AU717206B2 - Use of phenolsulfonic acid-formaldehyde condensates as drying assistants - Google Patents
Use of phenolsulfonic acid-formaldehyde condensates as drying assistants Download PDFInfo
- Publication number
- AU717206B2 AU717206B2 AU42019/97A AU4201997A AU717206B2 AU 717206 B2 AU717206 B2 AU 717206B2 AU 42019/97 A AU42019/97 A AU 42019/97A AU 4201997 A AU4201997 A AU 4201997A AU 717206 B2 AU717206 B2 AU 717206B2
- Authority
- AU
- Australia
- Prior art keywords
- polymer
- weight
- drying
- phenolsulfonic acid
- meth
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
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- 238000001035 drying Methods 0.000 title claims description 37
- QJAUKMLCDVOYNX-UHFFFAOYSA-N formaldehyde;2-hydroxybenzenesulfonic acid Chemical compound O=C.OC1=CC=CC=C1S(O)(=O)=O QJAUKMLCDVOYNX-UHFFFAOYSA-N 0.000 title claims description 18
- 229920000642 polymer Polymers 0.000 claims description 82
- 239000006185 dispersion Substances 0.000 claims description 45
- 239000000843 powder Substances 0.000 claims description 37
- 239000000178 monomer Substances 0.000 claims description 23
- 239000000203 mixture Substances 0.000 claims description 17
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 16
- -1 alkali metal salts Chemical class 0.000 claims description 15
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 14
- 238000000034 method Methods 0.000 claims description 14
- 239000007921 spray Substances 0.000 claims description 14
- 230000009477 glass transition Effects 0.000 claims description 13
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 12
- 239000011707 mineral Substances 0.000 claims description 12
- 239000011230 binding agent Substances 0.000 claims description 9
- 239000004570 mortar (masonry) Substances 0.000 claims description 9
- 150000003839 salts Chemical class 0.000 claims description 9
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 8
- 239000004566 building material Substances 0.000 claims description 8
- 238000009826 distribution Methods 0.000 claims description 8
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 6
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims description 6
- 229910052783 alkali metal Inorganic materials 0.000 claims description 5
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 5
- 150000002148 esters Chemical class 0.000 claims description 5
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 4
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims description 4
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 3
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims description 3
- 239000000853 adhesive Substances 0.000 claims description 3
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- 150000003863 ammonium salts Chemical class 0.000 claims description 3
- 239000008199 coating composition Substances 0.000 claims description 3
- UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 claims description 3
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- 239000000057 synthetic resin Substances 0.000 claims description 3
- 229920003002 synthetic resin Polymers 0.000 claims description 3
- ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 claims description 3
- 229920001567 vinyl ester resin Polymers 0.000 claims description 3
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-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
- 239000000945 filler Substances 0.000 claims description 2
- 238000009472 formulation Methods 0.000 claims description 2
- 239000004922 lacquer Substances 0.000 claims description 2
- 239000000049 pigment Substances 0.000 claims description 2
- 239000004576 sand Substances 0.000 claims description 2
- SJMYWORNLPSJQO-UHFFFAOYSA-N tert-butyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC(C)(C)C SJMYWORNLPSJQO-UHFFFAOYSA-N 0.000 claims description 2
- QENRKQYUEGJNNZ-UHFFFAOYSA-N 2-methyl-1-(prop-2-enoylamino)propane-1-sulfonic acid Chemical compound CC(C)C(S(O)(=O)=O)NC(=O)C=C QENRKQYUEGJNNZ-UHFFFAOYSA-N 0.000 claims 1
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 claims 1
- 235000009917 Crataegus X brevipes Nutrition 0.000 claims 1
- 235000013204 Crataegus X haemacarpa Nutrition 0.000 claims 1
- 235000009685 Crataegus X maligna Nutrition 0.000 claims 1
- 235000009444 Crataegus X rubrocarnea Nutrition 0.000 claims 1
- 235000009486 Crataegus bullatus Nutrition 0.000 claims 1
- 235000017181 Crataegus chrysocarpa Nutrition 0.000 claims 1
- 235000009682 Crataegus limnophila Nutrition 0.000 claims 1
- 235000004423 Crataegus monogyna Nutrition 0.000 claims 1
- 240000000171 Crataegus monogyna Species 0.000 claims 1
- 235000002313 Crataegus paludosa Nutrition 0.000 claims 1
- 235000009840 Crataegus x incaedua Nutrition 0.000 claims 1
- 239000000835 fiber Substances 0.000 claims 1
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 24
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 24
- 239000007864 aqueous solution Substances 0.000 description 16
- 239000007787 solid Substances 0.000 description 14
- 239000000243 solution Substances 0.000 description 13
- 239000004815 dispersion polymer Substances 0.000 description 12
- 239000002245 particle Substances 0.000 description 12
- 239000004568 cement Substances 0.000 description 10
- 238000001694 spray drying Methods 0.000 description 10
- HVXRCAWUNAOCTA-UHFFFAOYSA-N 4-(6-methylheptyl)phenol Chemical class CC(C)CCCCCC1=CC=C(O)C=C1 HVXRCAWUNAOCTA-UHFFFAOYSA-N 0.000 description 9
- 238000006116 polymerization reaction Methods 0.000 description 8
- CHQMHPLRPQMAMX-UHFFFAOYSA-L sodium persulfate Chemical compound [Na+].[Na+].[O-]S(=O)(=O)OOS([O-])(=O)=O CHQMHPLRPQMAMX-UHFFFAOYSA-L 0.000 description 8
- WHOZNOZYMBRCBL-OUKQBFOZSA-N (2E)-2-Tetradecenal Chemical compound CCCCCCCCCCC\C=C\C=O WHOZNOZYMBRCBL-OUKQBFOZSA-N 0.000 description 7
- 150000001875 compounds Chemical class 0.000 description 7
- 235000010755 mineral Nutrition 0.000 description 7
- 229940044654 phenolsulfonic acid Drugs 0.000 description 7
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 6
- 239000008367 deionised water Substances 0.000 description 6
- 229910021641 deionized water Inorganic materials 0.000 description 6
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 5
- 238000007720 emulsion polymerization reaction Methods 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 5
- 239000011541 reaction mixture Substances 0.000 description 5
- 239000011163 secondary particle Substances 0.000 description 5
- RPACBEVZENYWOL-XFULWGLBSA-M sodium;(2r)-2-[6-(4-chlorophenoxy)hexyl]oxirane-2-carboxylate Chemical compound [Na+].C=1C=C(Cl)C=CC=1OCCCCCC[C@]1(C(=O)[O-])CO1 RPACBEVZENYWOL-XFULWGLBSA-M 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 238000009833 condensation Methods 0.000 description 4
- 230000005494 condensation Effects 0.000 description 4
- 239000007859 condensation product Substances 0.000 description 4
- 239000003995 emulsifying agent Substances 0.000 description 4
- 239000000839 emulsion Substances 0.000 description 4
- 238000011065 in-situ storage Methods 0.000 description 4
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 4
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 3
- 239000011398 Portland cement Substances 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 230000002378 acidificating effect Effects 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 3
- 239000012736 aqueous medium Substances 0.000 description 3
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- 229920002678 cellulose Polymers 0.000 description 3
- 239000000084 colloidal system Substances 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
- 239000004816 latex Substances 0.000 description 3
- 229920000126 latex Polymers 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 230000001681 protective effect Effects 0.000 description 3
- 230000003014 reinforcing effect Effects 0.000 description 3
- 238000005507 spraying Methods 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 238000002834 transmittance Methods 0.000 description 3
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
- YAJYJWXEWKRTPO-UHFFFAOYSA-N 2,3,3,4,4,5-hexamethylhexane-2-thiol Chemical compound CC(C)C(C)(C)C(C)(C)C(C)(C)S YAJYJWXEWKRTPO-UHFFFAOYSA-N 0.000 description 2
- 229920000536 2-Acrylamido-2-methylpropane sulfonic acid Polymers 0.000 description 2
- XHZPRMZZQOIPDS-UHFFFAOYSA-N 2-Methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid Chemical compound OS(=O)(=O)CC(C)(C)NC(=O)C=C XHZPRMZZQOIPDS-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- 239000001692 EU approved anti-caking agent Substances 0.000 description 2
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- 239000004372 Polyvinyl alcohol Substances 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
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- 150000001252 acrylic acid derivatives Chemical class 0.000 description 2
- 230000009471 action Effects 0.000 description 2
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 2
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- 238000010790 dilution Methods 0.000 description 2
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- FDENMIUNZYEPDD-UHFFFAOYSA-L disodium [2-[4-(10-methylundecyl)-2-sulfonatooxyphenoxy]phenyl] sulfate Chemical compound [Na+].[Na+].CC(C)CCCCCCCCCc1ccc(Oc2ccccc2OS([O-])(=O)=O)c(OS([O-])(=O)=O)c1 FDENMIUNZYEPDD-UHFFFAOYSA-L 0.000 description 2
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- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
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- 239000000377 silicon dioxide Substances 0.000 description 2
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- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 description 1
- HMYBDZFSXBJDGL-UHFFFAOYSA-N 1,3-bis(ethenyl)imidazolidin-2-one Chemical compound C=CN1CCN(C=C)C1=O HMYBDZFSXBJDGL-UHFFFAOYSA-N 0.000 description 1
- NVZWEEGUWXZOKI-UHFFFAOYSA-N 1-ethenyl-2-methylbenzene Chemical compound CC1=CC=CC=C1C=C NVZWEEGUWXZOKI-UHFFFAOYSA-N 0.000 description 1
- OSSNTDFYBPYIEC-UHFFFAOYSA-N 1-ethenylimidazole Chemical compound C=CN1C=CN=C1 OSSNTDFYBPYIEC-UHFFFAOYSA-N 0.000 description 1
- BJELTSYBAHKXRW-UHFFFAOYSA-N 2,4,6-triallyloxy-1,3,5-triazine Chemical compound C=CCOC1=NC(OCC=C)=NC(OCC=C)=N1 BJELTSYBAHKXRW-UHFFFAOYSA-N 0.000 description 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-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
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- 150000001299 aldehydes Chemical class 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
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- 150000001408 amides Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 238000000889 atomisation Methods 0.000 description 1
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- 230000008901 benefit Effects 0.000 description 1
- ZPOLOEWJWXZUSP-AATRIKPKSA-N bis(prop-2-enyl) (e)-but-2-enedioate Chemical compound C=CCOC(=O)\C=C\C(=O)OCC=C ZPOLOEWJWXZUSP-AATRIKPKSA-N 0.000 description 1
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- 230000000903 blocking effect Effects 0.000 description 1
- 244000309464 bull Species 0.000 description 1
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 159000000007 calcium salts Chemical class 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000012937 correction Methods 0.000 description 1
- KRZHXVYHGXXTOS-UHFFFAOYSA-N cyclohexen-1-yl prop-2-enoate Chemical compound C=CC(=O)OC1=CCCCC1 KRZHXVYHGXXTOS-UHFFFAOYSA-N 0.000 description 1
- 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 1
- 238000001514 detection method Methods 0.000 description 1
- JBSLOWBPDRZSMB-BQYQJAHWSA-N dibutyl (e)-but-2-enedioate Chemical compound CCCCOC(=O)\C=C\C(=O)OCCCC JBSLOWBPDRZSMB-BQYQJAHWSA-N 0.000 description 1
- JBSLOWBPDRZSMB-FPLPWBNLSA-N dibutyl (z)-but-2-enedioate Chemical compound CCCCOC(=O)\C=C/C(=O)OCCCC JBSLOWBPDRZSMB-FPLPWBNLSA-N 0.000 description 1
- 150000005690 diesters Chemical class 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- LDCRTTXIJACKKU-ARJAWSKDSA-N dimethyl maleate Chemical compound COC(=O)\C=C/C(=O)OC LDCRTTXIJACKKU-ARJAWSKDSA-N 0.000 description 1
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 1
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 1
- WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 description 1
- POULHZVOKOAJMA-UHFFFAOYSA-M dodecanoate Chemical compound CCCCCCCCCCCC([O-])=O POULHZVOKOAJMA-UHFFFAOYSA-M 0.000 description 1
- 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 1
- 238000010981 drying operation Methods 0.000 description 1
- NKSJNEHGWDZZQF-UHFFFAOYSA-N ethenyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C=C NKSJNEHGWDZZQF-UHFFFAOYSA-N 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 230000014509 gene expression Effects 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 229910052602 gypsum Inorganic materials 0.000 description 1
- 239000010440 gypsum Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- DOUHZFSGSXMPIE-UHFFFAOYSA-N hydroxidooxidosulfur(.) Chemical compound [O]SO DOUHZFSGSXMPIE-UHFFFAOYSA-N 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 1
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 230000002427 irreversible effect Effects 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 150000003951 lactams Chemical class 0.000 description 1
- 229940070765 laurate Drugs 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- DNTMQTKDNSEIFO-UHFFFAOYSA-N n-(hydroxymethyl)-2-methylprop-2-enamide Chemical compound CC(=C)C(=O)NCO DNTMQTKDNSEIFO-UHFFFAOYSA-N 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- 239000004058 oil shale Substances 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- JTJMJGYZQZDUJJ-UHFFFAOYSA-N phencyclidine Chemical class C1CCCCN1C1(C=2C=CC=CC=2)CCCCC1 JTJMJGYZQZDUJJ-UHFFFAOYSA-N 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229920001467 poly(styrenesulfonates) Polymers 0.000 description 1
- 229920002401 polyacrylamide Polymers 0.000 description 1
- 229920002959 polymer blend Polymers 0.000 description 1
- 229920006254 polymer film Polymers 0.000 description 1
- 239000011970 polystyrene sulfonate Substances 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000011164 primary particle Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical class C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- 238000005956 quaternization reaction Methods 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000008439 repair process Effects 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 230000000979 retarding effect Effects 0.000 description 1
- 229910021487 silica fume Inorganic materials 0.000 description 1
- 125000005373 siloxane group Chemical group [SiH2](O*)* 0.000 description 1
- 239000002893 slag Substances 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 239000004317 sodium nitrate Substances 0.000 description 1
- 235000010344 sodium nitrate Nutrition 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 230000008023 solidification Effects 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 125000003396 thiol group Chemical group [H]S* 0.000 description 1
- 239000013008 thixotropic agent Substances 0.000 description 1
- 238000000870 ultraviolet spectroscopy Methods 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/12—Powdering or granulating
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/12—Powdering or granulating
- C08J3/122—Pulverisation by spraying
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Ceramic Engineering (AREA)
- Engineering & Computer Science (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- Materials Engineering (AREA)
- Structural Engineering (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Curing Cements, Concrete, And Artificial Stone (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19629526A DE19629526A1 (de) | 1996-07-22 | 1996-07-22 | Verwendung von Phenolsulfonsäure-Formaldehyd-Kondensationsprodukten als Trocknungshilfsmittel |
| DE19629526 | 1996-07-22 | ||
| PCT/EP1997/003929 WO1998003576A1 (de) | 1996-07-22 | 1997-07-21 | Verwendung von phenolsulfonsäure-formaldehyd-kondensationsprodukten als trocknungshilfsmittel |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| AU4201997A AU4201997A (en) | 1998-02-10 |
| AU717206B2 true AU717206B2 (en) | 2000-03-23 |
Family
ID=7800492
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU42019/97A Expired AU717206B2 (en) | 1996-07-22 | 1997-07-21 | Use of phenolsulfonic acid-formaldehyde condensates as drying assistants |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US6028167A (enExample) |
| EP (1) | EP0914365B1 (enExample) |
| JP (1) | JP4129057B2 (enExample) |
| KR (1) | KR20000067965A (enExample) |
| CN (1) | CN1083856C (enExample) |
| AU (1) | AU717206B2 (enExample) |
| CA (1) | CA2260819A1 (enExample) |
| DE (2) | DE19629526A1 (enExample) |
| ID (1) | ID17679A (enExample) |
| WO (1) | WO1998003576A1 (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7968642B2 (en) | 2007-02-22 | 2011-06-28 | Acquos Pty Ltd | Redispersible polymers including a protective colloid system |
Families Citing this family (31)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2781806B1 (fr) * | 1998-07-30 | 2000-10-13 | Rhodia Chimie Sa | Poudres redispersables dans l'eau de polymeres filmogenes prepares a partir de monomeres a insaturation ethylenique |
| FR2796074A1 (fr) * | 1999-07-07 | 2001-01-12 | Rhodia Chimie Sa | Poudres redispersables dans l'eau de polymeres filmogenes prepares a partir de monomeres a insaturation ethylenique et contenant des polyphenols |
| DE19949382A1 (de) | 1999-10-13 | 2001-04-19 | Basf Ag | Verwendung feinteiliger, farbstoffhaltiger Polymerisate PF als farbgebenden Bestandteil in kosmetischen Mitteln |
| DE10000367A1 (de) | 2000-01-07 | 2001-07-12 | Basf Ag | Verwendung wässriger Polymerdispersionen zur Modifizierung mineralischer Beschichtungen für Betonformkörper |
| DE10040826A1 (de) | 2000-08-21 | 2002-03-07 | Basf Ag | Verfahren zur Herstellung von Polymerpulvern |
| DE10253045A1 (de) * | 2002-11-14 | 2004-06-03 | Wacker Polymer Systems Gmbh & Co. Kg | In Wasser redispergierbare Polymerpulver-Zusammensetzungen mit abbindebeschleunigender Wirkung |
| US20040186218A1 (en) * | 2003-03-18 | 2004-09-23 | Borden Chemical, Inc. | Novel tunable hybrid adhesive system for wood bonding applications |
| CN1842367B (zh) * | 2003-09-01 | 2010-11-17 | 阿蔻斯控股有限公司 | 用于可再分散聚合物粉末的再分散剂和包含该分散剂的可再分散聚合物粉末 |
| AU2004267871B2 (en) * | 2003-09-01 | 2010-03-04 | Acquos Pty Ltd | Redispersing agents for redispersible polymer powders and redispersible polymer powders including same |
| DE102004009739A1 (de) | 2004-02-25 | 2005-09-15 | Basf Ag | Verfahren zur Herstellung von gut in Wasser redispergierbaren Polymerisatpulvern |
| WO2006034531A2 (en) * | 2004-09-28 | 2006-04-06 | Acquos Pty Ltd | Improved redispersing agents for redispersible polymer powders and redispersible polymer powders including same |
| JP5366972B2 (ja) | 2007-12-19 | 2013-12-11 | ビーエーエスエフ ソシエタス・ヨーロピア | マイクロカプセルの製造方法 |
| BRPI0908093A2 (pt) | 2008-02-27 | 2019-01-15 | Basf Plant Science Gmbh | núcleo de célula de planta transgênica, célula de planta transgênica, planta ou parte da mesma, molécula de ácido nucleico isolada, construto de ácido nucleico, vetor, núcleo hospedeiro ou célula hospedeira, anticorpo, tecido de planta, material de propagação, pólen, progênie, material colhido ou uma planta, processo para a identificação de um composto, composição, uso de uma molécula de ácido nucleico, processo para produzir um polipeptídeo, polipeptídeo, e, métodos para produzir uma planta transgênica ou uma parte da mesma, para produzir uma composição agrícola, para produzir um núcleo de célula de planta transgênica, uma célula de planta transgênica |
| DE102008043988A1 (de) * | 2008-11-21 | 2010-05-27 | Wacker Chemie Ag | Faserhaltige Mörtelzusammensetzung |
| US8102705B2 (en) * | 2009-06-05 | 2012-01-24 | Sandisk Technologies Inc. | Structure and method for shuffling data within non-volatile memory devices |
| AU2010261875B2 (en) | 2009-06-15 | 2016-02-11 | Basf Se | Microcapsules having highly branched polymers as cross-linking agents |
| KR101812351B1 (ko) | 2009-07-10 | 2017-12-26 | 바스프 에스이 | 가교제로서 폴리비닐 단량체를 갖는 마이크로캡슐 |
| RU2012117411A (ru) | 2009-10-02 | 2013-11-10 | Басф Се | Гипсовая строительная плита, содержащая микрокапсулированные материалы аккумуляторов скрытой теплоты |
| AU2011208810A1 (en) | 2010-01-25 | 2012-08-16 | Basf Se | Method for producing phenolsulfonic acid aldehyde condensation products and the use thereof as desiccants |
| CN103108899A (zh) | 2010-07-20 | 2013-05-15 | 巴斯夫欧洲公司 | 包含微胶囊化潜热蓄热器材料的聚酰胺模制品 |
| US8957133B2 (en) | 2010-07-20 | 2015-02-17 | Basf Se | Polyamide moldings comprising microencapsulated latent-heat-accumulator material |
| EP2675558A1 (de) | 2011-02-16 | 2013-12-25 | Basf Se | Mikrokapseln mit einer paraffinzusammensetzung als kapselkern |
| US9181466B2 (en) | 2011-02-16 | 2015-11-10 | Basf Se | Microcapsules with a paraffin composition as capsule core |
| EP2718497A1 (de) | 2011-06-10 | 2014-04-16 | Basf Se | Pulverzusammensetzung und deren verwendung für die papierherstellung |
| US8753481B2 (en) | 2011-06-10 | 2014-06-17 | Basf Se | Powder composition and use thereof for paper production |
| WO2014146921A1 (en) | 2013-03-18 | 2014-09-25 | Basf Se | Method for producing polymer powders that can be easily redispersed in water |
| CN110407990B (zh) * | 2019-07-30 | 2020-08-18 | 杭摩新材料集团股份有限公司 | 酯改性酚醛树脂及其制备方法和应用 |
| WO2022200156A1 (en) | 2021-03-23 | 2022-09-29 | Basf Se | Water-dispersible polymer powder compositions for cementing in subterranean formation, their manufacture and use |
| WO2023209082A1 (en) | 2022-04-29 | 2023-11-02 | Basf Se | Combinations of an organic polymer and calcium silicate hydrate for producing mineral water-proofing membranes |
| WO2023237717A1 (en) | 2022-06-10 | 2023-12-14 | Basf Se | Spray drying aid for a re-dispersible dispersion powder |
| EP4536760A1 (en) | 2022-06-10 | 2025-04-16 | Basf Se | Powder paint comprising a re-dispersible dispersion powder |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2445813A1 (de) * | 1974-09-25 | 1976-04-15 | Sueddeutsche Kalkstickstoff | Redispergierbares kunststoffpulver und verfahren zu seiner herstellung |
| EP0407889A1 (de) * | 1989-07-14 | 1991-01-16 | BASF Aktiengesellschaft | In Wasser redispergierbare Polymerisat-Pulver, die durch Versprühen von wässrigen Polymerisat-Dispersionen herstellbar sind, und ihre Verwendung als Zusatzmittel zu hydraulischen Bindemittel |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE78449C (de) * | G. LUGER, Berlin S.W., Belle-Alliancestr. 57 | Schlofssicherung für Schufswaffen mit Kammerverschlufs | ||
| US3784648A (en) * | 1971-10-01 | 1974-01-08 | Wacker Chemie Gmbh | Process for the preparation of free-flowing,lump-free,redispersible,synthetic resin powders |
| DE2445815C2 (de) * | 1974-09-25 | 1982-08-12 | Gerhard 8200 Rosenheim Krause | Schaltungsanordnung zur Verstärkung von durch Halbleiter-Fotobauelementen abgegebenen Signalen |
| US5225478A (en) * | 1989-07-14 | 1993-07-06 | Basf Aktiengesellschaft | Polymer powders which are redispersible in water and can be prepared by atomizing aqueous polymer dispersions, and their use as additives in hydraulic binders |
| DE4118007A1 (de) * | 1991-06-01 | 1992-12-03 | Basf Ag | Kondensationsprodukte aus sulfonierten phenolen, harnstoff, weiteren organischen stickstoff-basen und formaldehyd und ihre verwendung als gerbstoffe und als spruehhilfsmittel fuer redispergierbare polymerpulver |
| DE4218493A1 (de) * | 1992-06-04 | 1993-12-09 | Wacker Chemie Gmbh | Verwendung von Polypropylenglykol als Schwindmaß-reduzierender Zusatz in Dispersionspulver-Zusammensetzungen für Baustoffe |
-
1996
- 1996-07-22 DE DE19629526A patent/DE19629526A1/de not_active Withdrawn
-
1997
- 1997-07-21 CA CA002260819A patent/CA2260819A1/en not_active Abandoned
- 1997-07-21 AU AU42019/97A patent/AU717206B2/en not_active Expired
- 1997-07-21 EP EP97940009A patent/EP0914365B1/de not_active Expired - Lifetime
- 1997-07-21 CN CN97196645A patent/CN1083856C/zh not_active Expired - Lifetime
- 1997-07-21 JP JP50657598A patent/JP4129057B2/ja not_active Expired - Lifetime
- 1997-07-21 KR KR1019997000468A patent/KR20000067965A/ko not_active Ceased
- 1997-07-21 WO PCT/EP1997/003929 patent/WO1998003576A1/de not_active Ceased
- 1997-07-21 DE DE59703682T patent/DE59703682D1/de not_active Expired - Lifetime
- 1997-07-21 ID IDP972536A patent/ID17679A/id unknown
- 1997-07-21 US US09/147,555 patent/US6028167A/en not_active Expired - Lifetime
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2445813A1 (de) * | 1974-09-25 | 1976-04-15 | Sueddeutsche Kalkstickstoff | Redispergierbares kunststoffpulver und verfahren zu seiner herstellung |
| EP0407889A1 (de) * | 1989-07-14 | 1991-01-16 | BASF Aktiengesellschaft | In Wasser redispergierbare Polymerisat-Pulver, die durch Versprühen von wässrigen Polymerisat-Dispersionen herstellbar sind, und ihre Verwendung als Zusatzmittel zu hydraulischen Bindemittel |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7968642B2 (en) | 2007-02-22 | 2011-06-28 | Acquos Pty Ltd | Redispersible polymers including a protective colloid system |
Also Published As
| Publication number | Publication date |
|---|---|
| CA2260819A1 (en) | 1998-01-29 |
| KR20000067965A (ko) | 2000-11-25 |
| ID17679A (id) | 1998-01-22 |
| EP0914365B1 (de) | 2001-05-30 |
| US6028167A (en) | 2000-02-22 |
| EP0914365A1 (de) | 1999-05-12 |
| AU4201997A (en) | 1998-02-10 |
| CN1083856C (zh) | 2002-05-01 |
| JP2000515186A (ja) | 2000-11-14 |
| DE59703682D1 (de) | 2001-07-05 |
| CN1226265A (zh) | 1999-08-18 |
| JP4129057B2 (ja) | 2008-07-30 |
| WO1998003576A1 (de) | 1998-01-29 |
| DE19629526A1 (de) | 1998-01-29 |
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