFFAOYSA-N cyclohexyl prop-2-enoate Chemical compound C=CC(=O)OC1CCCCC1 KBLWLMPSVYBVDK-UHFFFAOYSA-N 0.000 claims description 2
- 239000006185 dispersion Substances 0.000 claims description 2
- UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- 229910001425 magnesium ion Inorganic materials 0.000 claims description 2
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 claims description 2
- 229910001414 potassium ion Inorganic materials 0.000 claims description 2
- UIIIBRHUICCMAI-UHFFFAOYSA-N prop-2-ene-1-sulfonic acid Chemical compound OS(=O)(=O)CC=C UIIIBRHUICCMAI-UHFFFAOYSA-N 0.000 claims description 2
- 229910001415 sodium ion Inorganic materials 0.000 claims description 2
- 239000007858 starting material Substances 0.000 claims description 2
- 125000003107 substituted aryl group Chemical group 0.000 claims description 2
- 125000000542 sulfonic acid group Chemical group 0.000 claims description 2
- NLVXSWCKKBEXTG-UHFFFAOYSA-N vinylsulfonic acid Chemical compound OS(=O)(=O)C=C NLVXSWCKKBEXTG-UHFFFAOYSA-N 0.000 claims description 2
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 claims 1
- 125000005394 methallyl group Chemical group 0.000 claims 1
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical compound [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 claims 1
- 125000003011 styrenyl group Chemical group [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
- ZTWTYVWXUKTLCP-UHFFFAOYSA-N vinylphosphonic acid Chemical compound OP(O)(=O)C=C ZTWTYVWXUKTLCP-UHFFFAOYSA-N 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 21
- 239000004567 concrete Substances 0.000 abstract description 17
- 230000000694 effects Effects 0.000 abstract description 4
- 239000000725 suspension Substances 0.000 abstract description 4
- 238000010276 construction Methods 0.000 abstract description 3
- 238000011161 development Methods 0.000 abstract description 3
- 238000012545 processing Methods 0.000 abstract description 3
- 230000009467 reduction Effects 0.000 abstract description 2
- 239000000203 mixture Substances 0.000 description 19
- 229920001451 polypropylene glycol Polymers 0.000 description 19
- 239000000243 solution Substances 0.000 description 16
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 15
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 14
- 229920001223 polyethylene glycol Polymers 0.000 description 14
- 150000001875 compounds Chemical class 0.000 description 11
- 239000004566 building material Substances 0.000 description 10
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 229920000642 polymer Polymers 0.000 description 8
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical compound C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 7
- 229940052303 ethers for general anesthesia Drugs 0.000 description 7
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 7
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 5
- 239000002253 acid Substances 0.000 description 5
- 238000004519 manufacturing process Methods 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 229960000834 vinyl ether Drugs 0.000 description 5
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 4
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 4
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 4
- 239000002202 Polyethylene glycol Substances 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 4
- 239000011976 maleic acid Substances 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- ATVJXMYDOSMEPO-UHFFFAOYSA-N 3-prop-2-enoxyprop-1-ene Chemical compound C=CCOCC=C ATVJXMYDOSMEPO-UHFFFAOYSA-N 0.000 description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- 239000004743 Polypropylene Substances 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 150000001408 amides Chemical class 0.000 description 3
- 150000002334 glycols Chemical class 0.000 description 3
- 229920001155 polypropylene Polymers 0.000 description 3
- 229910052700 potassium Inorganic materials 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 2
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
- BLRZZXLJCJKJII-UHFFFAOYSA-N 3-carbamoylbut-3-enoic acid Chemical compound NC(=O)C(=C)CC(O)=O BLRZZXLJCJKJII-UHFFFAOYSA-N 0.000 description 2
- DKIDEFUBRARXTE-UHFFFAOYSA-N 3-mercaptopropanoic acid Chemical compound OC(=O)CCS DKIDEFUBRARXTE-UHFFFAOYSA-N 0.000 description 2
- 239000004641 Diallyl-phthalate Substances 0.000 description 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical class C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
- WTDHULULXKLSOZ-UHFFFAOYSA-N Hydroxylamine hydrochloride Chemical compound Cl.ON WTDHULULXKLSOZ-UHFFFAOYSA-N 0.000 description 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- 239000004721 Polyphenylene oxide Substances 0.000 description 2
- 239000011398 Portland cement Substances 0.000 description 2
- 239000012190 activator Substances 0.000 description 2
- 150000003863 ammonium salts Chemical class 0.000 description 2
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- 230000008901 benefit Effects 0.000 description 2
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- QUDWYFHPNIMBFC-UHFFFAOYSA-N bis(prop-2-enyl) benzene-1,2-dicarboxylate Chemical compound C=CCOC(=O)C1=CC=CC=C1C(=O)OCC=C QUDWYFHPNIMBFC-UHFFFAOYSA-N 0.000 description 2
- 229910052791 calcium Inorganic materials 0.000 description 2
- 239000003638 chemical reducing agent Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- PAFZNILMFXTMIY-UHFFFAOYSA-N cyclohexylamine Chemical compound NC1CCCCC1 PAFZNILMFXTMIY-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
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical compound C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 2
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- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 2
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- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
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- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 2
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 2
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- DRTFPRNYUARGTQ-KTKRTIGZSA-N (z)-2,3-dibutylbut-2-enedioic acid Chemical compound CCCC\C(C(O)=O)=C(C(O)=O)/CCCC DRTFPRNYUARGTQ-KTKRTIGZSA-N 0.000 description 1
- AKUNSTOMHUXJOZ-UHFFFAOYSA-N 1-hydroperoxybutane Chemical compound CCCCOO AKUNSTOMHUXJOZ-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- QZPSOSOOLFHYRR-UHFFFAOYSA-N 3-hydroxypropyl prop-2-enoate Chemical compound OCCCOC(=O)C=C QZPSOSOOLFHYRR-UHFFFAOYSA-N 0.000 description 1
- OFNISBHGPNMTMS-UHFFFAOYSA-N 3-methylideneoxolane-2,5-dione Chemical compound C=C1CC(=O)OC1=O OFNISBHGPNMTMS-UHFFFAOYSA-N 0.000 description 1
- KWSLGOVYXMQPPX-UHFFFAOYSA-N 5-[3-(trifluoromethyl)phenyl]-2h-tetrazole Chemical compound FC(F)(F)C1=CC=CC(C2=NNN=N2)=C1 KWSLGOVYXMQPPX-UHFFFAOYSA-N 0.000 description 1
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 1
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- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
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- LXEKPEMOWBOYRF-UHFFFAOYSA-N [2-[(1-azaniumyl-1-imino-2-methylpropan-2-yl)diazenyl]-2-methylpropanimidoyl]azanium;dichloride Chemical compound Cl.Cl.NC(=N)C(C)(C)N=NC(C)(C)C(N)=N LXEKPEMOWBOYRF-UHFFFAOYSA-N 0.000 description 1
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- 229910052783 alkali metal Inorganic materials 0.000 description 1
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- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 1
- 239000012935 ammoniumperoxodisulfate Substances 0.000 description 1
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- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
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- UTOVMEACOLCUCK-PLNGDYQASA-N butyl maleate Chemical compound CCCCOC(=O)\C=C/C(O)=O UTOVMEACOLCUCK-PLNGDYQASA-N 0.000 description 1
- 229910010293 ceramic material Inorganic materials 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
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- 125000004122 cyclic group Chemical group 0.000 description 1
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- JBSLOWBPDRZSMB-FPLPWBNLSA-N dibutyl (z)-but-2-enedioate Chemical compound CCCCOC(=O)\C=C/C(=O)OCCCC JBSLOWBPDRZSMB-FPLPWBNLSA-N 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
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- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
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- 125000003010 ionic group Chemical group 0.000 description 1
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 1
- SURQXAFEQWPFPV-UHFFFAOYSA-L iron(2+) sulfate heptahydrate Chemical compound O.O.O.O.O.O.O.[Fe+2].[O-]S([O-])(=O)=O SURQXAFEQWPFPV-UHFFFAOYSA-L 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N itaconic acid Chemical class OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- 238000012423 maintenance Methods 0.000 description 1
- 125000005395 methacrylic acid group Chemical group 0.000 description 1
- CRVGTESFCCXCTH-UHFFFAOYSA-N methyl diethanolamine Chemical compound OCCN(C)CCO CRVGTESFCCXCTH-UHFFFAOYSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000005065 mining Methods 0.000 description 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 1
- CHDKQNHKDMEASZ-UHFFFAOYSA-N n-prop-2-enoylprop-2-enamide Chemical compound C=CC(=O)NC(=O)C=C CHDKQNHKDMEASZ-UHFFFAOYSA-N 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 230000009965 odorless effect Effects 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 150000003021 phthalic acid derivatives Chemical class 0.000 description 1
- 229920000233 poly(alkylene oxides) Polymers 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 229920001296 polysiloxane Chemical class 0.000 description 1
- MHWRYTCHHJGQFQ-UHFFFAOYSA-N prop-2-enoic acid hydrate Chemical compound O.OC(=O)C=C MHWRYTCHHJGQFQ-UHFFFAOYSA-N 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 239000011819 refractory material Substances 0.000 description 1
- 238000005204 segregation Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 229910001379 sodium hypophosphite Inorganic materials 0.000 description 1
- PFUVRDFDKPNGAV-UHFFFAOYSA-N sodium peroxide Chemical compound [Na+].[Na+].[O-][O-] PFUVRDFDKPNGAV-UHFFFAOYSA-N 0.000 description 1
- UCWBKJOCRGQBNW-UHFFFAOYSA-M sodium;hydroxymethanesulfinate;dihydrate Chemical compound O.O.[Na+].OCS([O-])=O UCWBKJOCRGQBNW-UHFFFAOYSA-M 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 238000003892 spreading Methods 0.000 description 1
- 230000007480 spreading Effects 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- STCOOQWBFONSKY-UHFFFAOYSA-N tributyl phosphate Chemical class CCCCOP(=O)(OCCCC)OCCCC STCOOQWBFONSKY-UHFFFAOYSA-N 0.000 description 1
- 238000009827 uniform distribution Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/04—Acids; Metal salts or ammonium salts thereof
- C08F220/06—Acrylic acid; Methacrylic acid; Metal salts or ammonium salts thereof
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B24/00—Use of organic materials as active ingredients for mortars, concrete or artificial stone, e.g. plasticisers
- C04B24/24—Macromolecular compounds
- C04B24/26—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C04B24/2641—Polyacrylates; Polymethacrylates
- C04B24/2647—Polyacrylates; Polymethacrylates containing polyether side chains
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B24/00—Use of organic materials as active ingredients for mortars, concrete or artificial stone, e.g. plasticisers
- C04B24/24—Macromolecular compounds
- C04B24/26—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C04B24/2664—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of ethylenically unsaturated dicarboxylic acid polymers, e.g. maleic anhydride copolymers
- C04B24/267—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of ethylenically unsaturated dicarboxylic acid polymers, e.g. maleic anhydride copolymers containing polyether side chains
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F216/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal or ketal radical
- C08F216/12—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal or ketal radical by an ether radical
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F222/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides, or nitriles thereof
- C08F222/04—Anhydrides, e.g. cyclic anhydrides
- C08F222/06—Maleic anhydride
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F222/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides, or nitriles thereof
- C08F222/10—Esters
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B2103/00—Function or property of ingredients for mortars, concrete or artificial stone
- C04B2103/30—Water reducers, plasticisers, air-entrainers, flow improvers
- C04B2103/302—Water reducers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F216/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal or ketal radical
- C08F216/12—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal or ketal radical by an ether radical
- C08F216/14—Monomers containing only one unsaturated aliphatic radical
- C08F216/1416—Monomers containing oxygen in addition to the ether oxygen, e.g. allyl glycidyl ether
- C08F216/1425—Monomers containing side chains of polyether groups
- C08F216/145—Monomers containing side chains of polyethylene-co-propylene oxide groups
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Ceramic Engineering (AREA)
- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Materials Engineering (AREA)
- Structural Engineering (AREA)
- Curing Cements, Concrete, And Artificial Stone (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (15)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102004005434A DE102004005434A1 (de) | 2004-02-04 | 2004-02-04 | Copolymere auf Basis von ungesättigten Mono- oder Dicarbonsäure-Derivaten und Oxyalkylenglykol-Alkenylethern, Verfahren zu deren Herstellung und ihre Verwendung |
| DE502005005688T DE502005005688D1 (de) | 2004-02-04 | 2005-02-03 | Copolymere auf basis von ungesättigten mono- oder dicarbonsäure-derivaten und oxyalkylenglykol-alkenylethern, verfahren zu deren herstellung und ihre verwendung |
| CN200580004031A CN100575375C (zh) | 2004-02-04 | 2005-02-03 | 基于不饱和单羧酸或二羧酸衍生物与氧化烯二醇-烯基醚的共聚物，其制备方法和应用 |
| ES05707171T ES2311210T3 (es) | 2004-02-04 | 2005-02-03 | Copolimeros sobre la base de derivados de acidos mono- o di-carboxilicos insaturados y de oxialquilenglicol-alquenil-eteres, procedimientos para su preparacion, y su utilizacion. |
| CA2554763A CA2554763C (en) | 2004-02-04 | 2005-02-03 | Copolymers based on unsaturated mono- or dicarboxylic acid derivatives and oxyalkyleneglycol alkenyl ethers, method for the production thereof and use thereof |
| AU2005209997A AU2005209997B2 (en) | 2004-02-04 | 2005-02-03 | Copolymers based on unsaturated mono- or dicarboxylic acid derivatives and oxyalkyleneglycol-alkenyl ethers, method for the production and use thereof |
| EP05707171A EP1711544B1 (de) | 2004-02-04 | 2005-02-03 | Copolymere auf basis von ungesättigten mono- oder dicarbonsäure-derivaten und oxyalkylenglykol-alkenylethern, verfahren zu deren herstellung und ihre verwendung |
| BRPI0507444-4A BRPI0507444B1 (pt) | 2004-02-04 | 2005-02-03 | Copolímeros baseados em derivados de ácido mono- ou dicarboxílico insaturado e oxialquilenoglicol alquenil éteres, processos para sua produção e seu uso |
| KR1020067015642A KR101159042B1 (ko) | 2004-02-04 | 2005-02-03 | 불포화 모노- 또는 디카르복실산 유도체 및옥시알킬렌글리콜 알케닐 에테르에 기초한 공중합체, 그제조 방법 및 그 용도 |
| JP2006551803A JP4942032B2 (ja) | 2004-02-04 | 2005-02-03 | 不飽和モノまたはジカルボン酸誘導体およびオキシアルキレングリコール−アルケニルエーテルをベースとするコポリマー、その製造方法および使用 |
| MXPA06008842A MXPA06008842A (es) | 2004-02-04 | 2005-02-03 | Copolimeros basados en derivados insaturados de acidos mono o di-carboxilicos, y oxialquilenglicol-alquenil-eteres, procesos para la produccion de los mismos y uso de los mismos. |
| AT05707171T ATE411344T1 (de) | 2004-02-04 | 2005-02-03 | Copolymere auf basis von ungesättigten mono- oder dicarbonsäure-derivaten und oxyalkylenglykol- alkenylethern, verfahren zu deren herstellung und ihre verwendung |
| US10/588,041 US20070161724A1 (en) | 2004-02-04 | 2005-02-03 | Copolymers based on unsaturated mono-or dicarboxylic acid derivatives and oxyalkyleneglycol-alkenyl ethers, method for the production and use thereof |
| PCT/EP2005/001087 WO2005075529A2 (de) | 2004-02-04 | 2005-02-03 | Copolymere auf basis von ungesättigten mono- oder dicarbonsäure-derivaten und oxyalkylenglykol-alkenylethern, verfahren zu deren herstellung und ihre verwendung |
| US13/025,423 US20110136944A1 (en) | 2004-02-04 | 2011-02-11 | Copolymers based on unsaturated mono- or dicarboxylic acid derivatives and oxyalkyleneglycol-alkenyl ethers, processes for the production and use thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102004005434A DE102004005434A1 (de) | 2004-02-04 | 2004-02-04 | Copolymere auf Basis von ungesättigten Mono- oder Dicarbonsäure-Derivaten und Oxyalkylenglykol-Alkenylethern, Verfahren zu deren Herstellung und ihre Verwendung |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE102004005434A1 true DE102004005434A1 (de) | 2005-08-25 |
Family
ID=34801545
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE102004005434A Withdrawn DE102004005434A1 (de) | 2004-02-04 | 2004-02-04 | Copolymere auf Basis von ungesättigten Mono- oder Dicarbonsäure-Derivaten und Oxyalkylenglykol-Alkenylethern, Verfahren zu deren Herstellung und ihre Verwendung |
| DE502005005688T Expired - Lifetime DE502005005688D1 (de) | 2004-02-04 | 2005-02-03 | Copolymere auf basis von ungesättigten mono- oder dicarbonsäure-derivaten und oxyalkylenglykol-alkenylethern, verfahren zu deren herstellung und ihre verwendung |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE502005005688T Expired - Lifetime DE502005005688D1 (de) | 2004-02-04 | 2005-02-03 | Copolymere auf basis von ungesättigten mono- oder dicarbonsäure-derivaten und oxyalkylenglykol-alkenylethern, verfahren zu deren herstellung und ihre verwendung |
Country Status (13)
| Country | Link |
|---|---|
| US (2) | US20070161724A1 (https=) |
| EP (1) | EP1711544B1 (https=) |
| JP (1) | JP4942032B2 (https=) |
| KR (1) | KR101159042B1 (https=) |
| CN (1) | CN100575375C (https=) |
| AT (1) | ATE411344T1 (https=) |
| AU (1) | AU2005209997B2 (https=) |
| BR (1) | BRPI0507444B1 (https=) |
| CA (1) | CA2554763C (https=) |
| DE (2) | DE102004005434A1 (https=) |
| ES (1) | ES2311210T3 (https=) |
| MX (1) | MXPA06008842A (https=) |
| WO (1) | WO2005075529A2 (https=) |
Families Citing this family (43)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102005061153A1 (de) * | 2005-12-21 | 2007-06-28 | Construction Research & Technology Gmbh | Copolymere auf Basis von ungesättigten Mono- oder Dicarbonsäure-Derivaten und Oxyalkylenglykol-Alkenylethern, Verfahren zu deren Herstellung und ihre Verwendung |
| DE102006049381A1 (de) * | 2006-10-19 | 2008-04-24 | Süd-Chemie AG | Amphiphile Pfropfpolymere |
| EP2090599A1 (de) | 2008-02-13 | 2009-08-19 | Construction Research and Technology GmbH | Copolymer mit Polyetherseitenketten und Dicarbonsäurederivatbausteinen |
| EP2090597A1 (de) | 2008-02-13 | 2009-08-19 | Construction Research and Technology GmbH | Wässrige Lösung enthaltend Copolymer mit Polyetherseitenketten |
| EP2090596A1 (de) | 2008-02-13 | 2009-08-19 | Construction Research and Technology GmbH | Copolymer mit Polyetherseitenketten und Hydroxyalkyl- und Säurebausteinen |
| ES2502524T3 (es) * | 2008-03-19 | 2014-10-03 | Construction Research & Technology Gmbh | Método operado de manera semicontinua para la producción de copolímeros |
| US7973110B2 (en) * | 2008-06-16 | 2011-07-05 | Construction Research & Technology Gmbh | Copolymer synthesis process |
| DE102008040329A1 (de) * | 2008-07-10 | 2010-01-14 | Construction Research & Technology Gmbh | Verfahren zur Herstellung von Copolymeren mit einem reduzierten Acetaldehyd-Gehalt |
| WO2010010026A2 (de) * | 2008-07-23 | 2010-01-28 | Construction Research & Technology Gmbh | Verfahren zur herstellung von metallnanopartikeln in polyolen |
| BRPI0917029A2 (pt) * | 2008-08-08 | 2016-02-16 | Constr Res & Tech Gmbh | preparo de poliuretanos e/ou poliureias sililadas |
| US20120046392A9 (en) * | 2008-09-11 | 2012-02-23 | Klaus Lorenz | Dynamic Copolymers For Workability Retention of Cementitious Composition |
| SA109300600B1 (ar) * | 2008-10-09 | 2013-01-02 | كونستروكشن ريسيرتش آند تكنولوجي جي ام بي اتش | مواد إعاقة امتزاز لركام في خلطات مادة بناء تحتوي على مادة تلدين |
| WO2010040794A1 (de) * | 2008-10-10 | 2010-04-15 | Construction Research & Technology Gmbh | KONTINUIERLICHE HERSTELLUNG VON SICH ALS FLIEßMITTEL EIGNENDEN COPOLYMEREN |
| WO2010076093A2 (de) * | 2008-12-08 | 2010-07-08 | Construction Research & Technology Gmbh | Säurebausteine und verschiedenartige polyetherbausteine enthaltendes copolymer |
| WO2010066576A1 (de) * | 2008-12-08 | 2010-06-17 | Construction Research & Technology Gmbh | Semikontinuierlich betriebenes verfahren zur herstellung von copolymeren |
| EP2194077A1 (de) * | 2008-12-08 | 2010-06-09 | Construction Research and Technology GmbH | Verfahren zur Herstellung von wässrigen Copolymerzubereitungen |
| BRPI0922672A2 (pt) * | 2008-12-08 | 2016-01-05 | Constr Res & Tech Gmbh | mistura de polimerização preparável sob condições anidras |
| WO2010076094A1 (de) * | 2008-12-08 | 2010-07-08 | Construction Research & Technology Gmbh | Copolymermischung enthaltendes dispergiermittel |
| EP2194079A1 (de) | 2008-12-08 | 2010-06-09 | Construction Research and Technology GmbH | Semikontinuierlich betriebenes Verfahren zur Herstellung von Copolymeren |
| CA2745064C (en) | 2008-12-08 | 2016-02-16 | Construction Research & Technology Gmbh | Dispersant agent containing copolymer mixture |
| US8536285B2 (en) | 2008-12-08 | 2013-09-17 | Construction Research & Technology Gmbh | Semi-continuous method for producing copolymers |
| EP2194076A1 (de) * | 2008-12-08 | 2010-06-09 | Construction Research and Technology GmbH | Semikontinuierlich betriebenes Verfahren zur Herstellung von Copolymeren |
| MX2011006102A (es) * | 2008-12-08 | 2011-06-24 | Constr Res & Tech Gmbh | Mezcla de copolimero que comprende dispersante. |
| ES2402531T3 (es) * | 2008-12-08 | 2013-05-06 | Construction Research And Technology Gmbh | Procedimiento para la producción de copolímeros |
| ATE499985T1 (de) | 2008-12-08 | 2011-03-15 | Constr Res & Tech Gmbh | Semikontinuierlich betriebenes verfahren zur herstellung von copolymeren |
| EP2374833B1 (en) * | 2008-12-15 | 2017-12-06 | Teijin Limited | Method for using cyclic carbodiimide |
| BR112013008445A2 (pt) * | 2010-10-11 | 2016-06-28 | Basf Se | ''composição,processo para a produção de composição,uso do éter de policarboxilato,semente,métodos de controle de fungos fitopatogênicos,de revestimento de semente e de controle de infestação de ácaro'' |
| EP2443923A1 (de) | 2010-10-25 | 2012-04-25 | Basf Se | Zusammensetzung umfassend ein Pestizid und ein Polycarboxylatether |
| EP2463317A1 (de) | 2010-12-09 | 2012-06-13 | BASF Construction Polymers GmbH | Additiv für fließmittel enthaltende Baustoffmischungen |
| EP2522680B1 (de) * | 2011-05-10 | 2013-08-07 | Sika Technology AG | Polymer aus Maleinsäure, Allylether und (Meth-)Acrylsäureverbindungen, dessen Herstellung und Verwendung |
| WO2012156148A1 (en) * | 2011-05-16 | 2012-11-22 | Basf Se | Use of polyether-containing copolymers in the cementing of boreholes |
| EP2742995A1 (de) | 2012-12-11 | 2014-06-18 | Construction Research & Technology GmbH | Kontinuierliches Verfahren zur Herstellung von Copolymeren |
| CN103059231B (zh) * | 2013-01-16 | 2014-10-08 | 山西大学 | 一种梳型高分子固沙保水剂及其制备方法 |
| EP2774899A1 (de) | 2013-03-06 | 2014-09-10 | Construction Research & Technology GmbH | Polycarboxylatether mit verzweigten Seitenketten |
| US9126866B2 (en) | 2013-03-06 | 2015-09-08 | Construction Research & Technology Gmbh | Polycarboxylate ethers with branched side chains |
| PL3006423T3 (pl) * | 2013-05-29 | 2021-01-25 | Silkroad C&T Co., Ltd | Domieszka do cementu zawierająca kopolimer na bazie kwasu polikarboksylowego pochodzący od makromonomeru i warstwowy podwójny wodorotlenek, oraz sposób jej wytwarzania |
| KR101572122B1 (ko) * | 2014-03-06 | 2015-11-26 | 한국산노프코 주식회사 | 시멘트 분산제 및 제조방법과 이를 이용한 모르타르·콘크리트 혼화제 |
| JP6386282B2 (ja) * | 2014-07-17 | 2018-09-05 | 株式会社日本触媒 | セメント分散剤およびセメント組成物 |
| JP6747962B2 (ja) * | 2016-01-04 | 2020-08-26 | 株式会社日本触媒 | セメント用添加剤およびセメント組成物 |
| MY197463A (en) * | 2017-11-27 | 2023-06-19 | Kzj New Mat Group Co Ltd | A method for preparing a dosage low-sensitive typed polycarboxylate superplasticizer at low temperature |
| CN111995717A (zh) * | 2020-08-20 | 2020-11-27 | 安徽海螺新材料科技有限公司 | 一种高性能聚羧酸减水剂及其制备方法、一种混凝土 |
| EP4587518A1 (en) * | 2022-09-16 | 2025-07-23 | Basf Se | Water-soluble polymer comprising hydroxamic acid groups |
| WO2025035453A1 (en) * | 2023-08-17 | 2025-02-20 | Sika Technology Ag | Polycarboxylate based dispesant |
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| EP0537870A1 (en) * | 1991-10-18 | 1993-04-21 | W.R. Grace & Co.-Conn. | Copolymers of ethylenically unsaturated ethers useful as hydraulic cement superplasticizers |
| EP0619277A1 (en) * | 1993-04-05 | 1994-10-12 | W.R. Grace & Co.-Conn. | Cement dispersant composition for inhibition of slump-loss |
| US5362323A (en) * | 1992-02-14 | 1994-11-08 | W. R. Grace & Co. Conn. | Cement admixture composition |
| EP0736553A2 (de) * | 1995-04-07 | 1996-10-09 | SKW Trostberg Aktiengesellschaft | Copolymere auf Basis von Oxyalkylenglykol-Alkenyl-ethern und ungesättigten Dicarbonsäure-Derivaten |
| DE19529348C2 (de) * | 1995-08-09 | 1997-11-20 | Stockhausen Chem Fab Gmbh | Absorptionsmittel für Wasser und wäßrige Flüssigkeiten auf Polyacrylatbasis sowie Verfahren zu ihrer Herstellung und Verwendung |
| EP0715635B1 (de) * | 1993-08-27 | 1998-04-08 | Basf Aktiengesellschaft | Wasserlösliche, carboxylgruppen enthaltende copolymerisate, verfahren zu ihrer herstellung und ihre verwendung als scaleinhibitor |
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| DE19926611A1 (de) * | 1999-06-11 | 2000-12-14 | Sueddeutsche Kalkstickstoff | Copolymere auf Basis von ungesättigten Mono- oder Dicarbonsäure-Derivaten und Oxyalkylenglykol-Alkenylethern, Verfahren zu deren Herstellung und ihre Verwendung |
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- 2005-02-03 US US10/588,041 patent/US20070161724A1/en not_active Abandoned
- 2005-02-03 JP JP2006551803A patent/JP4942032B2/ja not_active Expired - Fee Related
- 2005-02-03 ES ES05707171T patent/ES2311210T3/es not_active Expired - Lifetime
- 2005-02-03 EP EP05707171A patent/EP1711544B1/de not_active Expired - Lifetime
- 2005-02-03 WO PCT/EP2005/001087 patent/WO2005075529A2/de not_active Ceased
- 2005-02-03 AU AU2005209997A patent/AU2005209997B2/en not_active Ceased
- 2005-02-03 KR KR1020067015642A patent/KR101159042B1/ko not_active Expired - Fee Related
- 2005-02-03 CN CN200580004031A patent/CN100575375C/zh not_active Expired - Fee Related
- 2005-02-03 BR BRPI0507444-4A patent/BRPI0507444B1/pt not_active IP Right Cessation
- 2005-02-03 MX MXPA06008842A patent/MXPA06008842A/es active IP Right Grant
- 2005-02-03 DE DE502005005688T patent/DE502005005688D1/de not_active Expired - Lifetime
- 2005-02-03 CA CA2554763A patent/CA2554763C/en not_active Expired - Fee Related
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| US4741790A (en) * | 1985-08-12 | 1988-05-03 | Allied Colloids Limited | Aqueous adhesives and their use |
| EP0537870A1 (en) * | 1991-10-18 | 1993-04-21 | W.R. Grace & Co.-Conn. | Copolymers of ethylenically unsaturated ethers useful as hydraulic cement superplasticizers |
| US5362323A (en) * | 1992-02-14 | 1994-11-08 | W. R. Grace & Co. Conn. | Cement admixture composition |
| EP0619277A1 (en) * | 1993-04-05 | 1994-10-12 | W.R. Grace & Co.-Conn. | Cement dispersant composition for inhibition of slump-loss |
| EP0715635B1 (de) * | 1993-08-27 | 1998-04-08 | Basf Aktiengesellschaft | Wasserlösliche, carboxylgruppen enthaltende copolymerisate, verfahren zu ihrer herstellung und ihre verwendung als scaleinhibitor |
| EP0736553A2 (de) * | 1995-04-07 | 1996-10-09 | SKW Trostberg Aktiengesellschaft | Copolymere auf Basis von Oxyalkylenglykol-Alkenyl-ethern und ungesättigten Dicarbonsäure-Derivaten |
| DE19513126A1 (de) * | 1995-04-07 | 1996-10-10 | Sueddeutsche Kalkstickstoff | Copolymere auf Basis von Oxyalkylenglykol-Alkenylethern und ungesättigten Dicarbonsäure-Derivaten |
| DE19529348C2 (de) * | 1995-08-09 | 1997-11-20 | Stockhausen Chem Fab Gmbh | Absorptionsmittel für Wasser und wäßrige Flüssigkeiten auf Polyacrylatbasis sowie Verfahren zu ihrer Herstellung und Verwendung |
| EP0894811A1 (de) * | 1997-08-01 | 1999-02-03 | SKW Trostberg Aktiengesellschaft | Copolymere auf Basis von ungesättigten Dicarbonsäure-Derivaten und Oxyalkylen-glykol-Alkenylethern |
| WO2000014133A1 (en) * | 1998-09-10 | 2000-03-16 | The Dow Chemical Company | Process for preparing hydrophobically modified low foaming copolymers, hydrophobically modified low foaming copolymers and their use as cement additives |
| DE19926611A1 (de) * | 1999-06-11 | 2000-12-14 | Sueddeutsche Kalkstickstoff | Copolymere auf Basis von ungesättigten Mono- oder Dicarbonsäure-Derivaten und Oxyalkylenglykol-Alkenylethern, Verfahren zu deren Herstellung und ihre Verwendung |
| US6670428B1 (en) * | 1999-11-24 | 2003-12-30 | Dainippon Ink And Chemicals, Inc. | Compatibilizing agent, radical copolymerizable unsaturated resin composition, molding material, and molded article |
| WO2001041331A1 (en) | 1999-11-29 | 2001-06-07 | Matsushita Electric Industrial Co., Ltd. | Communication terminal, base station system, and method of controlling transmission power |
| WO2003011929A1 (de) * | 2001-07-26 | 2003-02-13 | Bayer Aktiengesellschaft | Pfropfpolymerisate auf basis von polyalkylenoxiden |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2005075529A2 (de) | 2005-08-18 |
| ATE411344T1 (de) | 2008-10-15 |
| EP1711544B1 (de) | 2008-10-15 |
| BRPI0507444B1 (pt) | 2014-12-02 |
| JP2007523235A (ja) | 2007-08-16 |
| AU2005209997B2 (en) | 2010-09-16 |
| MXPA06008842A (es) | 2007-02-16 |
| EP1711544A2 (de) | 2006-10-18 |
| JP4942032B2 (ja) | 2012-05-30 |
| CN100575375C (zh) | 2009-12-30 |
| BRPI0507444A (pt) | 2007-07-10 |
| US20110136944A1 (en) | 2011-06-09 |
| DE502005005688D1 (de) | 2008-11-27 |
| US20070161724A1 (en) | 2007-07-12 |
| CN1997679A (zh) | 2007-07-11 |
| KR101159042B1 (ko) | 2012-07-06 |
| ES2311210T3 (es) | 2009-02-01 |
| CA2554763C (en) | 2012-12-18 |
| CA2554763A1 (en) | 2005-08-18 |
| WO2005075529A3 (de) | 2006-11-30 |
| KR20070028310A (ko) | 2007-03-12 |
| AU2005209997A1 (en) | 2005-08-18 |
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Owner name: EVONIK GOLDSCHMIDT GMBH, 45127 ESSEN, DE Owner name: CONSTRUCTION RESEARCH & TECHNOLOGY GMBH, 83308, DE |
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