DE3116865A1 - Stabile fluessige amylopectinstaerke-pfropfcopolymer-zusammensetzungen und verfahren zu deren herstellung - Google Patents
Stabile fluessige amylopectinstaerke-pfropfcopolymer-zusammensetzungen und verfahren zu deren herstellungInfo
- Publication number
- DE3116865A1 DE3116865A1 DE19813116865 DE3116865A DE3116865A1 DE 3116865 A1 DE3116865 A1 DE 3116865A1 DE 19813116865 DE19813116865 DE 19813116865 DE 3116865 A DE3116865 A DE 3116865A DE 3116865 A1 DE3116865 A1 DE 3116865A1
- Authority
- DE
- Germany
- Prior art keywords
- starch
- derivatized
- diluted
- dispersion
- substituent
- 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.)
- Granted
Links
- 229920000945 Amylopectin Polymers 0.000 title claims description 36
- 238000000034 method Methods 0.000 title claims description 32
- 239000000203 mixture Substances 0.000 title description 17
- 238000004519 manufacturing process Methods 0.000 title description 13
- 239000007788 liquid Substances 0.000 title description 5
- 229920002472 Starch Polymers 0.000 claims description 134
- 235000019698 starch Nutrition 0.000 claims description 134
- 239000008107 starch Substances 0.000 claims description 122
- 239000006185 dispersion Substances 0.000 claims description 62
- 239000000178 monomer Substances 0.000 claims description 60
- 229920000578 graft copolymer Polymers 0.000 claims description 41
- 229920002554 vinyl polymer Polymers 0.000 claims description 25
- 239000007787 solid Substances 0.000 claims description 24
- 238000006467 substitution reaction Methods 0.000 claims description 24
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 24
- 125000001424 substituent group Chemical group 0.000 claims description 18
- 229920002261 Corn starch Polymers 0.000 claims description 16
- 238000010790 dilution Methods 0.000 claims description 13
- 239000012895 dilution Substances 0.000 claims description 13
- 239000008120 corn starch Substances 0.000 claims description 12
- 229940099112 cornstarch Drugs 0.000 claims description 12
- 239000003999 initiator Substances 0.000 claims description 12
- -1 diaminoethyl Chemical group 0.000 claims description 10
- 238000007334 copolymerization reaction Methods 0.000 claims description 9
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims description 8
- 125000001731 2-cyanoethyl group Chemical group [H]C([H])(*)C([H])([H])C#N 0.000 claims description 7
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 7
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 claims description 7
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 7
- 229920001400 block copolymer Polymers 0.000 claims description 7
- 230000000977 initiatory effect Effects 0.000 claims description 7
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 claims description 7
- 230000015572 biosynthetic process Effects 0.000 claims description 6
- 125000002091 cationic group Chemical group 0.000 claims description 6
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims description 5
- 239000004815 dispersion polymer Substances 0.000 claims description 5
- 238000002360 preparation method Methods 0.000 claims description 5
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 claims description 3
- 235000019759 Maize starch Nutrition 0.000 claims description 3
- 235000013339 cereals Nutrition 0.000 claims description 3
- 238000001212 derivatisation Methods 0.000 claims description 3
- 230000008569 process Effects 0.000 claims description 3
- 230000002255 enzymatic effect Effects 0.000 claims description 2
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 claims 2
- 102200094703 c.232G>A Human genes 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
- 229920001277 pectin Polymers 0.000 claims 1
- 235000010987 pectin Nutrition 0.000 claims 1
- 239000001814 pectin Substances 0.000 claims 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 20
- 239000000047 product Substances 0.000 description 19
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 16
- 238000006116 polymerization reaction Methods 0.000 description 16
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 14
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
- 229910052757 nitrogen Inorganic materials 0.000 description 11
- 229920000881 Modified starch Polymers 0.000 description 8
- 235000019426 modified starch Nutrition 0.000 description 8
- 150000003254 radicals Chemical class 0.000 description 8
- 239000000243 solution Substances 0.000 description 8
- 238000003860 storage Methods 0.000 description 8
- 239000000126 substance Substances 0.000 description 8
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 7
- 230000000694 effects Effects 0.000 description 7
- 238000010559 graft polymerization reaction Methods 0.000 description 7
- 229920000642 polymer Polymers 0.000 description 6
- 239000002002 slurry Substances 0.000 description 6
- 239000004382 Amylase Substances 0.000 description 5
- 102000004190 Enzymes Human genes 0.000 description 5
- 108090000790 Enzymes Proteins 0.000 description 5
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 5
- 238000000576 coating method Methods 0.000 description 5
- 229940088598 enzyme Drugs 0.000 description 5
- 239000004094 surface-active agent Substances 0.000 description 5
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 4
- 240000008042 Zea mays Species 0.000 description 4
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 4
- 238000004458 analytical method Methods 0.000 description 4
- 230000008859 change Effects 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 229920001577 copolymer Polymers 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 229920000126 latex Polymers 0.000 description 4
- 239000000758 substrate Substances 0.000 description 4
- 239000004753 textile Substances 0.000 description 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 3
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 3
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 3
- 229960000583 acetic acid Drugs 0.000 description 3
- 239000000853 adhesive Substances 0.000 description 3
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- 238000009835 boiling Methods 0.000 description 3
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- 239000000463 material Substances 0.000 description 3
- 239000000575 pesticide Substances 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 2
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 2
- 102000013142 Amylases Human genes 0.000 description 2
- 108010065511 Amylases Proteins 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 240000005979 Hordeum vulgare Species 0.000 description 2
- 235000007340 Hordeum vulgare Nutrition 0.000 description 2
- 240000007594 Oryza sativa Species 0.000 description 2
- 235000007164 Oryza sativa Nutrition 0.000 description 2
- 240000006394 Sorghum bicolor Species 0.000 description 2
- 235000011684 Sorghum saccharatum Nutrition 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 2
- 238000005903 acid hydrolysis reaction Methods 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- 239000012190 activator Substances 0.000 description 2
- 230000002411 adverse Effects 0.000 description 2
- 125000005250 alkyl acrylate group Chemical group 0.000 description 2
- 235000019418 amylase Nutrition 0.000 description 2
- 230000001580 bacterial effect Effects 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 239000007853 buffer solution Substances 0.000 description 2
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 2
- XMPZTFVPEKAKFH-UHFFFAOYSA-P ceric ammonium nitrate Chemical compound [NH4+].[NH4+].[Ce+4].[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O XMPZTFVPEKAKFH-UHFFFAOYSA-P 0.000 description 2
- HSJPMRKMPBAUAU-UHFFFAOYSA-N cerium(3+);trinitrate Chemical group [Ce+3].[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O HSJPMRKMPBAUAU-UHFFFAOYSA-N 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 239000008367 deionised water Substances 0.000 description 2
- 229910021641 deionized water Inorganic materials 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- 238000001879 gelation Methods 0.000 description 2
- 239000012362 glacial acetic acid Substances 0.000 description 2
- 230000002209 hydrophobic effect Effects 0.000 description 2
- 239000004816 latex Substances 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 239000003973 paint Substances 0.000 description 2
- 235000011837 pasties Nutrition 0.000 description 2
- 238000005191 phase separation Methods 0.000 description 2
- 239000003505 polymerization initiator Substances 0.000 description 2
- 235000009566 rice Nutrition 0.000 description 2
- 238000004513 sizing Methods 0.000 description 2
- FCZYGJBVLGLYQU-UHFFFAOYSA-M sodium;2-[2-[2-[4-(2,4,4-trimethylpentan-2-yl)phenoxy]ethoxy]ethoxy]ethanesulfonate Chemical compound [Na+].CC(C)(C)CC(C)(C)C1=CC=C(OCCOCCOCCS([O-])(=O)=O)C=C1 FCZYGJBVLGLYQU-UHFFFAOYSA-M 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical class FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- SJIXRGNQPBQWMK-UHFFFAOYSA-N 2-(diethylamino)ethyl 2-methylprop-2-enoate Chemical compound CCN(CC)CCOC(=O)C(C)=C SJIXRGNQPBQWMK-UHFFFAOYSA-N 0.000 description 1
- JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 description 1
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 1
- KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-vinylpyridine Chemical compound C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-UHFFFAOYSA-N 0.000 description 1
- KFDVPJUYSDEJTH-UHFFFAOYSA-N 4-ethenylpyridine Chemical compound C=CC1=CC=NC=C1 KFDVPJUYSDEJTH-UHFFFAOYSA-N 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- 235000014469 Bacillus subtilis Nutrition 0.000 description 1
- 229910052684 Cerium Inorganic materials 0.000 description 1
- 229920001353 Dextrin Polymers 0.000 description 1
- 239000004375 Dextrin Substances 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- 240000003183 Manihot esculenta Species 0.000 description 1
- 235000016735 Manihot esculenta subsp esculenta Nutrition 0.000 description 1
- 239000004368 Modified starch Substances 0.000 description 1
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 1
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 239000004373 Pullulan Substances 0.000 description 1
- 229920001218 Pullulan Polymers 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 239000005708 Sodium hypochlorite Substances 0.000 description 1
- 244000061456 Solanum tuberosum Species 0.000 description 1
- 235000002595 Solanum tuberosum Nutrition 0.000 description 1
- 235000021307 Triticum Nutrition 0.000 description 1
- 244000098338 Triticum aestivum Species 0.000 description 1
- 229920004896 Triton X-405 Polymers 0.000 description 1
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical class C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 1
- 235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 description 1
- MZVQCMJNVPIDEA-UHFFFAOYSA-N [CH2]CN(CC)CC Chemical group [CH2]CN(CC)CC MZVQCMJNVPIDEA-UHFFFAOYSA-N 0.000 description 1
- ZLXPLDLEBORRPT-UHFFFAOYSA-M [NH4+].[Fe+].[O-]S([O-])(=O)=O Chemical compound [NH4+].[Fe+].[O-]S([O-])(=O)=O ZLXPLDLEBORRPT-UHFFFAOYSA-M 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 150000001242 acetic acid derivatives Chemical class 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000003926 acrylamides Chemical class 0.000 description 1
- 125000005396 acrylic acid ester group Chemical group 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 102000004139 alpha-Amylases Human genes 0.000 description 1
- 108090000637 alpha-Amylases Proteins 0.000 description 1
- 239000000908 ammonium hydroxide Substances 0.000 description 1
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium peroxydisulfate Substances [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 1
- VAZSKTXWXKYQJF-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)OOS([O-])=O VAZSKTXWXKYQJF-UHFFFAOYSA-N 0.000 description 1
- 229910001870 ammonium persulfate Inorganic materials 0.000 description 1
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- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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- 150000001785 cerium compounds Chemical class 0.000 description 1
- ITZXULOAYIAYNU-UHFFFAOYSA-N cerium(4+) Chemical compound [Ce+4] ITZXULOAYIAYNU-UHFFFAOYSA-N 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
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- 230000007717 exclusion Effects 0.000 description 1
- 238000004880 explosion Methods 0.000 description 1
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- 229930195733 hydrocarbon Natural products 0.000 description 1
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- 125000002768 hydroxyalkyl group Chemical group 0.000 description 1
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 1
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- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Chemical class OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
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- 229910000402 monopotassium phosphate Inorganic materials 0.000 description 1
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- KKFHAJHLJHVUDM-UHFFFAOYSA-N n-vinylcarbazole Chemical compound C1=CC=C2N(C=C)C3=CC=CC=C3C2=C1 KKFHAJHLJHVUDM-UHFFFAOYSA-N 0.000 description 1
- YFQOMWCXASCIMB-UHFFFAOYSA-N nonylperoxybenzene Chemical compound CCCCCCCCCOOC1=CC=CC=C1 YFQOMWCXASCIMB-UHFFFAOYSA-N 0.000 description 1
- 150000001451 organic peroxides Chemical class 0.000 description 1
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- PJNZPQUBCPKICU-UHFFFAOYSA-N phosphoric acid;potassium Chemical compound [K].OP(O)(O)=O PJNZPQUBCPKICU-UHFFFAOYSA-N 0.000 description 1
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- 229940100486 rice starch Drugs 0.000 description 1
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- XWGJFPHUCFXLBL-UHFFFAOYSA-M rongalite Chemical compound [Na+].OCS([O-])=O XWGJFPHUCFXLBL-UHFFFAOYSA-M 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
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- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 1
- SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 description 1
- 229940001584 sodium metabisulfite Drugs 0.000 description 1
- 235000010262 sodium metabisulphite Nutrition 0.000 description 1
- 238000000527 sonication Methods 0.000 description 1
- 238000007655 standard test method Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- FBWNMEQMRUMQSO-UHFFFAOYSA-N tergitol NP-9 Chemical compound CCCCCCCCCC1=CC=C(OCCOCCOCCOCCOCCOCCOCCOCCOCCO)C=C1 FBWNMEQMRUMQSO-UHFFFAOYSA-N 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F251/00—Macromolecular compounds obtained by polymerising monomers on to polysaccharides or derivatives thereof
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/01—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with natural macromolecular compounds or derivatives thereof
- D06M15/03—Polysaccharides or derivatives thereof
- D06M15/11—Starch or derivatives thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Graft Or Block Polymers (AREA)
- Paper (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US14407180A | 1980-04-28 | 1980-04-28 | |
| US06/223,629 US4375535A (en) | 1980-04-28 | 1981-01-09 | Stable liquid, amylopectin starch graft copolymer compositions |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE3116865A1 true DE3116865A1 (de) | 1982-01-14 |
| DE3116865C2 DE3116865C2 (cg-RX-API-DMAC7.html) | 1990-11-22 |
Family
ID=26841648
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19813116865 Granted DE3116865A1 (de) | 1980-04-28 | 1981-04-28 | Stabile fluessige amylopectinstaerke-pfropfcopolymer-zusammensetzungen und verfahren zu deren herstellung |
Country Status (18)
| Country | Link |
|---|---|
| US (1) | US4375535A (cg-RX-API-DMAC7.html) |
| AU (1) | AU543643B2 (cg-RX-API-DMAC7.html) |
| BG (1) | BG36789A3 (cg-RX-API-DMAC7.html) |
| BR (1) | BR8102551A (cg-RX-API-DMAC7.html) |
| CA (1) | CA1166784A (cg-RX-API-DMAC7.html) |
| DE (1) | DE3116865A1 (cg-RX-API-DMAC7.html) |
| ES (1) | ES502298A0 (cg-RX-API-DMAC7.html) |
| FI (1) | FI68634C (cg-RX-API-DMAC7.html) |
| FR (1) | FR2481298B1 (cg-RX-API-DMAC7.html) |
| GB (1) | GB2075526B (cg-RX-API-DMAC7.html) |
| HU (1) | HU190673B (cg-RX-API-DMAC7.html) |
| IT (1) | IT1136586B (cg-RX-API-DMAC7.html) |
| MX (1) | MX158449A (cg-RX-API-DMAC7.html) |
| NL (1) | NL191518C (cg-RX-API-DMAC7.html) |
| NZ (1) | NZ196943A (cg-RX-API-DMAC7.html) |
| PT (1) | PT72929B (cg-RX-API-DMAC7.html) |
| SE (1) | SE452013B (cg-RX-API-DMAC7.html) |
| YU (1) | YU42567B (cg-RX-API-DMAC7.html) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AT408996B (de) * | 1996-08-01 | 2002-04-25 | Tulln Zuckerforschung Gmbh | Faserbehandlungsmittel |
Families Citing this family (48)
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|---|---|---|---|---|
| DE3226754A1 (de) * | 1982-07-14 | 1984-01-19 | Schering AG, 1000 Berlin und 4709 Bergkamen | Wundverband zur aufnahme von wundsekret |
| US4552940A (en) * | 1984-03-02 | 1985-11-12 | Monsanto Company | Styrene viscosity modifier of grafted starch polymer solutions |
| US4983390A (en) * | 1987-04-01 | 1991-01-08 | Lee County Mosquito Control District | Terrestrial delivery compositions and methods for controlling insect and habitat-associated pest populations in terrestrial environments |
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| US4983389A (en) * | 1987-04-01 | 1991-01-08 | Lee County Mosquito Control District | Herbicidal delivery compositions and methods for controlling plant populations in aquatic and wetland environments |
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| US5049612A (en) * | 1988-05-02 | 1991-09-17 | Falconbridge Limited | Depressant for flotation separation of polymetallic sulphidic ores |
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| US5416181A (en) * | 1989-02-10 | 1995-05-16 | Penford Products Company | Reinforced films made from water soluble polymers |
| US5026746A (en) * | 1989-06-26 | 1991-06-25 | Sequa Chemicals, Inc. | Starch based binder composition for non-woven fibers or fabrics |
| DE4014628A1 (de) * | 1990-05-08 | 1991-11-14 | Starchem Gmbh | Verfahren zur herstellung von feinteiligen, wasserquellbaren polysaccharid-pfropfpolymeren |
| US5851684A (en) * | 1992-06-22 | 1998-12-22 | Arjo Wiggins Deutschland Gmbh | Decorative sheets used in the production of laminated panels |
| KR960012445B1 (ko) * | 1992-11-24 | 1996-09-20 | 주식회사 유공 | 전분이 화학결합된 생분해성 폴리에틸렌 조성물 및 그 제조방법 |
| US5707720A (en) * | 1993-02-24 | 1998-01-13 | Penford Products Co. | Methods and materials for coating textile compositions |
| US5525414A (en) * | 1994-02-03 | 1996-06-11 | Penford Products Co. | Method and materials for coating synthetic textile compositions |
| JP2997995B2 (ja) * | 1995-09-13 | 2000-01-11 | 日本コーンスターチ株式会社 | 生分解性樹脂組成物の水系分散液 |
| US5952409A (en) * | 1996-01-31 | 1999-09-14 | 3M Innovative Properties Company | Compositions and methods for imparting stain resistance and stain resistant articles |
| AT403705B (de) * | 1996-08-12 | 1998-05-25 | Tulln Zuckerforschung Gmbh | Beschichtungsmittel |
| EP0824161A3 (de) * | 1996-08-12 | 1998-04-08 | Südzucker Aktiengesellschaft Mannheim/Ochsenfurt | Stärke und Stärkederivate für die Papierindustrie |
| NL1005141C2 (nl) * | 1997-01-30 | 1998-08-03 | Avebe Coop Verkoop Prod | Amylopectine-aardappelzetmeelproducten als sterkmiddel voor textielgarens. |
| US5800870A (en) * | 1997-03-03 | 1998-09-01 | Penford Products Co. | Size press coating method |
| WO1998058686A1 (en) * | 1997-06-24 | 1998-12-30 | SCA Mölnlycke AB | Absorbent polymer material based on renewable starting materials |
| CA2301274A1 (en) * | 1997-08-15 | 1999-02-25 | Penford Corporation | Starch copolymer products and process |
| US5886124A (en) * | 1998-05-05 | 1999-03-23 | Grain Processing Corporation | Liquid-absorbent polymer and gelatinoid product |
| FI105565B (fi) * | 1999-02-05 | 2000-09-15 | Raisio Chem Oy | Polymeeridispersio ja menetelmä sen valmistamiseksi |
| DE59907971D1 (de) * | 1999-10-19 | 2004-01-15 | Suedzucker Ag | Emulsionspolymerisationsverfahren |
| WO2007018276A1 (en) * | 2005-08-05 | 2007-02-15 | Daikin Industries, Ltd. | Repellent composition containing graft copolymer, graft copolymer and method of preparing graft copolymer |
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| FI124806B (fi) * | 2008-12-18 | 2015-01-30 | Kemira Oyj | Päällystyspastakoostumus ja sillä päällystetty paperi tai kartonki |
| CN102822218A (zh) | 2010-03-30 | 2012-12-12 | 大金工业株式会社 | 接枝共聚物和防护组合物 |
| CN101906190B (zh) * | 2010-08-23 | 2011-12-14 | 成都海旺科技有限责任公司 | 丙烯酸与丙烯酰胺接枝氰乙基淀粉的制备方法 |
| US8791198B2 (en) | 2012-04-30 | 2014-07-29 | H.B. Fuller Company | Curable aqueous composition |
| US9416294B2 (en) | 2012-04-30 | 2016-08-16 | H.B. Fuller Company | Curable epoxide containing formaldehyde-free compositions, articles including the same, and methods of using the same |
| BR112016023487B1 (pt) * | 2014-04-11 | 2022-08-02 | Basf Se | Processos para preparar uma dispersão aquosa de um polímero p e para revestir um papel ou um papelão, dispersão aquosa de um polímero p, pó que contém um polímero p, pasta de revestimento de papel, papel ou papelão, e, uso de uma dispersão aquosa de um polímero p ou de um pó que contém um polímero |
| CN117487083B (zh) * | 2023-11-24 | 2024-07-09 | 南通和顺兴纺织集团有限公司 | 一种纺织浆料组合物及其制备方法和应用 |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3061472A (en) * | 1959-04-23 | 1962-10-30 | Staley Mfg Co A E | Sizing hydrophobic fibers with acrylate polymers and gelatinized starch or graft copolymers thereof |
| US3661815A (en) * | 1970-05-18 | 1972-05-09 | Grain Processing Corp | Water-absorbing alkali metal carboxylate salts of starch-polyacrylonitrile graft copolymers |
| US3809664A (en) * | 1973-08-16 | 1974-05-07 | Us Agriculture | Method of preparing starch graft polymers |
| DE2838530A1 (de) * | 1977-11-23 | 1979-05-31 | Gen Mills Chem Inc | Dispergierbares gemisch auf basis eines pfropfcopolymeren von staerke und hydrolysiertem polyacrylnitril |
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| DE1162342B (de) * | 1955-09-21 | 1964-02-06 | Polymer Corp | Verfahren zum Aufpfropfen von Monomeren auf Polysaccharide und Proteine oder deren Derivate |
| US2922768A (en) * | 1956-04-12 | 1960-01-26 | Mino Guido | Process for polymerization of a vinylidene monomer in the presence of a ceric salt and an organic reducing agent |
| US2914495A (en) * | 1956-04-17 | 1959-11-24 | Borden Co | Water paint comprising pigment and aqueous emulsion of polyvinyl acetate and waxy maize starch |
| NL114122C (cg-RX-API-DMAC7.html) * | 1959-03-13 | |||
| US3061471A (en) * | 1959-04-23 | 1962-10-30 | Staley Mfg Co A E | Sizing hydrophobic fibers with graft copolymers of gelatinized starch and acrylates |
| US3332897A (en) * | 1964-12-21 | 1967-07-25 | Nat Starch Chem Corp | Process of grafting monomers onto polysaccharides, and acylating product to obtain an ester |
| US3377302A (en) * | 1966-01-18 | 1968-04-09 | Agriculture Usa | Saponified starch acrylate grafts |
| US3669915A (en) * | 1970-09-08 | 1972-06-13 | Us Agriculture | Flocculants from starch graft copolymers |
| US3770672A (en) * | 1971-02-10 | 1973-11-06 | Nihon Rika Seishi K K | Paste for gummed tape and process for producing the same from hydrolyzed starch |
| JPS5411358B2 (cg-RX-API-DMAC7.html) * | 1974-02-01 | 1979-05-14 | ||
| US3984361A (en) * | 1975-05-30 | 1976-10-05 | The United States Of America As Represented By The Secretary Of Agriculture | Preparation of graft polymer latexes by sonification |
| US4079025A (en) * | 1976-04-27 | 1978-03-14 | A. E. Staley Manufacturing Company | Copolymerized starch composition |
| US4131576A (en) * | 1977-12-15 | 1978-12-26 | National Starch And Chemical Corporation | Process for the preparation of graft copolymers of a water soluble monomer and polysaccharide employing a two-phase reaction system |
| US4301017A (en) * | 1980-04-28 | 1981-11-17 | Standard Brands Incorporated | Stable, liquid starch graft copolymer composition |
-
1981
- 1981-01-09 US US06/223,629 patent/US4375535A/en not_active Expired - Lifetime
- 1981-04-23 GB GB8112643A patent/GB2075526B/en not_active Expired
- 1981-04-27 NZ NZ196943A patent/NZ196943A/xx unknown
- 1981-04-27 HU HU811087A patent/HU190673B/hu not_active IP Right Cessation
- 1981-04-27 AU AU69888/81A patent/AU543643B2/en not_active Expired
- 1981-04-27 SE SE8102664A patent/SE452013B/sv not_active IP Right Cessation
- 1981-04-27 FI FI811301A patent/FI68634C/fi not_active IP Right Cessation
- 1981-04-27 PT PT72929A patent/PT72929B/pt unknown
- 1981-04-27 BR BR8102551A patent/BR8102551A/pt not_active IP Right Cessation
- 1981-04-28 ES ES502298A patent/ES502298A0/es active Granted
- 1981-04-28 FR FR8108466A patent/FR2481298B1/fr not_active Expired
- 1981-04-28 NL NL8102093A patent/NL191518C/xx not_active IP Right Cessation
- 1981-04-28 MX MX187045A patent/MX158449A/es unknown
- 1981-04-28 IT IT21423/81A patent/IT1136586B/it active
- 1981-04-28 YU YU1108/81A patent/YU42567B/xx unknown
- 1981-04-28 BG BG051870A patent/BG36789A3/xx unknown
- 1981-04-28 DE DE19813116865 patent/DE3116865A1/de active Granted
- 1981-04-28 CA CA000376375A patent/CA1166784A/en not_active Expired
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3061472A (en) * | 1959-04-23 | 1962-10-30 | Staley Mfg Co A E | Sizing hydrophobic fibers with acrylate polymers and gelatinized starch or graft copolymers thereof |
| US3661815A (en) * | 1970-05-18 | 1972-05-09 | Grain Processing Corp | Water-absorbing alkali metal carboxylate salts of starch-polyacrylonitrile graft copolymers |
| US3809664A (en) * | 1973-08-16 | 1974-05-07 | Us Agriculture | Method of preparing starch graft polymers |
| DE2838530A1 (de) * | 1977-11-23 | 1979-05-31 | Gen Mills Chem Inc | Dispergierbares gemisch auf basis eines pfropfcopolymeren von staerke und hydrolysiertem polyacrylnitril |
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| Title |
|---|
| Chem. Eng., 14. März 1977, S. 74 * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AT408996B (de) * | 1996-08-01 | 2002-04-25 | Tulln Zuckerforschung Gmbh | Faserbehandlungsmittel |
Also Published As
| Publication number | Publication date |
|---|---|
| SE8102664L (sv) | 1981-10-29 |
| AU6988881A (en) | 1981-11-05 |
| PT72929A (en) | 1981-05-01 |
| ES8207556A1 (es) | 1982-10-01 |
| FR2481298A1 (fr) | 1981-10-30 |
| HU190673B (en) | 1986-10-28 |
| BR8102551A (pt) | 1982-01-05 |
| IT8121423A0 (it) | 1981-04-28 |
| PT72929B (en) | 1982-04-12 |
| YU110881A (en) | 1983-10-31 |
| NL191518C (nl) | 1995-08-21 |
| ES502298A0 (es) | 1982-10-01 |
| FI811301L (fi) | 1981-10-29 |
| FI68634B (fi) | 1985-06-28 |
| NZ196943A (en) | 1983-11-18 |
| AU543643B2 (en) | 1985-04-26 |
| CA1166784A (en) | 1984-05-01 |
| YU42567B (en) | 1988-10-31 |
| GB2075526A (en) | 1981-11-18 |
| FI68634C (fi) | 1985-10-10 |
| GB2075526B (en) | 1984-06-20 |
| MX158449A (es) | 1989-02-02 |
| IT1136586B (it) | 1986-09-03 |
| NL8102093A (nl) | 1981-11-16 |
| NL191518B (nl) | 1995-04-18 |
| BG36789A3 (en) | 1985-01-15 |
| FR2481298B1 (fr) | 1986-05-23 |
| DE3116865C2 (cg-RX-API-DMAC7.html) | 1990-11-22 |
| SE452013B (sv) | 1987-11-09 |
| US4375535A (en) | 1983-03-01 |
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| 8110 | Request for examination paragraph 44 | ||
| D2 | Grant after examination | ||
| 8364 | No opposition during term of opposition | ||
| 8327 | Change in the person/name/address of the patent owner |
Owner name: PENFORD PRODUCTS CO. (N.D.GES.D.STAATES DELAWARE), |
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| 8328 | Change in the person/name/address of the agent |
Free format text: EITLE, W., DIPL.-ING. HOFFMANN, K., DIPL.-ING. DR.RER.NAT. LEHN, W., DIPL.-ING. FUECHSLE, K., DIPL.-ING. HANSEN, B., DIPL.-CHEM. DR.RER.NAT. BRAUNS, H., DIPL.-CHEM. DR.RER.NAT. GOERG, K., DIPL.-ING. KOHLMANN, K., DIPL.-ING. KOLB, H., DIPL.-CHEM. DR.RER.NAT. RITTER UND EDLER VON FISCHERN, B., DIPL.-ING., PAT.-ANWAELTE NETTE, A., RECHTSANW., 8000 MUENCHEN |