JPS59108001A - 低下したペ−スト化温度を有する顆粒状デンプンエ−テル - Google Patents
低下したペ−スト化温度を有する顆粒状デンプンエ−テルInfo
- Publication number
- JPS59108001A JPS59108001A JP58217624A JP21762483A JPS59108001A JP S59108001 A JPS59108001 A JP S59108001A JP 58217624 A JP58217624 A JP 58217624A JP 21762483 A JP21762483 A JP 21762483A JP S59108001 A JPS59108001 A JP S59108001A
- Authority
- JP
- Japan
- Prior art keywords
- starch
- hydroxypropyl
- temperature
- granular
- reaction
- 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
- 229920002472 Starch Polymers 0.000 title claims description 271
- 235000019698 starch Nutrition 0.000 title claims description 271
- 239000008107 starch Substances 0.000 title claims description 227
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 title description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical group CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 119
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 77
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 73
- 238000000034 method Methods 0.000 claims description 64
- 239000002002 slurry Substances 0.000 claims description 58
- 238000006467 substitution reaction Methods 0.000 claims description 55
- -1 Hydroxypropyl Chemical group 0.000 claims description 53
- 238000006243 chemical reaction Methods 0.000 claims description 44
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims description 31
- 239000000463 material Substances 0.000 claims description 23
- 239000007788 liquid Substances 0.000 claims description 16
- 238000004519 manufacturing process Methods 0.000 claims description 13
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 12
- 240000008042 Zea mays Species 0.000 claims description 10
- 235000002017 Zea mays subsp mays Nutrition 0.000 claims description 10
- 235000013305 food Nutrition 0.000 claims description 10
- 240000003183 Manihot esculenta Species 0.000 claims description 8
- 235000016735 Manihot esculenta subsp esculenta Nutrition 0.000 claims description 8
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 claims description 8
- 235000005822 corn Nutrition 0.000 claims description 8
- 235000012041 food component Nutrition 0.000 claims description 4
- 239000005417 food ingredient Substances 0.000 claims description 4
- 238000010924 continuous production Methods 0.000 claims description 2
- 239000004615 ingredient Substances 0.000 claims description 2
- GGCILSXUAHLDMF-CQSZACIVSA-N 2-[[2-[(3r)-3-aminopiperidin-1-yl]-5-bromo-6-oxopyrimidin-1-yl]methyl]benzonitrile Chemical compound C1[C@H](N)CCCN1C1=NC=C(Br)C(=O)N1CC1=CC=CC=C1C#N GGCILSXUAHLDMF-CQSZACIVSA-N 0.000 claims 1
- 230000001747 exhibiting effect Effects 0.000 claims 1
- 239000000047 product Substances 0.000 description 50
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 45
- 229920002261 Corn starch Polymers 0.000 description 28
- 230000008569 process Effects 0.000 description 26
- 239000012066 reaction slurry Substances 0.000 description 26
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 19
- 239000008120 corn starch Substances 0.000 description 19
- 229940099112 cornstarch Drugs 0.000 description 19
- 239000000243 solution Substances 0.000 description 19
- 229960000583 acetic acid Drugs 0.000 description 17
- 239000000203 mixture Substances 0.000 description 16
- 239000003153 chemical reaction reagent Substances 0.000 description 14
- 239000012153 distilled water Substances 0.000 description 14
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 14
- 239000007858 starting material Substances 0.000 description 13
- 125000002947 alkylene group Chemical group 0.000 description 12
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 10
- 229910052757 nitrogen Inorganic materials 0.000 description 10
- 239000011541 reaction mixture Substances 0.000 description 10
- 235000019759 Maize starch Nutrition 0.000 description 9
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 8
- 238000004458 analytical method Methods 0.000 description 8
- KJFMBFZCATUALV-UHFFFAOYSA-N phenolphthalein Chemical compound C1=CC(O)=CC=C1C1(C=2C=CC(O)=CC=2)C2=CC=CC=C2C(=O)O1 KJFMBFZCATUALV-UHFFFAOYSA-N 0.000 description 8
- 230000009467 reduction Effects 0.000 description 8
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 7
- 239000012362 glacial acetic acid Substances 0.000 description 7
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 description 7
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 6
- 150000002170 ethers Chemical class 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 6
- 238000012545 processing Methods 0.000 description 6
- 239000012429 reaction media Substances 0.000 description 6
- 230000035484 reaction time Effects 0.000 description 6
- 229910052783 alkali metal Inorganic materials 0.000 description 5
- 239000008121 dextrose Substances 0.000 description 5
- 239000008187 granular material Substances 0.000 description 5
- 238000010438 heat treatment Methods 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 5
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 238000005903 acid hydrolysis reaction Methods 0.000 description 4
- 230000001476 alcoholic effect Effects 0.000 description 4
- 239000003513 alkali Substances 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 4
- 230000008901 benefit Effects 0.000 description 4
- 238000009835 boiling Methods 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 238000002474 experimental method Methods 0.000 description 4
- 239000008188 pellet Substances 0.000 description 4
- 239000011780 sodium chloride Substances 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- 239000000725 suspension Substances 0.000 description 4
- 230000008961 swelling Effects 0.000 description 4
- 239000002562 thickening agent Substances 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000007983 Tris buffer Substances 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 238000005119 centrifugation Methods 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 238000010411 cooking Methods 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 230000007423 decrease Effects 0.000 description 3
- 239000003599 detergent Substances 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 150000004676 glycans Chemical class 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- 229920001282 polysaccharide Polymers 0.000 description 3
- 239000005017 polysaccharide Substances 0.000 description 3
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 3
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 3
- 238000010926 purge Methods 0.000 description 3
- 239000011550 stock solution Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 239000003039 volatile agent Substances 0.000 description 3
- HGINCPLSRVDWNT-UHFFFAOYSA-N Acrolein Chemical compound C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 description 2
- 239000004382 Amylase Substances 0.000 description 2
- 102000013142 Amylases Human genes 0.000 description 2
- 108010065511 Amylases Proteins 0.000 description 2
- 229920000856 Amylose Polymers 0.000 description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 2
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
- 108010001336 Horseradish Peroxidase Proteins 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 description 2
- 238000002835 absorbance Methods 0.000 description 2
- 239000000853 adhesive Substances 0.000 description 2
- 230000001070 adhesive effect Effects 0.000 description 2
- 102000016679 alpha-Glucosidases Human genes 0.000 description 2
- 108010028144 alpha-Glucosidases Proteins 0.000 description 2
- 235000019418 amylase Nutrition 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 239000000872 buffer Substances 0.000 description 2
- 238000004364 calculation method Methods 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 239000000306 component Substances 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- 238000006266 etherification reaction Methods 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 238000007710 freezing Methods 0.000 description 2
- 230000008014 freezing Effects 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- TWNIBLMWSKIRAT-VFUOTHLCSA-N levoglucosan Chemical group O[C@@H]1[C@@H](O)[C@H](O)[C@H]2CO[C@@H]1O2 TWNIBLMWSKIRAT-VFUOTHLCSA-N 0.000 description 2
- 239000007791 liquid phase Substances 0.000 description 2
- 235000009973 maize Nutrition 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
- 238000006386 neutralization reaction Methods 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 150000002978 peroxides Chemical class 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 238000012546 transfer Methods 0.000 description 2
- 238000010792 warming Methods 0.000 description 2
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- 102100035893 CD151 antigen Human genes 0.000 description 1
- 235000006810 Caesalpinia ciliata Nutrition 0.000 description 1
- 241000059739 Caesalpinia ciliata Species 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 241000252203 Clupea harengus Species 0.000 description 1
- 241000238557 Decapoda Species 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 239000004366 Glucose oxidase Substances 0.000 description 1
- 108010015776 Glucose oxidase Proteins 0.000 description 1
- 101000946874 Homo sapiens CD151 antigen Proteins 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 229920000881 Modified starch Polymers 0.000 description 1
- 239000004368 Modified starch Substances 0.000 description 1
- 240000007594 Oryza sativa Species 0.000 description 1
- 235000007164 Oryza sativa Nutrition 0.000 description 1
- 108090000854 Oxidoreductases Proteins 0.000 description 1
- 102000004316 Oxidoreductases Human genes 0.000 description 1
- 229910019142 PO4 Inorganic materials 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
- 244000061456 Solanum tuberosum Species 0.000 description 1
- 235000002595 Solanum tuberosum Nutrition 0.000 description 1
- 244000299461 Theobroma cacao Species 0.000 description 1
- 235000009470 Theobroma cacao Nutrition 0.000 description 1
- 235000021307 Triticum Nutrition 0.000 description 1
- 244000098338 Triticum aestivum Species 0.000 description 1
- 230000002159 abnormal effect Effects 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000006978 adaptation Effects 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- GZCGUPFRVQAUEE-SLPGGIOYSA-N aldehydo-D-glucose Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O GZCGUPFRVQAUEE-SLPGGIOYSA-N 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 description 1
- 150000001350 alkyl halides Chemical class 0.000 description 1
- 229940089206 anhydrous dextrose Drugs 0.000 description 1
- 229940075564 anhydrous dibasic sodium phosphate Drugs 0.000 description 1
- 230000002579 anti-swelling effect Effects 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- 238000010923 batch production Methods 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- 235000019428 bleached starch Nutrition 0.000 description 1
- 238000009529 body temperature measurement Methods 0.000 description 1
- 235000021152 breakfast Nutrition 0.000 description 1
- 239000007853 buffer solution Substances 0.000 description 1
- 239000003518 caustics Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 235000010980 cellulose Nutrition 0.000 description 1
- 235000013339 cereals Nutrition 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000003508 chemical denaturation Methods 0.000 description 1
- XENVCRGQTABGKY-ZHACJKMWSA-N chlorohydrin Chemical compound CC#CC#CC#CC#C\C=C\C(Cl)CO XENVCRGQTABGKY-ZHACJKMWSA-N 0.000 description 1
- 238000011437 continuous method Methods 0.000 description 1
- 230000001276 controlling effect Effects 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- 229940061607 dibasic sodium phosphate Drugs 0.000 description 1
- 235000005911 diet Nutrition 0.000 description 1
- 230000037213 diet Effects 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- RXKJFZQQPQGTFL-UHFFFAOYSA-N dihydroxyacetone Chemical compound OCC(=O)CO RXKJFZQQPQGTFL-UHFFFAOYSA-N 0.000 description 1
- JVSWJIKNEAIKJW-UHFFFAOYSA-N dimethyl-hexane Natural products CCCCCC(C)C JVSWJIKNEAIKJW-UHFFFAOYSA-N 0.000 description 1
- 238000010036 direct spinning Methods 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- BNIILDVGGAEEIG-UHFFFAOYSA-L disodium hydrogen phosphate Chemical compound [Na+].[Na+].OP([O-])([O-])=O BNIILDVGGAEEIG-UHFFFAOYSA-L 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000005553 drilling Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 229940088598 enzyme Drugs 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 125000001033 ether group Chemical group 0.000 description 1
- 239000012065 filter cake Substances 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 235000013611 frozen food Nutrition 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 229940116332 glucose oxidase Drugs 0.000 description 1
- 235000019420 glucose oxidase Nutrition 0.000 description 1
- 235000013882 gravy Nutrition 0.000 description 1
- 235000019514 herring Nutrition 0.000 description 1
- 239000008240 homogeneous mixture Substances 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000012533 medium component Substances 0.000 description 1
- 235000019426 modified starch Nutrition 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- RJMUSRYZPJIFPJ-UHFFFAOYSA-N niclosamide Chemical compound OC1=CC=C(Cl)C=C1C(=O)NC1=CC=C([N+]([O-])=O)C=C1Cl RJMUSRYZPJIFPJ-UHFFFAOYSA-N 0.000 description 1
- 150000002829 nitrogen Chemical class 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N o-dimethylbenzene Natural products CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229920000259 polyoxyethylene lauryl ether Polymers 0.000 description 1
- 239000000276 potassium ferrocyanide Substances 0.000 description 1
- KQIRLLVCCSEEOQ-UHFFFAOYSA-N potassium;iron(3+) Chemical compound [K+].[Fe+3] KQIRLLVCCSEEOQ-UHFFFAOYSA-N 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000007639 printing Methods 0.000 description 1
- 239000004405 propyl p-hydroxybenzoate Substances 0.000 description 1
- 235000010232 propyl p-hydroxybenzoate Nutrition 0.000 description 1
- 230000006207 propylation Effects 0.000 description 1
- QELSKZZBTMNZEB-UHFFFAOYSA-N propylparaben Chemical compound CCCOC(=O)C1=CC=C(O)C=C1 QELSKZZBTMNZEB-UHFFFAOYSA-N 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- 239000012047 saturated solution Substances 0.000 description 1
- 235000015067 sauces Nutrition 0.000 description 1
- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 1
- 239000004299 sodium benzoate Substances 0.000 description 1
- 235000010234 sodium benzoate Nutrition 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- UGTZMIPZNRIWHX-UHFFFAOYSA-K sodium trimetaphosphate Chemical compound [Na+].[Na+].[Na+].[O-]P1(=O)OP([O-])(=O)OP([O-])(=O)O1 UGTZMIPZNRIWHX-UHFFFAOYSA-K 0.000 description 1
- 235000014347 soups Nutrition 0.000 description 1
- 239000012086 standard solution Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000008399 tap water Substances 0.000 description 1
- 235000020679 tap water Nutrition 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- XOGGUFAVLNCTRS-UHFFFAOYSA-N tetrapotassium;iron(2+);hexacyanide Chemical compound [K+].[K+].[K+].[K+].[Fe+2].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-] XOGGUFAVLNCTRS-UHFFFAOYSA-N 0.000 description 1
- AWDBHOZBRXWRKS-UHFFFAOYSA-N tetrapotassium;iron(6+);hexacyanide Chemical compound [K+].[K+].[K+].[K+].[Fe+6].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-] AWDBHOZBRXWRKS-UHFFFAOYSA-N 0.000 description 1
- 239000004753 textile Substances 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
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B31/00—Preparation of derivatives of starch
- C08B31/08—Ethers
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L29/00—Foods or foodstuffs containing additives; Preparation or treatment thereof
- A23L29/20—Foods or foodstuffs containing additives; Preparation or treatment thereof containing gelling or thickening agents
- A23L29/206—Foods or foodstuffs containing additives; Preparation or treatment thereof containing gelling or thickening agents of vegetable origin
- A23L29/212—Starch; Modified starch; Starch derivatives, e.g. esters or ethers
- A23L29/219—Chemically modified starch; Reaction or complexation products of starch with other chemicals
-
- 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
- C08B31/12—Ethers having alkyl or cycloalkyl radicals substituted by heteroatoms, e.g. hydroxyalkyl or carboxyalkyl starch
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Materials Engineering (AREA)
- Medicinal Chemistry (AREA)
- Biochemistry (AREA)
- Organic Chemistry (AREA)
- Dispersion Chemistry (AREA)
- Nutrition Science (AREA)
- Food Science & Technology (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Grain Derivatives (AREA)
- Jellies, Jams, And Syrups (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US06/443,078 US4452978A (en) | 1982-11-19 | 1982-11-19 | Granular starch ethers having reduced pasting temperatures |
| US443078 | 1982-11-19 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS59108001A true JPS59108001A (ja) | 1984-06-22 |
| JPH058201B2 JPH058201B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1993-02-01 |
Family
ID=23759336
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP58217624A Granted JPS59108001A (ja) | 1982-11-19 | 1983-11-18 | 低下したペ−スト化温度を有する顆粒状デンプンエ−テル |
Country Status (5)
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2004238622A (ja) * | 2003-01-30 | 2004-08-26 | Natl Starch & Chem Investment Holding Corp | 変更された結晶構造を有する急速膨張性澱粉 |
| US10463066B2 (en) | 2012-05-15 | 2019-11-05 | Tate & Lyle Ingredients Americas Llc | Process for preparing inhibited non-pregelatinized granular starches |
Families Citing this family (43)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4510166A (en) * | 1984-01-19 | 1985-04-09 | National Starch And Chemical Corporation | Converted starches for use as a fat- or oil-replacement in foodstuffs |
| US4629655A (en) * | 1985-06-27 | 1986-12-16 | A. E. Staley Manufacturing Company | Size composition |
| DE3604796A1 (de) * | 1986-02-15 | 1987-08-20 | Degussa | Verfahren zur trockenkationisierung von staerke |
| US4623549A (en) * | 1986-02-20 | 1986-11-18 | A. E. Staley Manufacturing Company | Dry instant food composition |
| US4837314A (en) * | 1987-06-19 | 1989-06-06 | A. E. Staley Manufacturing Company | Etherified and esterified starch derivatives and processes for preparing same |
| US4992539A (en) * | 1988-03-24 | 1991-02-12 | A. E. Staley Manufacturing Company | High-viscosity cold-water-swellable granular starch |
| EP0388572A1 (en) * | 1989-03-23 | 1990-09-26 | Seres Laboratories, Inc. | Low calorie edible fat and oil substitutes |
| US5227481A (en) * | 1989-07-07 | 1993-07-13 | National Starch And Chemical Investment Holding Corporation | Cationic polysaccharides and reagents for their preparation |
| US5349089A (en) | 1989-07-07 | 1994-09-20 | National Starch And Chemical Investment Holding Corporation | Reagent for preparing polycationic polysaccharides |
| US4981709A (en) * | 1989-07-19 | 1991-01-01 | American Maize-Products Company | Method for making a reduced fat foodstuff |
| US4992536A (en) * | 1989-10-31 | 1991-02-12 | National Starch And Chemical Investment Holding Corporation | Preparation of polycationic polysaccharides by site selective reaction |
| US4973447A (en) * | 1990-03-01 | 1990-11-27 | Kansas State University Research Foundation | Freeze-thaw stable modified waxy barley starch |
| US5294453A (en) * | 1990-09-04 | 1994-03-15 | Penwest, Ltd. | Method of removing off-flavor components from hydroxypropyl starch hydrolyzate products |
| US5534501A (en) * | 1991-06-04 | 1996-07-09 | A Et S Biovecteurs | Particle for use as a milk fat globule substitute, composition containing same and process for the preparation of said particle |
| FR2677225B1 (fr) * | 1991-06-04 | 1995-07-13 | Biovecteurs As | Particule utile comme succedane de matiere grasse, composition les contenant, et procede de preparation. |
| US5472729A (en) * | 1991-10-07 | 1995-12-05 | L & L International | Method for producing margarine having an extra low fat content |
| US5192576A (en) * | 1991-10-11 | 1993-03-09 | American Maize-Products Company | Thick-thin retort starch |
| US5679396A (en) * | 1992-06-18 | 1997-10-21 | Opta Food Ingredients, Inc. | Non-fat, reduced fat and low fat cheeses and method of making |
| US5470391A (en) * | 1992-06-18 | 1995-11-28 | Opta Food Ingredients, Inc. | Starch-based texturizing agent |
| US5547513A (en) * | 1992-06-18 | 1996-08-20 | Opta Food Ingredients, Inc. | Starch-based texturizing agent |
| WO1995027003A1 (en) * | 1994-03-31 | 1995-10-12 | Opta Food Ingredients, Inc. | Starch-based texturizing agent |
| GB9406639D0 (en) * | 1994-04-05 | 1994-05-25 | Cerestar Holding Bv | Starch composition |
| GB9504732D0 (en) * | 1995-03-09 | 1995-04-26 | Cerestar Holding Bv | Starch composition for sugar-free confectionery |
| US6488980B1 (en) | 1996-03-22 | 2002-12-03 | National Starch And Chemical Investment Holding Corporation | Stabilized or stabilized, crosslinked waxy potato starch |
| FI107930B (fi) * | 1996-12-31 | 2001-10-31 | Valtion Teknillinen | Hydroksialkyloitu tärkkelysesteri, sen valmistus ja käyttö |
| US5904940A (en) * | 1997-08-21 | 1999-05-18 | National Starch And Chemical Investment Holding Corporation | Use of thermally-inhibited subsequently enzymatically-treated starches in food products |
| US5846786A (en) * | 1997-08-21 | 1998-12-08 | National Starch And Chemical Investment Holding Corporation | Thermally-inhibited, subsequently enzymatically-treated starches |
| US6187366B1 (en) | 1998-06-05 | 2001-02-13 | Penford Corporation | Processed meats containing a starch product and process of adding the starch product to meat |
| US6051700A (en) * | 1999-02-11 | 2000-04-18 | Grain Processing Corporation | Process and method for hydroxyalkylation of starch and hydroxyalkyl starch prepared accordingly |
| CA2423712A1 (en) | 2003-03-26 | 2004-09-26 | Nicolas Nourry | Crosslinked amylopectin by reactive extrusion and its use as an absorbent or superabsorbent material |
| US6894095B2 (en) * | 2002-07-17 | 2005-05-17 | The Dial Corporation | Color-changing wallpaper adhesive primer/activator |
| KR100764033B1 (ko) | 2004-12-28 | 2007-10-09 | 주식회사 삼양제넥스 | 건식공정을 이용한 하이드록시프로필 카르복시메틸 전분의제조방법 |
| US9840066B2 (en) | 2005-06-09 | 2017-12-12 | United States Gypsum Company | Light weight gypsum board |
| US7731794B2 (en) | 2005-06-09 | 2010-06-08 | United States Gypsum Company | High starch light weight gypsum wallboard |
| US11338548B2 (en) | 2005-06-09 | 2022-05-24 | United States Gypsum Company | Light weight gypsum board |
| US11306028B2 (en) | 2005-06-09 | 2022-04-19 | United States Gypsum Company | Light weight gypsum board |
| US9802866B2 (en) | 2005-06-09 | 2017-10-31 | United States Gypsum Company | Light weight gypsum board |
| AR069570A1 (es) * | 2007-12-10 | 2010-02-03 | Cooperatie Avebe U A | Metodo para la preparacion de almidon aglomerado |
| AR081779A1 (es) | 2010-06-29 | 2012-10-17 | Tate & Lyle Ingredients | Almidones sustituidos con hidroxipropilo como fuente de fibras solubles |
| US20120231150A1 (en) | 2011-03-08 | 2012-09-13 | Tate & Lyle Ingredients Americas, LLC | Digestive Enzyme Inhibitor and Methods of Use |
| CN103893772B (zh) * | 2014-04-21 | 2015-08-26 | 湖南尔康制药股份有限公司 | 一种羟丙基淀粉空心胶囊及其制备工艺 |
| US20150342201A1 (en) * | 2014-06-03 | 2015-12-03 | Corn Products Development, Inc. | Starch-based gluten-free baked foodstuffs |
| EP4180463A1 (en) | 2021-11-12 | 2023-05-17 | Agrana Beteiligungs- Aktiengesellschaft | Hydroxypropylated granular starch with low propylene glycol content |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS49125488A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1972-12-21 | 1974-11-30 | ||
| JPS5130889A (en) * | 1974-09-10 | 1976-03-16 | Shikibo Ltd | Denpunjudotai no seizoho |
| JPS5176375A (en) * | 1974-09-17 | 1976-07-01 | Staley Mfg Co A E | Sanseioyobi chuseiretorutobaishitsuyosuinnsuitsukudenpunjudotai |
Family Cites Families (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3127392A (en) * | 1964-03-31 | Hydroxyalkylation of amylose suspen- | ||
| US2516632A (en) * | 1946-08-07 | 1950-07-25 | Penick & Ford Ltd Inc | Starch ethers in original granule form |
| US2516633A (en) * | 1947-04-10 | 1950-07-25 | Penick & Ford Ltd Inc | Preparation of starch ethers in original granule form |
| US2516634A (en) * | 1947-08-13 | 1950-07-25 | Penick & Ford Ltd Inc | Cold-water swelling starch ethers in original granule form |
| US2682535A (en) * | 1950-11-28 | 1954-06-29 | Union Carbide & Carbon Corp | Hydroxyalkylation of polysaccharides |
| US2744894A (en) * | 1952-09-08 | 1956-05-08 | Union Carbide & Carbon Corp | Hydroxyalkylation of polysaccharides |
| US2802000A (en) * | 1953-08-13 | 1957-08-06 | Nat Starch Products Inc | Ungelatinized cold water soluble starch ethers |
| US2845417A (en) * | 1955-10-06 | 1958-07-29 | Penick & Ford Ltd Inc | Hydroxyalkylation of ungelatinized starches and dextrins in aqueous, water-miscible alcohols |
| US2900268A (en) * | 1956-11-15 | 1959-08-18 | John C Rankin | Process for preparing hydroxyalkylated cereal flour |
| US2996498A (en) * | 1959-01-05 | 1961-08-15 | Nat Starch Chem Corp | Thermoplastic starch ethers soluble in water and in alcohol |
| US3014901A (en) * | 1959-08-05 | 1961-12-26 | E Staley Mfg Company Sa | Process for preparing ungelatinized starch ethers |
| US3135739A (en) * | 1961-08-21 | 1964-06-02 | Penick & Ford Ltd Inc | Etherifying granule starch in aliphatic ketone solvent medium |
| US3378546A (en) * | 1965-03-03 | 1968-04-16 | American Maize Prod Co | Hydroxypropyl starch ether |
| US3637656A (en) * | 1968-10-28 | 1972-01-25 | Cpc International Inc | Preparation of starch derivatives |
| US3725386A (en) * | 1971-12-06 | 1973-04-03 | Staley Mfg Co A E | Method for purifying crude, dry granular reacted cold water swelling hydroxypropyl starch derivatives |
| US3966990A (en) * | 1974-02-11 | 1976-06-29 | A. E. Staley Manufacturing Company | Granular modified starch binder for dough forming of puffable food products |
| US4015067A (en) * | 1975-08-18 | 1977-03-29 | The Dow Chemical Company | Method of preparing polysaccharide ethers and apparatus |
| US4112222A (en) * | 1977-01-07 | 1978-09-05 | National Starch And Chemical Corp. | Method of preparing hydroxypropylated starch derivatives |
-
1982
- 1982-11-19 US US06/443,078 patent/US4452978A/en not_active Expired - Lifetime
-
1983
- 1983-07-06 CA CA000431947A patent/CA1195976A/en not_active Expired
- 1983-10-25 EP EP83306477A patent/EP0109776B1/en not_active Expired
- 1983-10-25 DE DE8383306477T patent/DE3371341D1/de not_active Expired
- 1983-11-18 JP JP58217624A patent/JPS59108001A/ja active Granted
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS49125488A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1972-12-21 | 1974-11-30 | ||
| JPS5130889A (en) * | 1974-09-10 | 1976-03-16 | Shikibo Ltd | Denpunjudotai no seizoho |
| JPS5176375A (en) * | 1974-09-17 | 1976-07-01 | Staley Mfg Co A E | Sanseioyobi chuseiretorutobaishitsuyosuinnsuitsukudenpunjudotai |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2004238622A (ja) * | 2003-01-30 | 2004-08-26 | Natl Starch & Chem Investment Holding Corp | 変更された結晶構造を有する急速膨張性澱粉 |
| US10463066B2 (en) | 2012-05-15 | 2019-11-05 | Tate & Lyle Ingredients Americas Llc | Process for preparing inhibited non-pregelatinized granular starches |
| KR20200020993A (ko) * | 2012-05-15 | 2020-02-26 | 테이트 앤드 라일 인그리디언츠 어메리카즈 엘엘씨 | 억제된 비-전호화 과립 전분의 제조방법 |
| US11166483B2 (en) | 2012-05-15 | 2021-11-09 | Tate & Lyle Ingredients Americas Llc | Inhibited non-pregelatinized granular starches |
Also Published As
| Publication number | Publication date |
|---|---|
| US4452978A (en) | 1984-06-05 |
| DE3371341D1 (en) | 1987-06-11 |
| JPH058201B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1993-02-01 |
| EP0109776A1 (en) | 1984-05-30 |
| EP0109776B1 (en) | 1987-05-06 |
| CA1195976A (en) | 1985-10-29 |
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