CA1091659A - Procede d'obtention d'acrylamides d'amidon - Google Patents

Procede d'obtention d'acrylamides d'amidon

Info

Publication number: CA1091659A
Authority: CA; Canada
Prior art keywords: starch; acrylamide; group; hydrogen; polymerized
Prior art date: 1976-04-27
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Expired

Application number

CA344,748A

Other languages

English (en)

Inventor

Frank Verbanac

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Primary Products Ingredients Americas LLC

Original Assignee

Tate and Lyle Ingredients Americas LLC

Priority date (The priority date 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 date listed.)

1976-04-27

Filing date

1980-01-30

Publication date

1980-12-16

1976-04-27 Priority claimed from US05/680,646 external-priority patent/US4060506A/en

1980-01-30 Application filed by Tate and Lyle Ingredients Americas LLC filed Critical Tate and Lyle Ingredients Americas LLC

1980-01-30 Priority to CA344,748A priority Critical patent/CA1091659A/fr

1980-12-16 Application granted granted Critical

1980-12-16 Publication of CA1091659A publication Critical patent/CA1091659A/fr

Status Expired legal-status Critical Current

Links

229920002472 Starch Polymers 0.000 title claims abstract description 317
235000019698 starch Nutrition 0.000 title claims abstract description 317
239000008107 starch Substances 0.000 title claims abstract description 292
238000000034 method Methods 0.000 title claims abstract description 25
150000003926 acrylamides Chemical class 0.000 title description 40
HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims abstract description 146
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 55
239000000203 mixture Substances 0.000 claims abstract description 17
229920000881 Modified starch Polymers 0.000 claims abstract description 7
235000019426 modified starch Nutrition 0.000 claims abstract description 7
239000003505 polymerization initiator Substances 0.000 claims abstract 2
230000000379 polymerizing effect Effects 0.000 claims abstract 2
229940117913 acrylamide Drugs 0.000 claims description 124
125000000962 organic group Chemical group 0.000 claims description 15
239000001257 hydrogen Substances 0.000 claims description 13
229910052739 hydrogen Inorganic materials 0.000 claims description 13
229910052757 nitrogen Inorganic materials 0.000 claims description 11
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 10
229910052799 carbon Inorganic materials 0.000 claims description 10
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 7
125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 claims description 6
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 5
125000000217 alkyl group Chemical group 0.000 claims description 5
150000001721 carbon Chemical group 0.000 claims description 5
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
125000004433 nitrogen atom Chemical group N* 0.000 claims description 4
229910052760 oxygen Inorganic materials 0.000 claims description 4
239000001301 oxygen Substances 0.000 claims description 4
229910052717 sulfur Inorganic materials 0.000 claims description 4
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 3
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 3
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 claims description 3
239000011593 sulfur Substances 0.000 claims description 3
125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims 4
235000013350 formula milk Nutrition 0.000 claims 1
150000002431 hydrogen Chemical group 0.000 claims 1
238000000576 coating method Methods 0.000 abstract description 20
238000006243 chemical reaction Methods 0.000 description 39
239000000376 reactant Substances 0.000 description 34
239000000047 product Substances 0.000 description 32
238000006116 polymerization reaction Methods 0.000 description 31
239000003112 inhibitor Substances 0.000 description 25
CNCOEDDPFOAUMB-UHFFFAOYSA-N N-Methylolacrylamide Chemical compound OCNC(=O)C=C CNCOEDDPFOAUMB-UHFFFAOYSA-N 0.000 description 21
229920000856 Amylose Polymers 0.000 description 19
239000003054 catalyst Substances 0.000 description 19
239000007787 solid Substances 0.000 description 17
239000011248 coating agent Substances 0.000 description 14
239000000243 solution Substances 0.000 description 14
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 13
239000002253 acid Substances 0.000 description 13
-1 acrylamide radical Chemical class 0.000 description 13
229920001685 Amylomaize Polymers 0.000 description 12
239000002270 dispersing agent Substances 0.000 description 12
239000007795 chemical reaction product Substances 0.000 description 11
239000003153 chemical reaction reagent Substances 0.000 description 11
238000001212 derivatisation Methods 0.000 description 11
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IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 10
QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 10
229920002261 Corn starch Polymers 0.000 description 9
239000002002 slurry Substances 0.000 description 9
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206010042674 Swelling Diseases 0.000 description 7
238000005119 centrifugation Methods 0.000 description 7
238000012360 testing method Methods 0.000 description 7
125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 6
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
238000007654 immersion Methods 0.000 description 6
238000002156 mixing Methods 0.000 description 6
239000002245 particle Substances 0.000 description 6
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CNHDIAIOKMXOLK-UHFFFAOYSA-N toluquinol Chemical compound CC1=CC(O)=CC=C1O CNHDIAIOKMXOLK-UHFFFAOYSA-N 0.000 description 6
NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 5
239000003377 acid catalyst Substances 0.000 description 5
239000006227 byproduct Substances 0.000 description 5
125000004432 carbon atom Chemical group C* 0.000 description 5
239000000178 monomer Substances 0.000 description 5
USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 5
238000006467 substitution reaction Methods 0.000 description 5
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OROQEEMZZJQQSA-UHFFFAOYSA-N [N].NC(=O)C=C Chemical group [N].NC(=O)C=C OROQEEMZZJQQSA-UHFFFAOYSA-N 0.000 description 4
235000019270 ammonium chloride Nutrition 0.000 description 4
LFVGISIMTYGQHF-UHFFFAOYSA-N ammonium dihydrogen phosphate Chemical compound [NH4+].OP(O)([O-])=O LFVGISIMTYGQHF-UHFFFAOYSA-N 0.000 description 4
238000009833 condensation Methods 0.000 description 4
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238000001035 drying Methods 0.000 description 4
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238000001879 gelation Methods 0.000 description 4
230000000977 initiatory effect Effects 0.000 description 4
239000007788 liquid Substances 0.000 description 4
JRKICGRDRMAZLK-UHFFFAOYSA-L persulfate group Chemical group S(=O)(=O)([O-])OOS(=O)(=O)[O-] JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 4
239000000523 sample Substances 0.000 description 4
125000001424 substituent group Chemical group 0.000 description 4
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239000004375 Dextrin Substances 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
229910019142 PO4 Inorganic materials 0.000 description 3
239000000853 adhesive Substances 0.000 description 3
230000001070 adhesive effect Effects 0.000 description 3
125000003118 aryl group Chemical group 0.000 description 3
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238000006482 condensation reaction Methods 0.000 description 3
238000001816 cooling Methods 0.000 description 3
238000004132 cross linking Methods 0.000 description 3
238000001723 curing Methods 0.000 description 3
239000006185 dispersion Substances 0.000 description 3
NWVVVBRKAWDGAB-UHFFFAOYSA-N hydroquinone methyl ether Natural products COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 3
230000006698 induction Effects 0.000 description 3
239000003999 initiator Substances 0.000 description 3
125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 3
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
229920000642 polymer Polymers 0.000 description 3
230000035484 reaction time Effects 0.000 description 3
239000002904 solvent Substances 0.000 description 3
229910001220 stainless steel Inorganic materials 0.000 description 3
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238000009827 uniform distribution Methods 0.000 description 3
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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 2
240000003183 Manihot esculenta Species 0.000 description 2
235000016735 Manihot esculenta subsp esculenta Nutrition 0.000 description 2
240000007594 Oryza sativa Species 0.000 description 2
235000007164 Oryza sativa Nutrition 0.000 description 2
240000004713 Pisum sativum Species 0.000 description 2
235000010582 Pisum sativum Nutrition 0.000 description 2
240000006394 Sorghum bicolor Species 0.000 description 2
235000011684 Sorghum saccharatum Nutrition 0.000 description 2
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 2
235000021307 Triticum Nutrition 0.000 description 2
241000209140 Triticum Species 0.000 description 2
235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 2
235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 description 2
125000003545 alkoxy group Chemical group 0.000 description 2
125000002947 alkylene group Chemical group 0.000 description 2
238000004458 analytical method Methods 0.000 description 2
125000000129 anionic group Chemical group 0.000 description 2
125000000732 arylene group Chemical group 0.000 description 2
239000011230 binding agent Substances 0.000 description 2
125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 2
YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 2
KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Natural products OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 2
239000000356 contaminant Substances 0.000 description 2
238000007334 copolymerization reaction Methods 0.000 description 2
235000005822 corn Nutrition 0.000 description 2
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239000012065 filter cake Substances 0.000 description 2
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125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
239000001341 hydroxy propyl starch Substances 0.000 description 2
125000002768 hydroxyalkyl group Chemical group 0.000 description 2
125000005027 hydroxyaryl group Chemical group 0.000 description 2
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235000013828 hydroxypropyl starch Nutrition 0.000 description 2
239000012535 impurity Substances 0.000 description 2
150000002500 ions Chemical class 0.000 description 2
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150000002978 peroxides Chemical class 0.000 description 2
NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 2
235000021317 phosphate Nutrition 0.000 description 2
239000010452 phosphate Substances 0.000 description 2
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229910052708 sodium Inorganic materials 0.000 description 2
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JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
BNGJOZTWYUJUMW-UHFFFAOYSA-N 1-[4-[6-chloro-8-fluoro-7-(5-methyl-1H-indazol-4-yl)quinazolin-4-yl]piperazin-1-yl]propan-1-one Chemical compound CCC(=O)N1CCN(CC1)C1=NC=NC2=C(F)C(=C(Cl)C=C12)C1=C(C)C=CC=2NN=CC1=2 BNGJOZTWYUJUMW-UHFFFAOYSA-N 0.000 description 1
OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 1
CCJAYIGMMRQRAO-UHFFFAOYSA-N 2-[4-[(2-hydroxyphenyl)methylideneamino]butyliminomethyl]phenol Chemical compound OC1=CC=CC=C1C=NCCCCN=CC1=CC=CC=C1O CCJAYIGMMRQRAO-UHFFFAOYSA-N 0.000 description 1
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125000001183 hydrocarbyl group Chemical group 0.000 description 1
230000007062 hydrolysis Effects 0.000 description 1
238000006460 hydrolysis reaction Methods 0.000 description 1
CBOIHMRHGLHBPB-UHFFFAOYSA-N hydroxymethyl Chemical compound O[CH2] CBOIHMRHGLHBPB-UHFFFAOYSA-N 0.000 description 1
150000002576 ketones Chemical class 0.000 description 1
125000005647 linker group Chemical group 0.000 description 1
238000011068 loading method Methods 0.000 description 1
239000002609 medium Substances 0.000 description 1
229910052751 metal Inorganic materials 0.000 description 1
239000002184 metal Substances 0.000 description 1
150000002739 metals Chemical class 0.000 description 1
GBMDVOWEEQVZKZ-UHFFFAOYSA-N methanol;hydrate Chemical compound O.OC GBMDVOWEEQVZKZ-UHFFFAOYSA-N 0.000 description 1
229960000907 methylthioninium chloride Drugs 0.000 description 1
IZCNRYLWCFSAHP-UHFFFAOYSA-N n-(hydroxymethyl)-3-methyl-2-methylidenenonanamide Chemical compound CCCCCCC(C)C(=C)C(=O)NCO IZCNRYLWCFSAHP-UHFFFAOYSA-N 0.000 description 1
BEBFQENAYPXOFB-UHFFFAOYSA-N n-(sulfanylmethyl)prop-2-enamide Chemical compound SCNC(=O)C=C BEBFQENAYPXOFB-UHFFFAOYSA-N 0.000 description 1
QYBRRQATGTVUOJ-UHFFFAOYSA-N n-methylsulfanylprop-2-enamide Chemical class CSNC(=O)C=C QYBRRQATGTVUOJ-UHFFFAOYSA-N 0.000 description 1
229920005615 natural polymer Polymers 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
230000033116 oxidation-reduction process Effects 0.000 description 1
239000011087 paperboard Substances 0.000 description 1
239000003348 petrochemical agent Substances 0.000 description 1
239000013520 petroleum-based product Substances 0.000 description 1
125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 1
150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
229920000233 poly(alkylene oxides) Polymers 0.000 description 1
229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
229920005862 polyol Polymers 0.000 description 1
229920001451 polypropylene glycol Polymers 0.000 description 1
235000011164 potassium chloride Nutrition 0.000 description 1
230000002028 premature Effects 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
238000007639 printing Methods 0.000 description 1
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
150000004053 quinones Chemical class 0.000 description 1
239000007870 radical polymerization initiator Substances 0.000 description 1
239000012429 reaction media Substances 0.000 description 1
230000001105 regulatory effect Effects 0.000 description 1
238000000926 separation method Methods 0.000 description 1
235000002639 sodium chloride Nutrition 0.000 description 1
235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
229910052938 sodium sulfate Inorganic materials 0.000 description 1
235000011152 sodium sulphate Nutrition 0.000 description 1
LOFXCSPFTQIBAD-UHFFFAOYSA-M sodium;2-benzoylbenzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1C(=O)C1=CC=CC=C1 LOFXCSPFTQIBAD-UHFFFAOYSA-M 0.000 description 1
VJAYYNRHYYJHJP-UHFFFAOYSA-M sodium;hydrogen carbonate;4-methylbenzenesulfinic acid Chemical compound [Na+].OC([O-])=O.CC1=CC=C(S(O)=O)C=C1 VJAYYNRHYYJHJP-UHFFFAOYSA-M 0.000 description 1
239000012265 solid product Substances 0.000 description 1
238000000807 solvent casting Methods 0.000 description 1
238000001179 sorption measurement Methods 0.000 description 1
239000007921 spray Substances 0.000 description 1
238000001694 spray drying Methods 0.000 description 1
238000003756 stirring Methods 0.000 description 1
239000000126 substance Substances 0.000 description 1
125000000446 sulfanediyl group Chemical group *S* 0.000 description 1
LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical class [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 1
125000004964 sulfoalkyl group Chemical group 0.000 description 1
125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 1
125000004434 sulfur atom Chemical group 0.000 description 1
239000004094 surface-active agent Substances 0.000 description 1
239000011975 tartaric acid Substances 0.000 description 1
235000002906 tartaric acid Nutrition 0.000 description 1
ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 description 1
238000001029 thermal curing Methods 0.000 description 1
239000002562 thickening agent Substances 0.000 description 1
150000003568 thioethers Chemical class 0.000 description 1
150000003573 thiols Chemical class 0.000 description 1
150000004764 thiosulfuric acid derivatives Chemical class 0.000 description 1
125000003944 tolyl group Chemical group 0.000 description 1
229960004418 trolamine Drugs 0.000 description 1
238000005406 washing Methods 0.000 description 1
238000009736 wetting Methods 0.000 description 1
239000002023 wood Substances 0.000 description 1
235000005074 zinc chloride Nutrition 0.000 description 1
239000011592 zinc chloride Substances 0.000 description 1

Landscapes

Polysaccharides And Polysaccharide Derivatives (AREA)

CA344,748A 1976-04-27 1980-01-30 Procede d'obtention d'acrylamides d'amidon Expired CA1091659A (fr)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
CA344,748A CA1091659A (fr)	1976-04-27	1980-01-30	Procede d'obtention d'acrylamides d'amidon

Applications Claiming Priority (4)

Application Number	Priority Date	Filing Date	Title
US680,646		1976-04-27
US05/680,646 US4060506A (en)	1976-04-27	1976-04-27	Starch acrylamides and the method for preparing the same
CA274,113A CA1085389A (fr)	1976-04-27	1977-03-16	Preparation d'acrylamides d'amidon
CA344,748A CA1091659A (fr)	1976-04-27	1980-01-30	Procede d'obtention d'acrylamides d'amidon

Publications (1)

Publication Number	Publication Date
CA1091659A true CA1091659A (fr)	1980-12-16

Family

ID=27164975

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA344,748A Expired CA1091659A (fr)	1976-04-27	1980-01-30	Procede d'obtention d'acrylamides d'amidon

Country Status (1)

Country	Link
CA (1)	CA1091659A (fr)

1980
- 1980-01-30 CA CA344,748A patent/CA1091659A/fr not_active Expired

Legal Events

Date	Code	Title	Description
1997-12-16	MKEX	Expiry
2023-05-26	MKEX	Expiry	Effective date: 19971216

Publication	Publication Date	Title
CA1085389A (fr)	1980-09-09	Preparation d'acrylamides d'amidon
US4134863A (en)	1979-01-16	Highly absorbent graft copolymers of polyhydroxy polymers, acrylonitrile, and acrylic comonomers
US4115332A (en)	1978-09-19	Water-absorbent starch copolymerizates
US4131576A (en)	1978-12-26	Process for the preparation of graft copolymers of a water soluble monomer and polysaccharide employing a two-phase reaction system
US4330443A (en)	1982-05-18	Dry chemical process for grafting acrylic and methyl acrylic ester and amide monomers onto starch-containing materials
US4028290A (en)	1977-06-07	Highly absorbent modified polysaccharides
JP3188526B2 (ja)	2001-07-16	糖類構造を有する天然物質又はその誘導体及びエチレン系不飽和化合物のグラフトポリマー及び紙、板紙及び厚紙の製法
EP0005000B1 (fr)	1981-10-21	Méthode de préparation d'un produit amylacé hydro-absorbant
US4045387A (en)	1977-08-30	Highly absorbent polymeric compositions derived from flour
US5049634A (en)	1991-09-17	Derivatized and/or crosslinked products from acetal- and aldehyde-containing polysaccharide graft polymers
JPS6015430A (ja)	1985-01-26	流動性で、良好に再分散可能な分散粉末の製法
WO1997046591A1 (fr)	1997-12-11	Amidons cationiques reticules et leur utilisation pour la fabrication du papier
US4194998A (en)	1980-03-25	Highly absorbent polyhydroxy polymer graft copolymers without saponification
US4322322A (en)	1982-03-30	Method for preparing a water-containing vinyl acetate polymer dispersion, dispersion thus prepared and protective colloid used thereby
US4557951A (en)	1985-12-10	Cellulosic organic solvent soluble products
US4048435A (en)	1977-09-13	Method for the preparation of highly substituted granular starches
US4116899A (en)	1978-09-26	Increasing absorbency of polymeric compositions by curing
EP0000247B1 (fr)	1982-08-04	Copolymères d'amidon absorbant l'eau et leurs méthodes d'obtention
US4490516A (en)	1984-12-25	Cellulosic organic solvent soluble products
CA1091659A (fr)	1980-12-16	Procede d'obtention d'acrylamides d'amidon
US11958925B2 (en)	2024-04-16	Process for preparation of superabsorbent polymer
JPS6330501A (ja)	1988-02-09	変性澱粉の製造方法
USH1032H (en)	1992-03-03	Process for manufacturing starch-based compositions
USRE27581E (en)	1973-02-06	Monofunctionally substituted hydro- phobic starch and film-forming dis- persions prepared therefrom
JP2003321501A (ja)	2003-11-14	澱粉誘導体の製造方法