JPH0547561B2 - - Google Patents

Info

Publication number

JPH0547561B2

JPH0547561B2 JP25189386A JP25189386A JPH0547561B2 JP H0547561 B2 JPH0547561 B2 JP H0547561B2 JP 25189386 A JP25189386 A JP 25189386A JP 25189386 A JP25189386 A JP 25189386A JP H0547561 B2 JPH0547561 B2 JP H0547561B2

Authority

JP

Japan

Prior art keywords

reaction

starch

cationization

add

cationizing agent

Prior art date

1986-10-24

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 - Fee Related

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• 229920002472 Starch Polymers 0.000 claims description 28
• 235000019698 starch Nutrition 0.000 claims description 28
• 239000008107 starch Substances 0.000 claims description 21
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 8
• -1 2 -Hydroxypropyl Chemical group 0.000 claims description 7
• 229920000881 Modified starch Polymers 0.000 claims description 6
• 235000019426 modified starch Nutrition 0.000 claims description 6
• 239000004368 Modified starch Substances 0.000 claims description 5
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 5
• 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 4
• 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 3
• GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 claims description 2
• 150000003926 acrylamides Chemical class 0.000 claims description 2
• 238000004519 manufacturing process Methods 0.000 claims description 2
• 150000001450 anions Chemical class 0.000 claims 1
• 238000006243 chemical reaction Methods 0.000 description 45
• HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 21
• 239000003795 chemical substances by application Substances 0.000 description 21
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
• 238000000034 method Methods 0.000 description 9
• 239000000243 solution Substances 0.000 description 8
• ZWAPMFBHEQZLGK-UHFFFAOYSA-N 5-(dimethylamino)-2-methylidenepentanamide Chemical compound CN(C)CCCC(=C)C(N)=O ZWAPMFBHEQZLGK-UHFFFAOYSA-N 0.000 description 7
• QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
• 239000004593 Epoxy Substances 0.000 description 6
• 239000002002 slurry Substances 0.000 description 6
• 239000003513 alkali Substances 0.000 description 5
• 230000000052 comparative effect Effects 0.000 description 4
• 239000000178 monomer Substances 0.000 description 4
• 125000001453 quaternary ammonium group Chemical group 0.000 description 4
• 238000003756 stirring Methods 0.000 description 4
• NOWKCMXCCJGMRR-UHFFFAOYSA-N Aziridine Chemical compound C1CN1 NOWKCMXCCJGMRR-UHFFFAOYSA-N 0.000 description 3
• 229920002261 Corn starch Polymers 0.000 description 3
• OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
• KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
• ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
• 239000008120 corn starch Substances 0.000 description 3
• 230000000694 effects Effects 0.000 description 3
• 230000009257 reactivity Effects 0.000 description 3
• 150000003335 secondary amines Chemical class 0.000 description 3
• 238000005406 washing Methods 0.000 description 3
• QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
• 240000003183 Manihot esculenta Species 0.000 description 2
• 235000016735 Manihot esculenta subsp esculenta Nutrition 0.000 description 2
• 238000006845 Michael addition reaction Methods 0.000 description 2
• CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
• 239000007864 aqueous solution Substances 0.000 description 2
• 125000002091 cationic group Chemical group 0.000 description 2
• 150000001768 cations Chemical class 0.000 description 2
• 239000003518 caustics Substances 0.000 description 2
• 239000000084 colloidal system Substances 0.000 description 2
• 239000003292 glue Substances 0.000 description 2
• BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
• 150000003242 quaternary ammonium salts Chemical class 0.000 description 2
• 239000007787 solid Substances 0.000 description 2
• 150000003512 tertiary amines Chemical class 0.000 description 2
• 125000001302 tertiary amino group Chemical group 0.000 description 2
• 238000004448 titration Methods 0.000 description 2
• PUVAFTRIIUSGLK-UHFFFAOYSA-M trimethyl(oxiran-2-ylmethyl)azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CC1CO1 PUVAFTRIIUSGLK-UHFFFAOYSA-M 0.000 description 2
• GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 2
• 125000001731 2-cyanoethyl group Chemical group [H]C([H])(*)C([H])([H])C#N 0.000 description 1
• LQLJZSJKRYTKTP-UHFFFAOYSA-N 2-dimethylaminoethyl chloride hydrochloride Chemical compound Cl.CN(C)CCCl LQLJZSJKRYTKTP-UHFFFAOYSA-N 0.000 description 1
• ZNBNBTIDJSKEAM-UHFFFAOYSA-N 4-[7-hydroxy-2-[5-[5-[6-hydroxy-6-(hydroxymethyl)-3,5-dimethyloxan-2-yl]-3-methyloxolan-2-yl]-5-methyloxolan-2-yl]-2,8-dimethyl-1,10-dioxaspiro[4.5]decan-9-yl]-2-methyl-3-propanoyloxypentanoic acid Chemical compound C1C(O)C(C)C(C(C)C(OC(=O)CC)C(C)C(O)=O)OC11OC(C)(C2OC(C)(CC2)C2C(CC(O2)C2C(CC(C)C(O)(CO)O2)C)C)CC1 ZNBNBTIDJSKEAM-UHFFFAOYSA-N 0.000 description 1
• QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
• XZMCDFZZKTWFGF-UHFFFAOYSA-N Cyanamide Chemical compound NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 description 1
• CNCOEDDPFOAUMB-UHFFFAOYSA-N N-Methylolacrylamide Chemical compound OCNC(=O)C=C CNCOEDDPFOAUMB-UHFFFAOYSA-N 0.000 description 1
• 238000006359 acetalization reaction Methods 0.000 description 1
• 150000001412 amines Chemical class 0.000 description 1
• 125000003277 amino group Chemical group 0.000 description 1
• 229910021529 ammonia Inorganic materials 0.000 description 1
• 125000000129 anionic group Chemical group 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
• 239000003054 catalyst Substances 0.000 description 1
• 238000006757 chemical reactions by type Methods 0.000 description 1
• XENVCRGQTABGKY-ZHACJKMWSA-N chlorohydrin Chemical group CC#CC#CC#CC#C\C=C\C(Cl)CO XENVCRGQTABGKY-ZHACJKMWSA-N 0.000 description 1
• 150000001912 cyanamides Chemical class 0.000 description 1
• 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
• 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
• 238000001035 drying Methods 0.000 description 1
• 239000003995 emulsifying agent Substances 0.000 description 1
• 125000003700 epoxy group Chemical group 0.000 description 1
• 230000002349 favourable effect Effects 0.000 description 1
• 239000000835 fiber Substances 0.000 description 1
• 239000008394 flocculating agent Substances 0.000 description 1
• 238000010438 heat treatment Methods 0.000 description 1
• PYGSKMBEVAICCR-UHFFFAOYSA-N hexa-1,5-diene Chemical group C=CCCC=C PYGSKMBEVAICCR-UHFFFAOYSA-N 0.000 description 1
• 230000007062 hydrolysis Effects 0.000 description 1
• 238000006460 hydrolysis reaction Methods 0.000 description 1
• 229910000378 hydroxylammonium sulfate Inorganic materials 0.000 description 1
• 150000002500 ions Chemical class 0.000 description 1
• 239000007788 liquid Substances 0.000 description 1
• 239000000203 mixture Substances 0.000 description 1
• 238000002715 modification method Methods 0.000 description 1
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
• 229920000768 polyamine Polymers 0.000 description 1
• 238000006116 polymerization reaction Methods 0.000 description 1
• 229910000027 potassium carbonate Inorganic materials 0.000 description 1
• 229920001592 potato starch Polymers 0.000 description 1
• 150000003141 primary amines Chemical class 0.000 description 1
• 239000011541 reaction mixture Substances 0.000 description 1
• 150000003839 salts Chemical class 0.000 description 1
• 238000007086 side reaction Methods 0.000 description 1
• 229910000029 sodium carbonate Inorganic materials 0.000 description 1
• 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
• 230000008719 thickening Effects 0.000 description 1
• 239000002562 thickening agent Substances 0.000 description 1
• OEIXGLMQZVLOQX-UHFFFAOYSA-N trimethyl-[3-(prop-2-enoylamino)propyl]azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CCCNC(=O)C=C OEIXGLMQZVLOQX-UHFFFAOYSA-N 0.000 description 1