CA2506659C - Solubilized defoamers for cementitious compositions - Google Patents
Solubilized defoamers for cementitious compositions Download PDFInfo
- Publication number
- CA2506659C CA2506659C CA 2506659 CA2506659A CA2506659C CA 2506659 C CA2506659 C CA 2506659C CA 2506659 CA2506659 CA 2506659 CA 2506659 A CA2506659 A CA 2506659A CA 2506659 C CA2506659 C CA 2506659C
- Authority
- CA
- Canada
- Prior art keywords
- amine
- alkyl
- solubilizing agent
- composition
- cementitious
- 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 - Lifetime
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 224
- 150000001412 amines Chemical class 0.000 claims abstract description 251
- 239000002904 solvent Substances 0.000 claims abstract description 143
- 239000013530 defoamer Substances 0.000 claims abstract description 132
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 128
- 239000002270 dispersing agent Substances 0.000 claims abstract description 112
- 239000000463 material Substances 0.000 claims abstract description 72
- 238000000034 method Methods 0.000 claims abstract description 62
- 238000002156 mixing Methods 0.000 claims abstract description 14
- -1 alkyl ether amine Chemical class 0.000 claims description 163
- STCOOQWBFONSKY-UHFFFAOYSA-N tributyl phosphate Chemical compound CCCCOP(=O)(OCCCC)OCCCC STCOOQWBFONSKY-UHFFFAOYSA-N 0.000 claims description 64
- 239000002253 acid Substances 0.000 claims description 44
- 239000004568 cement Substances 0.000 claims description 44
- 125000000217 alkyl group Chemical group 0.000 claims description 43
- 229930195733 hydrocarbon Natural products 0.000 claims description 39
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 38
- 125000004432 carbon atom Chemical group C* 0.000 claims description 37
- 229920005646 polycarboxylate Polymers 0.000 claims description 35
- 150000002430 hydrocarbons Chemical class 0.000 claims description 32
- 239000004215 Carbon black (E152) Substances 0.000 claims description 29
- 229910052751 metal Inorganic materials 0.000 claims description 28
- 239000002184 metal Substances 0.000 claims description 28
- 239000003795 chemical substances by application Substances 0.000 claims description 27
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 24
- 150000001768 cations Chemical class 0.000 claims description 24
- 229920001296 polysiloxane Polymers 0.000 claims description 21
- 150000003839 salts Chemical class 0.000 claims description 21
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 20
- 239000004480 active ingredient Substances 0.000 claims description 20
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 20
- 230000003381 solubilizing effect Effects 0.000 claims description 20
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 18
- 239000001257 hydrogen Substances 0.000 claims description 18
- 229910052739 hydrogen Inorganic materials 0.000 claims description 18
- 239000000178 monomer Substances 0.000 claims description 18
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 16
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 14
- 239000000654 additive Substances 0.000 claims description 14
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 claims description 14
- 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 claims description 14
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 14
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 14
- 229920005604 random copolymer Polymers 0.000 claims description 14
- 229920000642 polymer Polymers 0.000 claims description 13
- 125000005915 C6-C14 aryl group Chemical group 0.000 claims description 12
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims description 12
- 230000002378 acidificating effect Effects 0.000 claims description 12
- 239000003638 chemical reducing agent Substances 0.000 claims description 12
- 230000002209 hydrophobic effect Effects 0.000 claims description 12
- 239000011398 Portland cement Substances 0.000 claims description 11
- 150000002148 esters Chemical class 0.000 claims description 11
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims description 11
- 229920001515 polyalkylene glycol Polymers 0.000 claims description 11
- 150000001875 compounds Chemical class 0.000 claims description 10
- 230000007797 corrosion Effects 0.000 claims description 10
- 238000005260 corrosion Methods 0.000 claims description 10
- 239000010881 fly ash Substances 0.000 claims description 10
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 10
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 9
- 239000002245 particle Substances 0.000 claims description 9
- 241000894007 species Species 0.000 claims description 9
- 239000004094 surface-active agent Substances 0.000 claims description 9
- CPLXHLVBOLITMK-UHFFFAOYSA-N Magnesium oxide Chemical compound [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 claims description 8
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 8
- 150000003973 alkyl amines Chemical class 0.000 claims description 8
- 150000001408 amides Chemical class 0.000 claims description 8
- 239000004927 clay Substances 0.000 claims description 8
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 claims description 8
- 125000006353 oxyethylene group Chemical group 0.000 claims description 8
- 239000002893 slag Substances 0.000 claims description 8
- 235000015112 vegetable and seed oil Nutrition 0.000 claims description 8
- 239000008158 vegetable oil Substances 0.000 claims description 8
- 230000000996 additive effect Effects 0.000 claims description 7
- 125000002947 alkylene group Chemical group 0.000 claims description 7
- 239000000839 emulsion Substances 0.000 claims description 7
- 239000003921 oil Substances 0.000 claims description 7
- 235000019198 oils Nutrition 0.000 claims description 7
- 239000004576 sand Substances 0.000 claims description 7
- 229910021487 silica fume Inorganic materials 0.000 claims description 7
- 239000007787 solid Substances 0.000 claims description 7
- 125000003107 substituted aryl group Chemical group 0.000 claims description 7
- 235000019738 Limestone Nutrition 0.000 claims description 6
- 229910001420 alkaline earth metal ion Inorganic materials 0.000 claims description 6
- 229920001577 copolymer Polymers 0.000 claims description 6
- 230000000694 effects Effects 0.000 claims description 6
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Chemical group C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims description 6
- 238000004519 manufacturing process Methods 0.000 claims description 6
- UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 6
- 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 claims description 6
- 125000005702 oxyalkylene group Chemical group 0.000 claims description 6
- 239000000049 pigment Substances 0.000 claims description 6
- 229920001451 polypropylene glycol Polymers 0.000 claims description 6
- 150000004756 silanes Chemical class 0.000 claims description 6
- 235000000346 sugar Nutrition 0.000 claims description 6
- 150000008163 sugars Chemical class 0.000 claims description 6
- UCWYGNTYSWIDSW-QXMHVHEDSA-N (z)-n-[3-(dimethylamino)propyl]octadec-9-enamide Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)NCCCN(C)C UCWYGNTYSWIDSW-QXMHVHEDSA-N 0.000 claims description 5
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 claims description 5
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims description 5
- QUKOANMEXNUNMH-UHFFFAOYSA-N 6-(11-methyldodecoxy)hexane-1,3-diamine Chemical compound CC(C)CCCCCCCCCCOCCCC(N)CCN QUKOANMEXNUNMH-UHFFFAOYSA-N 0.000 claims description 5
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical group C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 5
- HRKAMJBPFPHCSD-UHFFFAOYSA-N Tri-isobutylphosphate Chemical compound CC(C)COP(=O)(OCC(C)C)OCC(C)C HRKAMJBPFPHCSD-UHFFFAOYSA-N 0.000 claims description 5
- 150000002191 fatty alcohols Chemical class 0.000 claims description 5
- 230000006870 function Effects 0.000 claims description 5
- 239000010438 granite Substances 0.000 claims description 5
- 239000003112 inhibitor Substances 0.000 claims description 5
- 239000006028 limestone Substances 0.000 claims description 5
- 239000004579 marble Substances 0.000 claims description 5
- TWMFGCHRALXDAR-UHFFFAOYSA-N n-[3-(dimethylamino)propyl]dodecanamide Chemical compound CCCCCCCCCCCC(=O)NCCCN(C)C TWMFGCHRALXDAR-UHFFFAOYSA-N 0.000 claims description 5
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 claims description 5
- 239000003129 oil well Substances 0.000 claims description 5
- 238000005086 pumping Methods 0.000 claims description 5
- 239000010453 quartz Substances 0.000 claims description 5
- WGTDLPBPQKAPMN-KTKRTIGZSA-N 2-[2-[(z)-heptadec-8-enyl]-4,5-dihydroimidazol-1-yl]ethanol Chemical compound CCCCCCCC\C=C/CCCCCCCC1=NCCN1CCO WGTDLPBPQKAPMN-KTKRTIGZSA-N 0.000 claims description 4
- BITAPBDLHJQAID-KTKRTIGZSA-N 2-[2-hydroxyethyl-[(z)-octadec-9-enyl]amino]ethanol Chemical compound CCCCCCCC\C=C/CCCCCCCCN(CCO)CCO BITAPBDLHJQAID-KTKRTIGZSA-N 0.000 claims description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N 2-propanol Substances CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 4
- 125000000590 4-methylphenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 claims description 4
- YYDMLNZYBVHVKS-UHFFFAOYSA-N 6-decoxyhexane-1,3-diamine Chemical compound CCCCCCCCCCOCCCC(N)CCN YYDMLNZYBVHVKS-UHFFFAOYSA-N 0.000 claims description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical group N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 4
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 claims description 4
- 229910021532 Calcite Inorganic materials 0.000 claims description 4
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical group C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims description 4
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 claims description 4
- FYUVBXZAFACZJN-UHFFFAOYSA-N OCCN1CCN=C1CCCCCCCCCCCCCCCC=C Chemical compound OCCN1CCN=C1CCCCCCCCCCCCCCCC=C FYUVBXZAFACZJN-UHFFFAOYSA-N 0.000 claims description 4
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 4
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims description 4
- 125000004018 acid anhydride group Chemical group 0.000 claims description 4
- 229910052783 alkali metal Inorganic materials 0.000 claims description 4
- 150000001340 alkali metals Chemical class 0.000 claims description 4
- 150000001342 alkaline earth metals Chemical class 0.000 claims description 4
- 125000003545 alkoxy group Chemical group 0.000 claims description 4
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 4
- 239000010775 animal oil Substances 0.000 claims description 4
- 125000000129 anionic group Chemical group 0.000 claims description 4
- 125000003118 aryl group Chemical group 0.000 claims description 4
- 125000004429 atom Chemical group 0.000 claims description 4
- 150000001642 boronic acid derivatives Chemical class 0.000 claims description 4
- 239000011411 calcium sulfoaluminate cement Substances 0.000 claims description 4
- QXJJQWWVWRCVQT-UHFFFAOYSA-K calcium;sodium;phosphate Chemical compound [Na+].[Ca+2].[O-]P([O-])([O-])=O QXJJQWWVWRCVQT-UHFFFAOYSA-K 0.000 claims description 4
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 4
- 239000004359 castor oil Substances 0.000 claims description 4
- 235000019438 castor oil Nutrition 0.000 claims description 4
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 4
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 4
- 239000000194 fatty acid Substances 0.000 claims description 4
- 229930195729 fatty acid Natural products 0.000 claims description 4
- 239000010433 feldspar Substances 0.000 claims description 4
- 230000000855 fungicidal effect Effects 0.000 claims description 4
- 230000002070 germicidal effect Effects 0.000 claims description 4
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 claims description 4
- 150000002334 glycols Chemical class 0.000 claims description 4
- 230000000749 insecticidal effect Effects 0.000 claims description 4
- 150000002500 ions Chemical class 0.000 claims description 4
- 239000003350 kerosene Substances 0.000 claims description 4
- 229940057995 liquid paraffin Drugs 0.000 claims description 4
- 239000000395 magnesium oxide Substances 0.000 claims description 4
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims description 4
- 239000011404 masonry cement Substances 0.000 claims description 4
- 239000002480 mineral oil Substances 0.000 claims description 4
- 229940049292 n-(3-(dimethylamino)propyl)octadecanamide Drugs 0.000 claims description 4
- WWVIUVHFPSALDO-UHFFFAOYSA-N n-[3-(dimethylamino)propyl]octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(=O)NCCCN(C)C WWVIUVHFPSALDO-UHFFFAOYSA-N 0.000 claims description 4
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 4
- 229920000768 polyamine Polymers 0.000 claims description 4
- 229920002503 polyoxyethylene-polyoxypropylene Polymers 0.000 claims description 4
- 235000011803 sesame oil Nutrition 0.000 claims description 4
- 239000008159 sesame oil Substances 0.000 claims description 4
- 239000000377 silicon dioxide Substances 0.000 claims description 4
- 229920002545 silicone oil Polymers 0.000 claims description 4
- 150000003467 sulfuric acid derivatives Chemical class 0.000 claims description 4
- 229960004418 trolamine Drugs 0.000 claims description 4
- 239000001993 wax Substances 0.000 claims description 4
- 229910019142 PO4 Inorganic materials 0.000 claims description 3
- 239000012615 aggregate Substances 0.000 claims description 3
- 150000001298 alcohols Chemical class 0.000 claims description 3
- 150000001555 benzenes Chemical class 0.000 claims description 3
- 150000001720 carbohydrates Chemical class 0.000 claims description 3
- 235000014633 carbohydrates Nutrition 0.000 claims description 3
- 239000007795 chemical reaction product Substances 0.000 claims description 3
- 229920000578 graft copolymer Polymers 0.000 claims description 3
- 235000021317 phosphate Nutrition 0.000 claims description 3
- 150000003013 phosphoric acid derivatives Chemical class 0.000 claims description 3
- 229920000233 poly(alkylene oxides) Chemical group 0.000 claims description 3
- 229920002401 polyacrylamide Polymers 0.000 claims description 3
- 150000005846 sugar alcohols Polymers 0.000 claims description 3
- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 claims description 2
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical group NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 claims description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims description 2
- 239000004593 Epoxy Substances 0.000 claims description 2
- CWYNVVGOOAEACU-UHFFFAOYSA-N Fe2+ Chemical compound [Fe+2] CWYNVVGOOAEACU-UHFFFAOYSA-N 0.000 claims description 2
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 2
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical class OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 claims description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 2
- 229910001413 alkali metal ion Inorganic materials 0.000 claims description 2
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 2
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims description 2
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 claims description 2
- 229910052782 aluminium Inorganic materials 0.000 claims description 2
- 125000003277 amino group Chemical group 0.000 claims description 2
- 229910021529 ammonia Inorganic materials 0.000 claims description 2
- 150000008064 anhydrides Chemical class 0.000 claims description 2
- 229940045713 antineoplastic alkylating drug ethylene imines Drugs 0.000 claims description 2
- 150000005840 aryl radicals Chemical class 0.000 claims description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 2
- 125000005621 boronate group Chemical class 0.000 claims description 2
- 150000001733 carboxylic acid esters Chemical class 0.000 claims description 2
- 150000001735 carboxylic acids Chemical class 0.000 claims description 2
- 125000006159 dianhydride group Chemical group 0.000 claims description 2
- 150000001990 dicarboxylic acid derivatives Chemical class 0.000 claims description 2
- 150000001991 dicarboxylic acids Chemical class 0.000 claims description 2
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical group OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims description 2
- 229940043237 diethanolamine Drugs 0.000 claims description 2
- 235000019441 ethanol Nutrition 0.000 claims description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- 229910001448 ferrous ion Inorganic materials 0.000 claims description 2
- 235000019256 formaldehyde Nutrition 0.000 claims description 2
- 125000000524 functional group Chemical group 0.000 claims description 2
- 150000003949 imides Chemical group 0.000 claims description 2
- 150000002466 imines Chemical class 0.000 claims description 2
- 238000005304 joining Methods 0.000 claims description 2
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical group [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 claims description 2
- 229940113083 morpholine Drugs 0.000 claims description 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 2
- 239000001301 oxygen Substances 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- ACVYVLVWPXVTIT-UHFFFAOYSA-N phosphinic acid Chemical class O[PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-N 0.000 claims description 2
- 150000008039 phosphoramides Chemical class 0.000 claims description 2
- 150000003014 phosphoric acid esters Chemical class 0.000 claims description 2
- 125000001453 quaternary ammonium group Chemical group 0.000 claims description 2
- 150000003254 radicals Chemical class 0.000 claims description 2
- 229920006395 saturated elastomer Polymers 0.000 claims description 2
- 229930195734 saturated hydrocarbon Natural products 0.000 claims description 2
- 229910052717 sulfur Inorganic materials 0.000 claims description 2
- 239000011593 sulfur Substances 0.000 claims description 2
- 229910052723 transition metal Inorganic materials 0.000 claims description 2
- 229930195735 unsaturated hydrocarbon Natural products 0.000 claims description 2
- 125000003837 (C1-C20) alkyl group Chemical group 0.000 claims 4
- 239000003513 alkali Substances 0.000 claims 3
- 239000004088 foaming agent Substances 0.000 claims 3
- 235000010446 mineral oil Nutrition 0.000 claims 3
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 1
- 125000004209 (C1-C8) alkyl group Chemical class 0.000 claims 1
- 125000004648 C2-C8 alkenyl group Chemical class 0.000 claims 1
- 150000003871 sulfonates Chemical class 0.000 claims 1
- 229940093635 tributyl phosphate Drugs 0.000 description 61
- 239000004567 concrete Substances 0.000 description 52
- 239000003760 tallow Substances 0.000 description 49
- QGLWBTPVKHMVHM-KTKRTIGZSA-N (z)-octadec-9-en-1-amine Chemical compound CCCCCCCC\C=C/CCCCCCCCN QGLWBTPVKHMVHM-KTKRTIGZSA-N 0.000 description 43
- 239000000243 solution Substances 0.000 description 39
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 13
- 239000011396 hydraulic cement Substances 0.000 description 12
- 239000000126 substance Substances 0.000 description 12
- NECRQCBKTGZNMH-UHFFFAOYSA-N 3,5-dimethylhex-1-yn-3-ol Chemical compound CC(C)CC(C)(O)C#C NECRQCBKTGZNMH-UHFFFAOYSA-N 0.000 description 10
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
- 239000000047 product Substances 0.000 description 8
- 239000000693 micelle Substances 0.000 description 7
- 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 6
- 230000007928 solubilization Effects 0.000 description 6
- 238000005063 solubilization Methods 0.000 description 6
- 230000001965 increasing effect Effects 0.000 description 5
- 230000002829 reductive effect Effects 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- MZAGXDHQGXUDDX-JSRXJHBZSA-N (e,2z)-4-ethyl-2-hydroxyimino-5-nitrohex-3-enamide Chemical compound [O-][N+](=O)C(C)C(/CC)=C/C(=N/O)/C(N)=O MZAGXDHQGXUDDX-JSRXJHBZSA-N 0.000 description 4
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 4
- 239000000920 calcium hydroxide Substances 0.000 description 4
- 235000011116 calcium hydroxide Nutrition 0.000 description 4
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 4
- 239000011440 grout Substances 0.000 description 4
- 239000004570 mortar (masonry) Substances 0.000 description 4
- 125000001421 myristyl 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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 3
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 3
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 3
- 229920001732 Lignosulfonate Polymers 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
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Classifications
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- 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
- C04B40/00—Processes, in general, for influencing or modifying the properties of mortars, concrete or artificial stone compositions, e.g. their setting or hardening ability
- C04B40/0028—Aspects relating to the mixing step of the mortar preparation
- C04B40/0039—Premixtures of ingredients
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D19/00—Degasification of liquids
- B01D19/02—Foam dispersion or prevention
- B01D19/04—Foam dispersion or prevention by addition of chemical substances
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D19/00—Degasification of liquids
- B01D19/02—Foam dispersion or prevention
- B01D19/04—Foam dispersion or prevention by addition of chemical substances
- B01D19/0404—Foam dispersion or prevention by addition of chemical substances characterised by the nature of the chemical substance
-
- 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
- C04B24/2688—Copolymers containing at least three different monomers
- C04B24/2694—Copolymers containing at least three different monomers 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
- C04B24/28—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C04B24/32—Polyethers, e.g. alkylphenol polyglycolether
-
- 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
- C04B28/00—Compositions of mortars, concrete or artificial stone, containing inorganic binders or the reaction product of an inorganic and an organic binder, e.g. polycarboxylate cements
- C04B28/02—Compositions of mortars, concrete or artificial stone, containing inorganic binders or the reaction product of an inorganic and an organic binder, e.g. polycarboxylate cements containing hydraulic cements other than calcium sulfates
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
- C09K23/017—Mixtures of compounds
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
- C09K23/017—Mixtures of compounds
- C09K23/018—Mixtures of two or more different organic oxygen-containing compounds
-
- 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
- C04B2103/40—Surface-active agents, dispersants
- C04B2103/408—Dispersants
-
- 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
- C04B2103/50—Defoamers, air detrainers
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02W—CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO WASTEWATER TREATMENT OR WASTE MANAGEMENT
- Y02W30/00—Technologies for solid waste management
- Y02W30/50—Reuse, recycling or recovery technologies
- Y02W30/91—Use of waste materials as fillers for mortars or concrete
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Ceramic Engineering (AREA)
- Organic Chemistry (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Structural Engineering (AREA)
- Health & Medical Sciences (AREA)
- Toxicology (AREA)
- Dispersion Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
- Curing Cements, Concrete, And Artificial Stone (AREA)
- Degasification And Air Bubble Elimination (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10/328,102 US6875801B2 (en) | 1999-12-10 | 2002-12-23 | Solubilized defoamers for cementitious compositions |
| US10/328,102 | 2002-12-23 | ||
| PCT/EP2003/012177 WO2004056445A1 (en) | 2002-12-23 | 2003-10-28 | Solubilized defoamers for cementitious compositions |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2506659A1 CA2506659A1 (en) | 2004-07-08 |
| CA2506659C true CA2506659C (en) | 2011-08-23 |
Family
ID=32680763
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA 2506659 Expired - Lifetime CA2506659C (en) | 2002-12-23 | 2003-10-28 | Solubilized defoamers for cementitious compositions |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US6875801B2 (https=) |
| EP (1) | EP1581325A1 (https=) |
| JP (1) | JP2006511418A (https=) |
| AU (1) | AU2003292890A1 (https=) |
| CA (1) | CA2506659C (https=) |
| WO (1) | WO2004056445A1 (https=) |
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| EP1603846B1 (en) * | 2003-02-26 | 2012-07-11 | Construction Research & Technology GmbH | Strength improvement admixture |
| DE102004005434A1 (de) * | 2004-02-04 | 2005-08-25 | Construction Research & Technology Gmbh | Copolymere auf Basis von ungesättigten Mono- oder Dicarbonsäure-Derivaten und Oxyalkylenglykol-Alkenylethern, Verfahren zu deren Herstellung und ihre Verwendung |
| US7658797B2 (en) * | 2005-03-22 | 2010-02-09 | Nova Chemicals Inc. | Lightweight concrete compositions |
| DE102006050336A1 (de) | 2006-10-25 | 2008-05-08 | Wacker Polymer Systems Gmbh & Co. Kg | Geminitensid enthaltende Dispersionspulverzusammensetzungen |
| US8529694B2 (en) * | 2006-10-26 | 2013-09-10 | Air Products And Chemicals, Inc. | Powdered acetylenic surfactants and compositions containing them |
| DE102006053157A1 (de) | 2006-11-10 | 2008-05-15 | Wacker Chemie Ag | Verfahren zum Verdampfen von Bestandteilen einer Flüssigkeit |
| US7879926B2 (en) * | 2006-12-06 | 2011-02-01 | Boral Material Technologies Inc. | Method and composition for controlling the viscosity of latex compositions that include fly ash |
| US7517836B2 (en) | 2007-03-07 | 2009-04-14 | Halliburton Energy Services, Inc. | Defoaming methods and compositions |
| US7308938B1 (en) * | 2007-03-07 | 2007-12-18 | Halliburton Energy Services, Inc. | Defoaming methods and compositions |
| JP2010526109A (ja) * | 2007-05-09 | 2010-07-29 | ミヴィタル アクチエンゲゼルシャフト | 木材樹脂を含むエマルジョン前濃縮物及びミセル組成物 |
| EP2020422A1 (de) * | 2007-07-31 | 2009-02-04 | Sika Technology AG | Emulgierende Polymere und deren Verwendung |
| JP5164542B2 (ja) | 2007-12-04 | 2013-03-21 | ニチハ株式会社 | 建材の塗装方法 |
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| CL2009000372A1 (es) | 2008-03-03 | 2009-11-13 | United States Gypsum Co | Panel cementicio blindado reforzado con fibra, que comprende un nucleo cementicio de una fase curada constituida de cemento inorganico, mineral inorganico, relleno puzolanico, policarboxilato y agua, y una capa de recubrimiento unida a una superficie de la fase curada. |
| US8061257B2 (en) * | 2008-03-03 | 2011-11-22 | United States Gypsum Company | Cement based armor panel system |
| CL2009000370A1 (es) | 2008-03-03 | 2009-10-30 | United States Gypsum Co | Sistema de paneles, que comprende un armazon y un panel cementicio, que contiene un nucleo cementicio de una fase curada constituida de cemento inorganico, mineral inorganico, relleno puzolanico, policarboxilato y agua, y una capa de recubrimiento unida a una superficie de la fase curada. |
| CL2009000373A1 (es) | 2008-03-03 | 2009-10-30 | United States Gypsum Co | Metodo para hacer un panel resistente a explosivos, con las etapas de preparar una mezcla cementicia acuosa de cemento, rellenos inorganicos y puzolanico, agente autonivelante de policarboxilato, y formar la mezcla en un panel con refuerzo de fibra, luego curar, pulir, cortar y curar el panel. |
| US20090249975A1 (en) * | 2008-04-08 | 2009-10-08 | Air Products And Chemicals, Inc. | Molecular De-Airentrainer Compositions And Methods Of Use Of Same |
| US8187376B2 (en) | 2010-05-25 | 2012-05-29 | W. R. Grace & Co.-Conn. | Defoamers for hydratable cementitious compositions |
| WO2012022436A1 (de) * | 2010-08-18 | 2012-02-23 | Byk-Chemie Gmbh | Härtbare polymermischung |
| JP5669503B2 (ja) * | 2010-09-30 | 2015-02-12 | 株式会社エフコンサルタント | 硬化性組成物 |
| US9212095B2 (en) * | 2011-02-21 | 2015-12-15 | Construction Research & Technology, Gmbh | Use of HyperBranched polyether surfactant in cementitious systems |
| DE102011005484A1 (de) * | 2011-03-14 | 2012-09-20 | Evonik Goldschmidt Gmbh | Zusammensetzung zur Optimierung von mineralischen Baustoffmassen |
| US10077392B2 (en) | 2012-09-28 | 2018-09-18 | Kemira Oyj | Defoaming compositions |
| BR112014007820A2 (pt) * | 2011-09-30 | 2017-04-18 | Kemira Oyj | composições desespumantes |
| CN102515619B (zh) * | 2011-12-26 | 2013-06-05 | 上海三瑞高分子材料有限公司 | 一种聚醚胺改性聚羧酸系减水剂及其制备方法 |
| SG11201406254RA (en) | 2012-04-20 | 2014-11-27 | Grace W R & Co | Stabilized defoamers for cementitious compositions |
| EP2660218A1 (de) | 2012-05-04 | 2013-11-06 | Construction Research & Technology GmbH | Verfahren zur Herstellung eines hydraulischen Bindemittels, entsprechendes Additiv sowie dessen Verwendung. |
| US10300442B2 (en) | 2012-10-15 | 2019-05-28 | Sika Technology Ag | Air void-forming material for cementitious systems |
| WO2015042031A1 (en) | 2013-09-18 | 2015-03-26 | W.R. Grace & Co.-Conn. | Cement grinding additive for enabling pvc equipment use |
| US9732002B2 (en) | 2014-03-09 | 2017-08-15 | Sebastos Technologies Inc. | Low-density high-strength concrete and related methods |
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| ES2684640T3 (es) | 2014-03-28 | 2018-10-03 | Buckman Laboratories International, Inc | Composiciones antiespumantes y los métodos para usar el mismo |
| US9850166B2 (en) | 2015-02-03 | 2017-12-26 | Construction Research & Technology, Gmbh | Liquid coloring suspension and colored cementitious composition |
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| CN106823481A (zh) * | 2016-12-10 | 2017-06-13 | 钦州学院 | 一种有机硅消泡剂及其制备方法 |
| MX2019009452A (es) * | 2017-02-13 | 2019-10-30 | Gcp Applied Tech Inc | Mejora de resistencia temprana de cementos. |
| CN107265906B (zh) * | 2017-06-15 | 2018-02-23 | 广东瑞安科技实业有限公司 | 一种降粘型聚羧酸高性能减水剂及其制备方法 |
| EP3645228B1 (en) | 2017-06-28 | 2023-08-30 | GCP Applied Technologies Inc. | Early strength enhancing concrete admixure |
| CN107500651A (zh) * | 2017-09-01 | 2017-12-22 | 国网内蒙古东部电力有限公司电力科学研究院 | 一种极寒型水泥胶合剂 |
| KR101809246B1 (ko) | 2017-09-18 | 2017-12-14 | 이호준 | 친환경 기포제 |
| AU2019262890B2 (en) * | 2018-04-30 | 2025-01-23 | Gcp Applied Technologies Inc. | Waterless integral waterproofing |
| AU2019303905B2 (en) | 2018-07-17 | 2024-12-12 | Sika Technology Ag | Improved concrete admixture |
| CN110255962B (zh) * | 2019-04-30 | 2021-08-10 | 武汉理工大学 | 一种憎水性化合孔栓物乳液及其制备方法 |
| CN113368544A (zh) * | 2021-07-21 | 2021-09-10 | 安徽博纳新材料科技有限公司 | 一种安全高效的消泡剂及其制备方法 |
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| CN118663423B (zh) * | 2024-06-27 | 2025-11-18 | 长江资源新材料科技研发中心(湖北省)有限公司 | 一种复合异极性增溶胶束及其应用 |
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| AU2005801A (en) * | 1999-12-10 | 2001-06-18 | Construction Research & Technology Gmbh | Solubilized defoamers for cementitious compositions |
-
2002
- 2002-12-23 US US10/328,102 patent/US6875801B2/en not_active Expired - Lifetime
-
2003
- 2003-10-28 AU AU2003292890A patent/AU2003292890A1/en not_active Abandoned
- 2003-10-28 CA CA 2506659 patent/CA2506659C/en not_active Expired - Lifetime
- 2003-10-28 EP EP20030767515 patent/EP1581325A1/en not_active Withdrawn
- 2003-10-28 WO PCT/EP2003/012177 patent/WO2004056445A1/en not_active Ceased
- 2003-10-28 JP JP2004561153A patent/JP2006511418A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| EP1581325A1 (en) | 2005-10-05 |
| CA2506659A1 (en) | 2004-07-08 |
| WO2004056445A1 (en) | 2004-07-08 |
| US6875801B2 (en) | 2005-04-05 |
| AU2003292890A1 (en) | 2004-07-14 |
| US20030187101A1 (en) | 2003-10-02 |
| JP2006511418A (ja) | 2006-04-06 |
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