JPH0157123B2 - - Google Patents

Info

Publication number

JPH0157123B2

JPH0157123B2 JP15871085A JP15871085A JPH0157123B2 JP H0157123 B2 JPH0157123 B2 JP H0157123B2 JP 15871085 A JP15871085 A JP 15871085A JP 15871085 A JP15871085 A JP 15871085A JP H0157123 B2 JPH0157123 B2 JP H0157123B2

Authority

JP

Japan

Prior art keywords

polyvinyl alcohol

solution

degree

cationization

reaction

Prior art date

1985-07-18

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

Links

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• 239000004372 Polyvinyl alcohol Substances 0.000 claims description 35
• 229920002451 polyvinyl alcohol Polymers 0.000 claims description 35
• 238000004519 manufacturing process Methods 0.000 claims description 11
• AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 claims description 8
• SFZULDYEOVSIKM-UHFFFAOYSA-N chembl321317 Chemical compound C1=CC(C(=N)NO)=CC=C1C1=CC=C(C=2C=CC(=CC=2)C(=N)NO)O1 SFZULDYEOVSIKM-UHFFFAOYSA-N 0.000 claims description 5
• NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical group C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 4
• 125000002560 nitrile group Chemical group 0.000 claims description 3
• 150000003839 salts Chemical class 0.000 claims description 3
• 239000000243 solution Substances 0.000 description 31
• HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 18
• 238000000034 method Methods 0.000 description 17
• 238000006243 chemical reaction Methods 0.000 description 16
• 229920000642 polymer Polymers 0.000 description 11
• QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 10
• 238000007334 copolymerization reaction Methods 0.000 description 8
• 238000007278 cyanoethylation reaction Methods 0.000 description 6
• 235000011121 sodium hydroxide Nutrition 0.000 description 6
• 238000006116 polymerization reaction Methods 0.000 description 5
• 239000000047 product Substances 0.000 description 5
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
• XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 4
• XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 description 4
• 239000007864 aqueous solution Substances 0.000 description 4
• 239000000203 mixture Substances 0.000 description 4
• 239000000178 monomer Substances 0.000 description 4
• DYUWTXWIYMHBQS-UHFFFAOYSA-N n-prop-2-enylprop-2-en-1-amine Chemical compound C=CCNCC=C DYUWTXWIYMHBQS-UHFFFAOYSA-N 0.000 description 4
• 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 3
• VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
• KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
• USDJGQLNFPZEON-UHFFFAOYSA-N [[4,6-bis(hydroxymethylamino)-1,3,5-triazin-2-yl]amino]methanol Chemical compound OCNC1=NC(NCO)=NC(NCO)=N1 USDJGQLNFPZEON-UHFFFAOYSA-N 0.000 description 3
• 150000003926 acrylamides Chemical class 0.000 description 3
• 230000008859 change Effects 0.000 description 3
• 230000000052 comparative effect Effects 0.000 description 3
• 238000007796 conventional method Methods 0.000 description 3
• 229910000378 hydroxylammonium sulfate Inorganic materials 0.000 description 3
• 238000002715 modification method Methods 0.000 description 3
• 239000002994 raw material Substances 0.000 description 3
• 230000009257 reactivity Effects 0.000 description 3
• KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-vinylpyridine Chemical compound C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-UHFFFAOYSA-N 0.000 description 2
• XZMCDFZZKTWFGF-UHFFFAOYSA-N Cyanamide Chemical compound NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 description 2
• BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 2
• IMROMDMJAWUWLK-UHFFFAOYSA-N Ethenol Chemical compound OC=C IMROMDMJAWUWLK-UHFFFAOYSA-N 0.000 description 2
• CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
• 239000002253 acid Substances 0.000 description 2
• 125000000278 alkyl amino alkyl group Chemical group 0.000 description 2
• 239000003795 chemical substances by application Substances 0.000 description 2
• 229920001577 copolymer Polymers 0.000 description 2
• 238000004132 cross linking Methods 0.000 description 2
• -1 dyeability improver Substances 0.000 description 2
• 230000000694 effects Effects 0.000 description 2
• 238000010438 heat treatment Methods 0.000 description 2
• 230000004048 modification Effects 0.000 description 2
• 238000012986 modification Methods 0.000 description 2
• RQAKESSLMFZVMC-UHFFFAOYSA-N n-ethenylacetamide Chemical compound CC(=O)NC=C RQAKESSLMFZVMC-UHFFFAOYSA-N 0.000 description 2
• 229920000768 polyamine Polymers 0.000 description 2
• BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
• 238000010992 reflux Methods 0.000 description 2
• 238000007127 saponification reaction 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
• VOCDJQSAMZARGX-UHFFFAOYSA-N 1-ethenylpyrrolidine-2,5-dione Chemical compound C=CN1C(=O)CCC1=O VOCDJQSAMZARGX-UHFFFAOYSA-N 0.000 description 1
• 125000001731 2-cyanoethyl group Chemical group [H]C([H])(*)C([H])([H])C#N 0.000 description 1
• KPPONQWQFTVQMM-UHFFFAOYSA-N 3-ethenylpyrrolidine-2,5-dione Chemical compound C=CC1CC(=O)NC1=O KPPONQWQFTVQMM-UHFFFAOYSA-N 0.000 description 1
• 239000004698 Polyethylene Substances 0.000 description 1
• QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
• 239000000853 adhesive Substances 0.000 description 1
• 230000001070 adhesive effect Effects 0.000 description 1
• 125000003158 alcohol group Chemical group 0.000 description 1
• 239000003513 alkali Substances 0.000 description 1
• 125000003368 amide group Chemical group 0.000 description 1
• 230000015572 biosynthetic process Effects 0.000 description 1
• 125000002091 cationic group Chemical group 0.000 description 1
• 150000001768 cations Chemical class 0.000 description 1
• 239000000084 colloidal system Substances 0.000 description 1
• 239000006185 dispersion Substances 0.000 description 1
• 239000000839 emulsion Substances 0.000 description 1
• 239000003623 enhancer Substances 0.000 description 1
• 239000003292 glue Substances 0.000 description 1
• 229920001519 homopolymer Polymers 0.000 description 1
• 230000007062 hydrolysis Effects 0.000 description 1
• 238000006460 hydrolysis reaction Methods 0.000 description 1
• 239000007788 liquid Substances 0.000 description 1
• IONSZLINWCGRRI-UHFFFAOYSA-N n'-hydroxymethanimidamide Chemical compound NC=NO IONSZLINWCGRRI-UHFFFAOYSA-N 0.000 description 1
• 230000007935 neutral effect Effects 0.000 description 1
• 239000003960 organic solvent Substances 0.000 description 1
• 229920002239 polyacrylonitrile Polymers 0.000 description 1
• 229920000573 polyethylene Polymers 0.000 description 1
• 229910000027 potassium carbonate Inorganic materials 0.000 description 1
• 235000011181 potassium carbonates Nutrition 0.000 description 1
• 235000011118 potassium hydroxide Nutrition 0.000 description 1
• 239000002244 precipitate Substances 0.000 description 1
• 230000008569 process Effects 0.000 description 1
• 230000035484 reaction time Effects 0.000 description 1
• 230000009467 reduction Effects 0.000 description 1
• 239000012266 salt solution Substances 0.000 description 1
• 238000007086 side reaction Methods 0.000 description 1
• 238000004513 sizing Methods 0.000 description 1
• 229910000029 sodium carbonate Inorganic materials 0.000 description 1
• 235000017550 sodium carbonate Nutrition 0.000 description 1
• 239000003381 stabilizer Substances 0.000 description 1
• 238000003756 stirring Methods 0.000 description 1
• 239000000126 substance Substances 0.000 description 1
• 239000000725 suspension Substances 0.000 description 1
• 238000012360 testing method Methods 0.000 description 1
• 239000004753 textile Substances 0.000 description 1
• 238000004448 titration Methods 0.000 description 1
• 238000012546 transfer Methods 0.000 description 1