NO319970B1 - Hydrofobt modifiserte anioniske celluloseeterforbindelser samt anvendelse derav - Google Patents
Hydrofobt modifiserte anioniske celluloseeterforbindelser samt anvendelse derav Download PDFInfo
- Publication number
- NO319970B1 NO319970B1 NO19996050A NO996050A NO319970B1 NO 319970 B1 NO319970 B1 NO 319970B1 NO 19996050 A NO19996050 A NO 19996050A NO 996050 A NO996050 A NO 996050A NO 319970 B1 NO319970 B1 NO 319970B1
- Authority
- NO
- Norway
- Prior art keywords
- cellulose
- glycidyl ether
- group
- alkali metal
- ether
- Prior art date
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- 125000000129 anionic group Chemical group 0.000 title claims abstract description 11
- 229920006321 anionic cellulose Polymers 0.000 title claims abstract description 10
- 150000002170 ethers Chemical class 0.000 title description 4
- 239000003153 chemical reaction reagent Substances 0.000 claims abstract description 51
- 229920002678 cellulose Polymers 0.000 claims abstract description 42
- 239000001913 cellulose Substances 0.000 claims abstract description 40
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical group C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 claims abstract description 36
- 238000000034 method Methods 0.000 claims abstract description 30
- -1 alkali metal vinyl sulfonates Chemical class 0.000 claims abstract description 22
- 229910052783 alkali metal Inorganic materials 0.000 claims abstract description 18
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims abstract description 17
- 150000001340 alkali metals Chemical class 0.000 claims abstract description 15
- 230000002152 alkylating effect Effects 0.000 claims abstract description 14
- 239000001257 hydrogen Substances 0.000 claims abstract description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 4
- 239000002253 acid Substances 0.000 claims abstract description 3
- 150000007513 acids Chemical class 0.000 claims abstract description 3
- 150000004820 halides Chemical class 0.000 claims abstract description 3
- NLVXSWCKKBEXTG-UHFFFAOYSA-N vinylsulfonic acid Chemical compound OS(=O)(=O)C=C NLVXSWCKKBEXTG-UHFFFAOYSA-N 0.000 claims abstract description 3
- 239000000203 mixture Substances 0.000 claims description 50
- FOCAUTSVDIKZOP-UHFFFAOYSA-N chloroacetic acid Chemical compound OC(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-N 0.000 claims description 17
- 229940106681 chloroacetic acid Drugs 0.000 claims description 16
- YSUQLAYJZDEMOT-UHFFFAOYSA-N 2-(butoxymethyl)oxirane Chemical group CCCCOCC1CO1 YSUQLAYJZDEMOT-UHFFFAOYSA-N 0.000 claims description 14
- 229920003086 cellulose ether Polymers 0.000 claims description 11
- 239000003085 diluting agent Substances 0.000 claims description 6
- YZUMRMCHAJVDRT-UHFFFAOYSA-N 2-(hexadecoxymethyl)oxirane Chemical compound CCCCCCCCCCCCCCCCOCC1CO1 YZUMRMCHAJVDRT-UHFFFAOYSA-N 0.000 claims description 4
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 4
- 239000002562 thickening agent Substances 0.000 claims description 4
- NVKSMKFBUGBIGE-UHFFFAOYSA-N 2-(tetradecoxymethyl)oxirane Chemical compound CCCCCCCCCCCCCCOCC1CO1 NVKSMKFBUGBIGE-UHFFFAOYSA-N 0.000 claims description 3
- 239000000084 colloidal system Substances 0.000 claims description 3
- 239000003995 emulsifying agent Substances 0.000 claims description 3
- 230000001681 protective effect Effects 0.000 claims description 3
- 239000003381 stabilizer Substances 0.000 claims description 3
- VMSIYTPWZLSMOH-UHFFFAOYSA-N 2-(dodecoxymethyl)oxirane Chemical compound CCCCCCCCCCCCOCC1CO1 VMSIYTPWZLSMOH-UHFFFAOYSA-N 0.000 claims description 2
- ZXJBWUAALADCRI-UHFFFAOYSA-N 2-(octadecoxymethyl)oxirane Chemical compound CCCCCCCCCCCCCCCCCCOCC1CO1 ZXJBWUAALADCRI-UHFFFAOYSA-N 0.000 claims description 2
- 229910001508 alkali metal halide Inorganic materials 0.000 claims description 2
- 150000003856 quaternary ammonium compounds Chemical class 0.000 claims description 2
- 239000006254 rheological additive Substances 0.000 claims description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 112
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 63
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 46
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 45
- 235000010980 cellulose Nutrition 0.000 description 36
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 31
- 239000000243 solution Substances 0.000 description 29
- 230000002209 hydrophobic effect Effects 0.000 description 23
- 229920001282 polysaccharide Polymers 0.000 description 19
- 239000005017 polysaccharide Substances 0.000 description 19
- 150000004676 glycans Chemical class 0.000 description 18
- 238000006243 chemical reaction Methods 0.000 description 16
- 239000000843 powder Substances 0.000 description 15
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 14
- 239000012299 nitrogen atmosphere Substances 0.000 description 14
- 239000012258 stirred mixture Substances 0.000 description 14
- 239000012043 crude product Substances 0.000 description 13
- 238000004458 analytical method Methods 0.000 description 12
- 238000006467 substitution reaction Methods 0.000 description 12
- 239000000047 product Substances 0.000 description 9
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 8
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 8
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 8
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 8
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 6
- 244000007835 Cyamopsis tetragonoloba Species 0.000 description 5
- 239000001768 carboxy methyl cellulose Substances 0.000 description 5
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 5
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 125000000217 alkyl group Chemical group 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- 229920003090 carboxymethyl hydroxyethyl cellulose Polymers 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 125000001165 hydrophobic group Chemical group 0.000 description 4
- ACBFXJILDVSGGU-UHFFFAOYSA-N 2-(2-butoxyethoxymethyl)oxirane Chemical compound CCCCOCCOCC1CO1 ACBFXJILDVSGGU-UHFFFAOYSA-N 0.000 description 3
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Chemical group CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 3
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 3
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 229920002472 Starch Polymers 0.000 description 3
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 3
- 230000029936 alkylation Effects 0.000 description 3
- 238000005804 alkylation reaction Methods 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- KCXMKQUNVWSEMD-UHFFFAOYSA-N benzyl chloride Chemical compound ClCC1=CC=CC=C1 KCXMKQUNVWSEMD-UHFFFAOYSA-N 0.000 description 3
- 229940073608 benzyl chloride Drugs 0.000 description 3
- 125000002057 carboxymethyl group Chemical group [H]OC(=O)C([H])([H])[*] 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 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 3
- 238000001035 drying Methods 0.000 description 3
- 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 3
- 125000000913 palmityl 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])C([H])([H])C([H])([H])[H] 0.000 description 3
- 125000001453 quaternary ammonium group Chemical group 0.000 description 3
- 239000002002 slurry Substances 0.000 description 3
- 239000008107 starch Substances 0.000 description 3
- 235000019698 starch Nutrition 0.000 description 3
- 239000002699 waste material Substances 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 2
- 101000891866 Emericella nidulans (strain FGSC A4 / ATCC 38163 / CBS 112.46 / NRRL 194 / M139) Feruloyl esterase C Proteins 0.000 description 2
- 229920000896 Ethulose Polymers 0.000 description 2
- 239000001859 Ethyl hydroxyethyl cellulose Substances 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- 239000008186 active pharmaceutical agent Substances 0.000 description 2
- 150000001350 alkyl halides Chemical class 0.000 description 2
- 239000002168 alkylating agent Substances 0.000 description 2
- 229940100198 alkylating agent Drugs 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 239000003599 detergent Substances 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 2
- 235000019326 ethyl hydroxyethyl cellulose Nutrition 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- 239000004816 latex Substances 0.000 description 2
- 229920000126 latex Polymers 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- BWYYYTVSBPRQCN-UHFFFAOYSA-M sodium;ethenesulfonate Chemical compound [Na+].[O-]S(=O)(=O)C=C BWYYYTVSBPRQCN-UHFFFAOYSA-M 0.000 description 2
- 125000004079 stearyl 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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- 239000003760 tallow Substances 0.000 description 2
- HLZKNKRTKFSKGZ-UHFFFAOYSA-N tetradecan-1-ol Chemical compound CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 description 2
- OJMVRGXLTANFRG-UHFFFAOYSA-N 1-(2-chloroethoxy)butane Chemical compound CCCCOCCCl OJMVRGXLTANFRG-UHFFFAOYSA-N 0.000 description 1
- PBLNBZIONSLZBU-UHFFFAOYSA-N 1-bromododecane Chemical compound CCCCCCCCCCCCBr PBLNBZIONSLZBU-UHFFFAOYSA-N 0.000 description 1
- QWDQYHPOSSHSAW-UHFFFAOYSA-N 1-isocyanatooctadecane Chemical compound CCCCCCCCCCCCCCCCCCN=C=O QWDQYHPOSSHSAW-UHFFFAOYSA-N 0.000 description 1
- STMDPCBYJCIZOD-UHFFFAOYSA-N 2-(2,4-dinitroanilino)-4-methylpentanoic acid Chemical compound CC(C)CC(C(O)=O)NC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O STMDPCBYJCIZOD-UHFFFAOYSA-N 0.000 description 1
- AQKDMKKMCVJJTC-UHFFFAOYSA-N 2-(2-methylpropoxymethyl)oxirane Chemical compound CC(C)COCC1CO1 AQKDMKKMCVJJTC-UHFFFAOYSA-N 0.000 description 1
- QNYBOILAKBSWFG-UHFFFAOYSA-N 2-(phenylmethoxymethyl)oxirane Chemical compound C1OC1COCC1=CC=CC=C1 QNYBOILAKBSWFG-UHFFFAOYSA-N 0.000 description 1
- NWLUZGJDEZBBRH-UHFFFAOYSA-N 2-(propan-2-yloxymethyl)oxirane Chemical compound CC(C)OCC1CO1 NWLUZGJDEZBBRH-UHFFFAOYSA-N 0.000 description 1
- CWNOEVURTVLUNV-UHFFFAOYSA-N 2-(propoxymethyl)oxirane Chemical compound CCCOCC1CO1 CWNOEVURTVLUNV-UHFFFAOYSA-N 0.000 description 1
- SFJRUJUEMVAZLM-UHFFFAOYSA-N 2-[(2-methylpropan-2-yl)oxymethyl]oxirane Chemical compound CC(C)(C)OCC1CO1 SFJRUJUEMVAZLM-UHFFFAOYSA-N 0.000 description 1
- WNISWKAEAPQCJQ-UHFFFAOYSA-N 2-[(2-nonylphenoxy)methyl]oxirane Chemical compound CCCCCCCCCC1=CC=CC=C1OCC1OC1 WNISWKAEAPQCJQ-UHFFFAOYSA-N 0.000 description 1
- DPVYDTACPLLHCF-UHFFFAOYSA-N 2-phenylethyl pivalate Chemical compound CC(C)(C)C(=O)OCCC1=CC=CC=C1 DPVYDTACPLLHCF-UHFFFAOYSA-N 0.000 description 1
- KGYYLUNYOCBBME-UHFFFAOYSA-M 4-fluoro-2-phenyl-4-(4-propylcyclohexyl)cyclohexa-1,5-diene-1-carboxylate Chemical compound C1CC(CCC)CCC1C1(F)C=CC(C([O-])=O)=C(C=2C=CC=CC=2)C1 KGYYLUNYOCBBME-UHFFFAOYSA-M 0.000 description 1
- 241000157282 Aesculus Species 0.000 description 1
- OSDWBNJEKMUWAV-UHFFFAOYSA-N Allyl chloride Chemical compound ClCC=C OSDWBNJEKMUWAV-UHFFFAOYSA-N 0.000 description 1
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 description 1
- 244000060011 Cocos nucifera Species 0.000 description 1
- 235000013162 Cocos nucifera Nutrition 0.000 description 1
- 241000640882 Condea Species 0.000 description 1
- 229920001479 Hydroxyethyl methyl cellulose Polymers 0.000 description 1
- 229920002153 Hydroxypropyl cellulose Polymers 0.000 description 1
- 229920001131 Pulp (paper) Polymers 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 125000002877 alkyl aryl group Chemical group 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 150000001720 carbohydrates Chemical class 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 125000003901 ceryl 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])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 1
- PBAYDYUZOSNJGU-UHFFFAOYSA-N chelidonic acid Natural products OC(=O)C1=CC(=O)C=C(C(O)=O)O1 PBAYDYUZOSNJGU-UHFFFAOYSA-N 0.000 description 1
- 238000013270 controlled release Methods 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000005553 drilling Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 150000002118 epoxides Chemical class 0.000 description 1
- 125000001033 ether group Chemical group 0.000 description 1
- DQYBDCGIPTYXML-UHFFFAOYSA-N ethoxyethane;hydrate Chemical compound O.CCOCC DQYBDCGIPTYXML-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 235000010181 horse chestnut Nutrition 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000001341 hydroxy propyl starch Substances 0.000 description 1
- 239000001863 hydroxypropyl cellulose Substances 0.000 description 1
- 235000010977 hydroxypropyl cellulose Nutrition 0.000 description 1
- 235000013828 hydroxypropyl starch Nutrition 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- 230000000269 nucleophilic effect Effects 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 230000021962 pH elevation Effects 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 230000037361 pathway Effects 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 239000000276 potassium ferrocyanide Substances 0.000 description 1
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000002453 shampoo Substances 0.000 description 1
- 238000007613 slurry method Methods 0.000 description 1
- FDRCDNZGSXJAFP-UHFFFAOYSA-M sodium chloroacetate Chemical compound [Na+].[O-]C(=O)CCl FDRCDNZGSXJAFP-UHFFFAOYSA-M 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- ADXGNEYLLLSOAR-UHFFFAOYSA-N tasosartan Chemical compound C12=NC(C)=NC(C)=C2CCC(=O)N1CC(C=C1)=CC=C1C1=CC=CC=C1C=1N=NNN=1 ADXGNEYLLLSOAR-UHFFFAOYSA-N 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- 239000000606 toothpaste Substances 0.000 description 1
- 229940034610 toothpaste Drugs 0.000 description 1
- LTVDFSLWFKLJDQ-UHFFFAOYSA-N α-tocopherolquinone Chemical compound CC(C)CCCC(C)CCCC(C)CCCC(C)(O)CCC1=C(C)C(=O)C(C)=C(C)C1=O LTVDFSLWFKLJDQ-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B11/00—Preparation of cellulose ethers
- C08B11/20—Post-etherification treatments of chemical or physical type, e.g. mixed etherification in two steps, including purification
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B11/00—Preparation of cellulose ethers
- C08B11/193—Mixed ethers, i.e. ethers with two or more different etherifying groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B31/00—Preparation of derivatives of starch
- C08B31/08—Ethers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
- C08B37/006—Heteroglycans, i.e. polysaccharides having more than one sugar residue in the main chain in either alternating or less regular sequence; Gellans; Succinoglycans; Arabinogalactans; Tragacanth or gum tragacanth or traganth from Astragalus; Gum Karaya from Sterculia urens; Gum Ghatti from Anogeissus latifolia; Derivatives thereof
- C08B37/0087—Glucomannans or galactomannans; Tara or tara gum, i.e. D-mannose and D-galactose units, e.g. from Cesalpinia spinosa; Tamarind gum, i.e. D-galactose, D-glucose and D-xylose units, e.g. from Tamarindus indica; Gum Arabic, i.e. L-arabinose, L-rhamnose, D-galactose and D-glucuronic acid units, e.g. from Acacia Senegal or Acacia Seyal; Derivatives thereof
- C08B37/0096—Guar, guar gum, guar flour, guaran, i.e. (beta-1,4) linked D-mannose units in the main chain branched with D-galactose units in (alpha-1,6), e.g. from Cyamopsis Tetragonolobus; Derivatives thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Materials Engineering (AREA)
- Biochemistry (AREA)
- Engineering & Computer Science (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Emergency Medicine (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP97201816 | 1997-06-13 | ||
PCT/EP1998/003709 WO1998056825A1 (en) | 1997-06-13 | 1998-06-10 | Hydrophobically modified anionic cellulose ethers |
Publications (3)
Publication Number | Publication Date |
---|---|
NO996050D0 NO996050D0 (no) | 1999-12-08 |
NO996050L NO996050L (no) | 2000-02-08 |
NO319970B1 true NO319970B1 (no) | 2005-10-03 |
Family
ID=8228449
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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NO19996050A NO319970B1 (no) | 1997-06-13 | 1999-12-08 | Hydrofobt modifiserte anioniske celluloseeterforbindelser samt anvendelse derav |
Country Status (13)
Country | Link |
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US (1) | US6627751B1 (tr) |
EP (1) | EP0991668B1 (tr) |
AT (1) | ATE230419T1 (tr) |
AU (1) | AU8338798A (tr) |
BR (1) | BR9810004A (tr) |
CA (1) | CA2294034C (tr) |
DE (1) | DE69810472T2 (tr) |
IL (1) | IL133476A (tr) |
NO (1) | NO319970B1 (tr) |
PT (1) | PT991668E (tr) |
RU (1) | RU2191194C2 (tr) |
TR (1) | TR199903067T2 (tr) |
WO (1) | WO1998056825A1 (tr) |
Families Citing this family (17)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6669863B1 (en) | 1998-12-11 | 2003-12-30 | Akzo Nobel N.V. | Anionic cellulose ethers having temperature-dependent associative properties |
WO2000035957A1 (en) * | 1998-12-11 | 2000-06-22 | Akzo Nobel N.V. | Anionic cellulose ethers having temperature-dependent associative properties |
EP1402114A1 (en) * | 2001-07-02 | 2004-03-31 | AKZO Nobel N.V. | Pigment composition |
US20040143226A1 (en) * | 2003-01-16 | 2004-07-22 | Becton, Dickinson And Company | Blood collection set with venting mechanism |
SE526356C2 (sv) * | 2003-12-15 | 2005-08-30 | Akzo Nobel Nv | Associativa vattenlösliga cellulosaetrar |
WO2005061792A1 (en) * | 2003-12-22 | 2005-07-07 | Akzo Nobel N.V. | Paper comprising quaternary nitrogen containing cellulose ether |
BRPI0608962A2 (pt) | 2005-05-12 | 2010-02-17 | Akzo Nobel Nv | processo para a trituração de éter de celulose |
DE102007015282B4 (de) * | 2007-03-29 | 2017-10-05 | Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung e.V. | Viskositätsregulator, Verfahren zu dessen Herstellung und dessen Verwendung |
WO2009111022A1 (en) * | 2008-03-07 | 2009-09-11 | Corning Incorporated | Hydrophobically modified cellulose ether derivatives for cell culture and release |
US8317916B1 (en) | 2009-09-09 | 2012-11-27 | Pebble Technology, Inc. | Set retardant for hydraulic cement compositions |
BR112013013900B1 (pt) | 2010-12-16 | 2018-12-11 | Akzo Nobel Chemicals International B.V. | composição, uso de um éter polissacarídeo linear hidroxílico de alquila inferior hidrofobicamente modificado não iônico solúvel em água, método para o tratamento de uma planta e método para melhorar a deposição, sobre uma planta, de uma composição aquosa |
CN103958433A (zh) | 2011-09-29 | 2014-07-30 | 陶氏环球技术有限责任公司 | 包含阴离子和疏水改性纤维素醚的粘固组合物及其应用 |
CN103509125B (zh) * | 2012-06-21 | 2016-04-20 | 中国石油化工股份有限公司 | 钻井液用疏水改性羧甲基淀粉的制备方法 |
GB2508079B (en) * | 2012-09-19 | 2015-10-28 | China Petroleum & Chemical | Modified starch |
KR102028660B1 (ko) | 2015-04-01 | 2019-10-04 | 아크조 노벨 케미칼즈 인터내셔널 비.브이. | 에멀전 안정화제로서의 생체고분자 블렌드 |
CN114349874A (zh) * | 2021-12-23 | 2022-04-15 | 大连理工大学 | 一种疏水改性羧甲基淀粉钠的制备方法 |
EP4227323A1 (en) * | 2022-02-15 | 2023-08-16 | Institut national de recherche pour l'agriculture, l'alimentation et l'environnement | A method of preparing multi-functionalized cellulose and use thereof for preparing multi-functionnalized nanofibrillated cellulose |
Family Cites Families (16)
Publication number | Priority date | Publication date | Assignee | Title |
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DE554877C (de) * | 1928-09-22 | 1932-07-15 | I G Farbenindustrie Akt Ges | Verfahren zur Herstellung von Alkylaralkylaethern kolloidaler Kohlenhydrate, wie Cellulose u. dgl. |
US2463869A (en) * | 1946-03-25 | 1949-03-08 | Robert M Hamilton | Mixed allyl ethers of starch |
US4228277A (en) | 1979-02-12 | 1980-10-14 | Hercules Incorporated | Modified nonionic cellulose ethers |
US4243802A (en) | 1979-06-06 | 1981-01-06 | Hercules Incorporated | Surfactant-soluble cellulose derivatives |
US4663159A (en) | 1985-02-01 | 1987-05-05 | Union Carbide Corporation | Hydrophobe substituted, water-soluble cationic polysaccharides |
US4826970A (en) * | 1987-09-17 | 1989-05-02 | Hercules Incorporated | Carboxymethyl hydrophobically modified hydroxyethylcellulose |
US4904772A (en) * | 1988-10-03 | 1990-02-27 | Aqualon Company | Mixed hydrophobe polymers |
ATE108190T1 (de) | 1989-01-31 | 1994-07-15 | Union Carbide Chem Plastic | Polysaccharide mit alkaryl- oder aralkyl- hydrophoben und latexzusammensetzungen, die die polysaccharide enthalten. |
SE463313B (sv) | 1989-03-10 | 1990-11-05 | Berol Nobel Stenungssund Ab | Vattenloesliga, nonjoniska cellulosaetrar och deras anvaendning i maalarfaerger |
US5120838A (en) | 1989-10-30 | 1992-06-09 | Aqualon Company | Alkylaryl hydrophobically modified cellulose ethers |
US5124445A (en) | 1989-10-30 | 1992-06-23 | Aqualon Company | Alkylaryl hydrophobically modified cellulose ethers |
EP0471866A1 (en) | 1990-08-20 | 1992-02-26 | Shin-Etsu Chemical Co., Ltd. | Modified water-soluble cellulose ether |
DE69320524T2 (de) | 1992-04-20 | 1999-01-07 | Aqualon Co | Wässrige Beschichtungszzusammensetzungen mit verbesserter Nivellierung |
US5566760A (en) | 1994-09-02 | 1996-10-22 | Halliburton Company | Method of using a foamed fracturing fluid |
US5504123A (en) | 1994-12-20 | 1996-04-02 | Union Carbide Chemicals & Plastics Technology Corporation | Dual functional cellulosic additives for latex compositions |
JP3180111B2 (ja) * | 1995-08-10 | 2001-06-25 | 花王株式会社 | 新規多糖誘導体 |
-
1998
- 1998-06-10 PT PT98933634T patent/PT991668E/pt unknown
- 1998-06-10 BR BR9810004-1A patent/BR9810004A/pt not_active IP Right Cessation
- 1998-06-10 CA CA002294034A patent/CA2294034C/en not_active Expired - Fee Related
- 1998-06-10 EP EP98933634A patent/EP0991668B1/en not_active Expired - Lifetime
- 1998-06-10 AT AT98933634T patent/ATE230419T1/de not_active IP Right Cessation
- 1998-06-10 AU AU83387/98A patent/AU8338798A/en not_active Abandoned
- 1998-06-10 WO PCT/EP1998/003709 patent/WO1998056825A1/en active IP Right Grant
- 1998-06-10 DE DE69810472T patent/DE69810472T2/de not_active Expired - Fee Related
- 1998-06-10 TR TR1999/03067T patent/TR199903067T2/tr unknown
- 1998-06-10 IL IL13347698A patent/IL133476A/xx not_active IP Right Cessation
- 1998-06-10 RU RU2000100970/04A patent/RU2191194C2/ru not_active IP Right Cessation
-
1999
- 1999-12-06 US US09/455,103 patent/US6627751B1/en not_active Expired - Fee Related
- 1999-12-08 NO NO19996050A patent/NO319970B1/no unknown
Also Published As
Publication number | Publication date |
---|---|
TR199903067T2 (tr) | 2000-03-21 |
ATE230419T1 (de) | 2003-01-15 |
RU2191194C2 (ru) | 2002-10-20 |
WO1998056825A1 (en) | 1998-12-17 |
CA2294034A1 (en) | 1998-12-17 |
CA2294034C (en) | 2006-11-28 |
AU8338798A (en) | 1998-12-30 |
IL133476A0 (en) | 2001-04-30 |
BR9810004A (pt) | 2000-08-01 |
PT991668E (pt) | 2003-04-30 |
EP0991668A1 (en) | 2000-04-12 |
NO996050D0 (no) | 1999-12-08 |
US6627751B1 (en) | 2003-09-30 |
NO996050L (no) | 2000-02-08 |
DE69810472D1 (de) | 2003-02-06 |
EP0991668B1 (en) | 2003-01-02 |
IL133476A (en) | 2005-12-18 |
DE69810472T2 (de) | 2003-10-02 |
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