CN108047477A - A kind of preparation method of super absorbent resin - Google Patents
A kind of preparation method of super absorbent resin Download PDFInfo
- Publication number
- CN108047477A CN108047477A CN201711385561.8A CN201711385561A CN108047477A CN 108047477 A CN108047477 A CN 108047477A CN 201711385561 A CN201711385561 A CN 201711385561A CN 108047477 A CN108047477 A CN 108047477A
- Authority
- CN
- China
- Prior art keywords
- diacrylate
- quality
- absorbent resin
- preparation
- super absorbent
- 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.)
- Pending
Links
- 239000011347 resin Substances 0.000 title claims abstract description 32
- 229920005989 resin Polymers 0.000 title claims abstract description 32
- 239000002250 absorbent Substances 0.000 title claims abstract description 27
- 230000002745 absorbent Effects 0.000 title claims abstract description 27
- 238000002360 preparation method Methods 0.000 title claims abstract description 26
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims abstract description 24
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims abstract description 24
- 239000003292 glue Substances 0.000 claims abstract description 22
- 239000008187 granular material Substances 0.000 claims abstract description 21
- 239000000178 monomer Substances 0.000 claims abstract description 20
- 239000007788 liquid Substances 0.000 claims abstract description 16
- 239000000017 hydrogel Substances 0.000 claims abstract description 15
- 239000003999 initiator Substances 0.000 claims abstract description 15
- 239000012752 auxiliary agent Substances 0.000 claims abstract description 14
- 238000006243 chemical reaction Methods 0.000 claims abstract description 12
- 230000000977 initiatory effect Effects 0.000 claims abstract description 12
- 238000000034 method Methods 0.000 claims abstract description 12
- 239000003431 cross linking reagent Substances 0.000 claims abstract description 10
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 10
- 239000002131 composite material Substances 0.000 claims abstract description 8
- 238000001035 drying Methods 0.000 claims abstract description 8
- 238000005469 granulation Methods 0.000 claims abstract description 8
- 230000003179 granulation Effects 0.000 claims abstract description 8
- 239000005457 ice water Substances 0.000 claims abstract description 8
- 238000005507 spraying Methods 0.000 claims abstract description 8
- 238000003756 stirring Methods 0.000 claims abstract description 8
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims abstract description 6
- 239000012966 redox initiator Substances 0.000 claims abstract description 5
- 238000010438 heat treatment Methods 0.000 claims abstract description 4
- 239000000693 micelle Substances 0.000 claims abstract description 4
- 125000004386 diacrylate group Chemical group 0.000 claims description 27
- -1 azo diisobutyl ether hydrochloride Chemical compound 0.000 claims description 19
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 18
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 claims description 14
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 11
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 claims description 11
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 claims description 10
- CHQMHPLRPQMAMX-UHFFFAOYSA-L sodium persulfate Chemical compound [Na+].[Na+].[O-]S(=O)(=O)OOS([O-])(=O)=O CHQMHPLRPQMAMX-UHFFFAOYSA-L 0.000 claims description 10
- 229960003511 macrogol Drugs 0.000 claims description 9
- UWFRVQVNYNPBEF-UHFFFAOYSA-N 1-(2,4-dimethylphenyl)propan-1-one Chemical compound CCC(=O)C1=CC=C(C)C=C1C UWFRVQVNYNPBEF-UHFFFAOYSA-N 0.000 claims description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 8
- 239000001294 propane Substances 0.000 claims description 7
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims description 6
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 6
- 239000002202 Polyethylene glycol Substances 0.000 claims description 6
- 239000007800 oxidant agent Substances 0.000 claims description 6
- 229920001223 polyethylene glycol Polymers 0.000 claims description 6
- LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical compound [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 claims description 6
- 229910001870 ammonium persulfate Inorganic materials 0.000 claims description 5
- 239000003638 chemical reducing agent Substances 0.000 claims description 5
- 238000005520 cutting process Methods 0.000 claims description 5
- YDKNBNOOCSNPNS-UHFFFAOYSA-N methyl 1,3-benzoxazole-2-carboxylate Chemical compound C1=CC=C2OC(C(=O)OC)=NC2=C1 YDKNBNOOCSNPNS-UHFFFAOYSA-N 0.000 claims description 5
- KWVGIHKZDCUPEU-UHFFFAOYSA-N 2,2-dimethoxy-2-phenylacetophenone Chemical class C=1C=CC=CC=1C(OC)(OC)C(=O)C1=CC=CC=C1 KWVGIHKZDCUPEU-UHFFFAOYSA-N 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 4
- 235000010323 ascorbic acid Nutrition 0.000 claims description 4
- 239000011668 ascorbic acid Substances 0.000 claims description 4
- 229960005070 ascorbic acid Drugs 0.000 claims description 4
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 claims description 4
- 150000002148 esters Chemical class 0.000 claims description 4
- LELOWRISYMNNSU-UHFFFAOYSA-N hydrogen cyanide Chemical compound N#C LELOWRISYMNNSU-UHFFFAOYSA-N 0.000 claims description 4
- BAUYGSIQEAFULO-UHFFFAOYSA-L iron(2+) sulfate (anhydrous) Chemical compound [Fe+2].[O-]S([O-])(=O)=O BAUYGSIQEAFULO-UHFFFAOYSA-L 0.000 claims description 4
- 229940068918 polyethylene glycol 400 Drugs 0.000 claims description 4
- UEMGWPRHOOEKTA-UHFFFAOYSA-N 1,3-difluorobenzene Chemical compound FC1=CC=CC(F)=C1 UEMGWPRHOOEKTA-UHFFFAOYSA-N 0.000 claims description 3
- KAESVJOAVNADME-UHFFFAOYSA-N 1H-pyrrole Natural products C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 claims description 3
- FDSUVTROAWLVJA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol;prop-2-enoic acid Chemical compound OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.OCC(CO)(CO)COCC(CO)(CO)CO FDSUVTROAWLVJA-UHFFFAOYSA-N 0.000 claims description 3
- XRUKRHLZDVJJSX-UHFFFAOYSA-N 4-cyanopentanoic acid Chemical class N#CC(C)CCC(O)=O XRUKRHLZDVJJSX-UHFFFAOYSA-N 0.000 claims description 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 claims description 3
- CKVXWQNCJMOEFA-UHFFFAOYSA-N C(C=C)(=O)OC(C(OC(C=C)=O)(COC(C=C)=O)OCC)(OCC)OCC Chemical compound C(C=C)(=O)OC(C(OC(C=C)=O)(COC(C=C)=O)OCC)(OCC)OCC CKVXWQNCJMOEFA-UHFFFAOYSA-N 0.000 claims description 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims description 3
- ZZZCUOFIHGPKAK-UHFFFAOYSA-N D-erythro-ascorbic acid Natural products OCC1OC(=O)C(O)=C1O ZZZCUOFIHGPKAK-UHFFFAOYSA-N 0.000 claims description 3
- 239000004258 Ethoxyquin Substances 0.000 claims description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 3
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Natural products C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims description 3
- 229920002538 Polyethylene Glycol 20000 Polymers 0.000 claims description 3
- 229920002593 Polyethylene Glycol 800 Polymers 0.000 claims description 3
- 229930006000 Sucrose Natural products 0.000 claims description 3
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical class OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 3
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical class OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 claims description 3
- OKKRPWIIYQTPQF-UHFFFAOYSA-N Trimethylolpropane trimethacrylate Chemical compound CC(=C)C(=O)OCC(CC)(COC(=O)C(C)=C)COC(=O)C(C)=C OKKRPWIIYQTPQF-UHFFFAOYSA-N 0.000 claims description 3
- 229930003268 Vitamin C Natural products 0.000 claims description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N acetone Substances CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 3
- 229950009789 cetomacrogol 1000 Drugs 0.000 claims description 3
- DECIPOUIJURFOJ-UHFFFAOYSA-N ethoxyquin Chemical compound N1C(C)(C)C=C(C)C2=CC(OCC)=CC=C21 DECIPOUIJURFOJ-UHFFFAOYSA-N 0.000 claims description 3
- 235000019285 ethoxyquin Nutrition 0.000 claims description 3
- 229940093500 ethoxyquin Drugs 0.000 claims description 3
- 238000002156 mixing Methods 0.000 claims description 3
- 238000006386 neutralization reaction Methods 0.000 claims description 3
- XRRONFCBYFZWTM-UHFFFAOYSA-N octadecanoic acid;sodium Chemical group [Na].CCCCCCCCCCCCCCCCCC(O)=O XRRONFCBYFZWTM-UHFFFAOYSA-N 0.000 claims description 3
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 claims description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 3
- 229940113115 polyethylene glycol 200 Drugs 0.000 claims description 3
- 229940085675 polyethylene glycol 800 Drugs 0.000 claims description 3
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 claims description 3
- 235000019394 potassium persulphate Nutrition 0.000 claims description 3
- 230000035484 reaction time Effects 0.000 claims description 3
- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 claims description 3
- 235000010262 sodium metabisulphite Nutrition 0.000 claims description 3
- 239000005720 sucrose Substances 0.000 claims description 3
- 235000019154 vitamin C Nutrition 0.000 claims description 3
- 239000011718 vitamin C Substances 0.000 claims description 3
- KDNYCTPSPZHJQF-UHFFFAOYSA-N 3-phenylbutan-2-ol Chemical class CC(O)C(C)C1=CC=CC=C1 KDNYCTPSPZHJQF-UHFFFAOYSA-N 0.000 claims description 2
- AFCIMSXHQSIHQW-UHFFFAOYSA-N [O].[P] Chemical compound [O].[P] AFCIMSXHQSIHQW-UHFFFAOYSA-N 0.000 claims description 2
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 2
- 230000003647 oxidation Effects 0.000 claims description 2
- 238000007254 oxidation reaction Methods 0.000 claims description 2
- 229940093430 polyethylene glycol 1500 Drugs 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims 4
- AUHZEENZYGFFBQ-UHFFFAOYSA-N 1,3,5-trimethylbenzene Chemical compound CC1=CC(C)=CC(C)=C1 AUHZEENZYGFFBQ-UHFFFAOYSA-N 0.000 claims 2
- ATVJXMYDOSMEPO-UHFFFAOYSA-N 3-prop-2-enoxyprop-1-ene Chemical compound C=CCOCC=C ATVJXMYDOSMEPO-UHFFFAOYSA-N 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 1
- HVVWZTWDBSEWIH-UHFFFAOYSA-N [2-(hydroxymethyl)-3-prop-2-enoyloxy-2-(prop-2-enoyloxymethyl)propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(CO)(COC(=O)C=C)COC(=O)C=C HVVWZTWDBSEWIH-UHFFFAOYSA-N 0.000 claims 1
- 125000002252 acyl group Chemical group 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 abstract description 2
- 230000007062 hydrolysis Effects 0.000 abstract description 2
- 238000006460 hydrolysis reaction Methods 0.000 abstract description 2
- 230000009466 transformation Effects 0.000 abstract description 2
- 239000000243 solution Substances 0.000 description 9
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 6
- 150000001253 acrylic acids Chemical class 0.000 description 4
- 239000012895 dilution Substances 0.000 description 4
- 238000010790 dilution Methods 0.000 description 4
- 239000002245 particle Substances 0.000 description 4
- 230000000379 polymerizing effect Effects 0.000 description 3
- 235000010265 sodium sulphite Nutrition 0.000 description 3
- FYRWKWGEFZTOQI-UHFFFAOYSA-N 3-prop-2-enoxy-2,2-bis(prop-2-enoxymethyl)propan-1-ol Chemical compound C=CCOCC(CO)(COCC=C)COCC=C FYRWKWGEFZTOQI-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 101710171243 Peroxidase 10 Proteins 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 2
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
- 230000001590 oxidative effect Effects 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 2
- 125000006188 2-phenyl benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C1=C(C([H])=C([H])C([H])=C1[H])C([H])([H])* 0.000 description 1
- VGBJGPRWGHIFLO-UHFFFAOYSA-N 4,5-dihydro-1,3-oxazole;hydrochloride Chemical compound Cl.C1CN=CO1 VGBJGPRWGHIFLO-UHFFFAOYSA-N 0.000 description 1
- UFQDKRWQSFLPQY-UHFFFAOYSA-N 4,5-dihydro-1h-imidazol-3-ium;chloride Chemical compound Cl.C1CN=CN1 UFQDKRWQSFLPQY-UHFFFAOYSA-N 0.000 description 1
- JHWGFJBTMHEZME-UHFFFAOYSA-N 4-prop-2-enoyloxybutyl prop-2-enoate Chemical class C=CC(=O)OCCCCOC(=O)C=C JHWGFJBTMHEZME-UHFFFAOYSA-N 0.000 description 1
- XHIKSLHIZYVEQI-UHFFFAOYSA-N CC1=C(C(=O)[PH2]=O)C(=CC(=C1)C)C Chemical compound CC1=C(C(=O)[PH2]=O)C(=CC(=C1)C)C XHIKSLHIZYVEQI-UHFFFAOYSA-N 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- POLCUAVZOMRGSN-UHFFFAOYSA-N dipropyl ether Chemical compound CCCOCCC POLCUAVZOMRGSN-UHFFFAOYSA-N 0.000 description 1
- 239000011790 ferrous sulphate Substances 0.000 description 1
- 235000003891 ferrous sulphate Nutrition 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 229910000359 iron(II) sulfate Inorganic materials 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical class OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- QWVGKYWNOKOFNN-UHFFFAOYSA-N o-cresol Chemical compound CC1=CC=CC=C1O QWVGKYWNOKOFNN-UHFFFAOYSA-N 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 229940093429 polyethylene glycol 6000 Drugs 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000004383 yellowing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
- C08J7/04—Coating
- C08J7/06—Coating with compositions not containing macromolecular substances
- C08J7/065—Low-molecular-weight organic substances, e.g. absorption of additives in the surface of the article
-
- 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
- C08F120/00—Homopolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
- C08F120/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F120/04—Acids; Metal salts or ammonium salts thereof
- C08F120/06—Acrylic acid; Methacrylic acid; Metal salts or ammonium salts thereof
-
- 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
- C08F2/00—Processes of polymerisation
- C08F2/46—Polymerisation initiated by wave energy or particle radiation
- C08F2/48—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light
-
- 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
- C08F4/00—Polymerisation catalysts
- C08F4/04—Azo-compounds
-
- 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
- C08F4/00—Polymerisation catalysts
- C08F4/40—Redox systems
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)
- Materials Engineering (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Absorbent Articles And Supports Therefor (AREA)
Abstract
The present invention is a kind of preparation method of super absorbent resin, and method is as follows：Acrylic acid is added in ice-water bath in sodium hydroxide and obtained neutralizer, after addition composite initiator, crosslinking agent stir evenly in neutralizer, controls polymerization initiation temperature, and the initiated polymerization under the irradiation of UV light obtains hydrogel；Hydrogel addition is cut in glue comminutor and is granulated, is uniformly added into granulation process and cuts glue auxiliary agent, primary granule is obtained after micelle drying and crushing；Final products are after heat treatment made in the surface-crosslinked liquid of primary granule surface spraying.Present invention employs compound multistage initiation methods, in a manner that polymerisation leading portion is combined using redox initiation system with light initiation system, accelerate polymerisation leading portion reaction rate, improve monomer leading portion transformation efficiency, while the time required to polymerisation is shortened, product whiteness is significantly improved, improves product performance index and hydrolysis resistance.
Description
Technical field
The present invention relates to a kind of preparation methods of water-absorbing resins, particularly a kind of preparation method of super absorbent resin.
Background technology
With the raising of people's living standard quality, the need of the amenities such as baby paper diaper, sanitary napkin, adult diaper
Asking increasingly increases, and as the main raw material(s) of above-mentioned amenities production, also when the river rises the boat goes up for the demand of super absorbent resin, together
When requirements at the higher level also proposed to the performance indicator of super absorbent resin, such as liquid absorbency rate higher, water retention property more preferably, it is dry-ness
More preferably, rate of liquid aspiration is faster and yellowing-resistant is had excellent performance.At present, the high-hydroscopicity prepared on the market using belt polymerization technique
Resin usually has that performance indicator is relatively low, resists to return and ooze performance is weak, whiteness is low etc..
The content of the invention
The technical problems to be solved by the invention be in view of the problems of the existing technology, provide a kind of reaction efficiency it is high,
Performance indicator is excellent, resists the preparation method returned and ooze the super absorbent resin that performance is strong, whiteness is high.
The technical problems to be solved by the invention are realized by following technical solution, and the present invention is a kind of high suction
The preparation method of water-base resin, its main feature is that：Its step are as follows：
（1）It after acrylic monomers is diluted with water, is added in ice-water bath in sodium hydroxide and obtained neutralizer, controls the degree of neutralization to be
0%-75%, acrylic acid quality account for the 20%-38% of neutralizer gross mass；
（2）After addition composite initiator, crosslinking agent stir evenly in neutralizer, polymerization initiation temperature is controlled, is irradiated in UV light
Lower initiated polymerization, obtains hydrogel；The composite initiator is using redox initiator, photoinitiator and warm
The mode that initiator three is combined, reducing agent dosage be acrylic monomers quality 0.01%-0.50%, oxidizer third
The 0.005%-0.20% of acrylic monomer quality, thermal initiator dosage be acrylic monomers quality 0.01%-0.20%, photoinitiator
Dosage is the 0.002%-0.02% of acrylic monomers quality；The dosage of crosslinking agent is the 0.10%- of acrylic monomers quality
0.80%；
（3）Hydrogel addition is cut in glue comminutor and is granulated, is uniformly added into granulation process and cuts glue auxiliary agent, after micelle drying and crushing
Obtain primary granule；The quality for cutting glue auxiliary agent is the 2%-15% of hydrogel quality；
（4）Final products are after heat treatment made in the surface-crosslinked liquid of primary granule surface spraying that will be obtained；It hands on the surface
Connection liquid is made of the mixing of propylene glycol, ethylene glycol diglycidylether and sulfate, and wherein propylene glycol quality is the total matter of primary granule
The 0.01-2% of amount；Ethylene glycol diglycidylether quality is the 0.005%-0.5% of primary granule gross mass；Sulfuric acid salt quality is
The 0.1-4.0% of primary granule quality.
The preparation method of super absorbent resin of the present invention, further preferred technical solution are：Step（2）
In, the photoinitiator is 1- hydroxy-cyclohexyls phenyl ketone, 2,2- dimethoxy -2- phenyl acetophenones, phenyl double (2,4,6-
Trimethylbenzoyl) phosphine oxide, 2- phenyl benzyl -2- dimethyl amines -1-（4- morpholine benzyl phenyl）Butanone, 2- hydroxy-methyl benzene
Base propane -1- ketone, double (1- (2,4 difluorobenzene base) -3- pyrrole radicals) titanocenes, diphenyl-(2,4,6- trimethylbenzoyls) oxygen
At least one of phosphorus, 2- methyl-1s-(4- methyl mercaptos phenyl) -2- morpholinyl -1- acetone.
The preparation method of super absorbent resin of the present invention, further preferred technical solution are：Step（2）
In, the oxidant is one or both of hydrogen peroxide, sodium peroxydisulfate, potassium peroxydisulfate, ammonium persulfate.
The preparation method of super absorbent resin of the present invention, further preferred technical solution are：Step（2）
In, the reducing agent is one or both of ascorbic acid, sulphite, sodium pyrosulfite, ferrous salt, bisulfites.
The preparation method of super absorbent resin of the present invention, further preferred technical solution are：Step（2）
In, the thermal initiator is double for 2,2- azos（2- miaow base propane）Dihydrochloride, 2,2- azos are double（2- methyl propanamides）Two
Hydrochloride, 4,4- azos are double（4- cyanovaleric acids）, azo diisobutyl ether hydrochloride, azo bis propane amine, azo diisopropyl miaow
One or both of oxazoline hydrochloride, azo dicyano valeric acid.
The preparation method of super absorbent resin of the present invention, further preferred technical solution are：Step（2）
In, the crosslinking agent is polyethylene glycol 200 diacrylate, Liquid Macrogol diacrylate, two propylene of polyethylene glycol 400
Acid esters, Macrogol 600 diacrylate, polyethylene glycol-800 diacrylate, cetomacrogol 1000 diacrylate, poly- second
1500 diacrylate of glycol, polyethylene glycol 2000 diacrylate, Macrogol 4000 diacrylate, Macrogol 6000
Diacrylate, polyethylene glycol 10000 diacrylate, PEG 20000 diacrylate, three acrylic acid of pentaerythrite
Ester, pentaerythritol triallyl ether, Dipentaerythritol Pentaacrylate, ethoxyquin trimethylolpropane trimethacrylate, Isosorbide-5-Nitrae-
Butanediol diacrylate;1,6- hexanediyl ester, neopentylglycol diacrylate, ethoxylated neopentylglycol dipropyl
Olefin(e) acid ester, ethoxylated neopentyl, triethoxy glycerol tri-acrylate, ethylene glycol diglycidylether
One or two.
The preparation method of super absorbent resin of the present invention, further preferred technical solution are：Step（2）In
The polymerisation peak temperature is 70-95 DEG C, and it is 8-15min to reach the reaction time needed for peak temperature.
The preparation method of super absorbent resin of the present invention, further preferred technical solution are：Step（3）
In, the glue auxiliary agent of cutting is stearic acid sodium, sucrose ester, vitamin C, sulphite, carbonate, bicarbonate, pyrosulfite
In two or more.
Present invention employs compound multistage initiation methods, and redox initiation system and light are used by polymerisation leading portion
The mode that primosome tying is closed, accelerates polymerisation leading portion reaction rate, monomer leading portion transformation efficiency is improved, after making reaction
The oxidizer of Duan Suoxu reduces, decomposition is more thorough, so that the high water absorption caused by polymerization inhibitor oxidation stain in acrylic acid
The property relatively low possibility of resin whiteness substantially reduces.While the time required to polymerisation is shortened, hence it is evident that it is white to improve product
Degree.It polymerize that the gel molecular chain to be formed is more uniform, and the soluble matter of low molecular weight is subtracted by the composite initiation system simultaneously
It is few, improve product performance index and hydrolysis resistance.
Compared with prior art, resin produced by the present invention has that performance indicator is excellent, anti-return oozes performance is strong, whiteness is high etc.
Feature, suitable for fields such as super dry and comfortable baby paper diaper, sanitary napkin and adult diaper articles for use.
Specific embodiment
The specific technical solution of the present invention described further below, in order to which those skilled in the art is further understood that
The present invention, without forming the limitation to its right.
Embodiment 1, a kind of preparation method of super absorbent resin, its step are as follows：
（1）It after acrylic monomers is diluted with water, is added in ice-water bath in sodium hydroxide and obtained neutralizer, controls the degree of neutralization to be
0%-75%, acrylic acid quality account for the 20%-38% of neutralizer gross mass；
（2）After addition composite initiator, crosslinking agent stir evenly in neutralizer, polymerization initiation temperature is controlled, is irradiated in UV light
Lower initiated polymerization, obtains hydrogel；The composite initiator is using redox initiator, photoinitiator and warm
The mode that initiator three is combined, reducing agent dosage be acrylic monomers quality 0.01%-0.50%, oxidizer third
The 0.005%-0.20% of acrylic monomer quality, thermal initiator dosage be acrylic monomers quality 0.01%-0.20%, photoinitiator
Dosage is the 0.002%-0.02% of acrylic monomers quality；The dosage of crosslinking agent is the 0.10%- of acrylic monomers quality
0.80%；The polymerisation peak temperature is 70-95 DEG C, and it is 8-15min to reach the reaction time needed for peak temperature；
（3）Hydrogel addition is cut in glue comminutor and is granulated, is uniformly added into granulation process and cuts glue auxiliary agent, after micelle drying and crushing
Obtain primary granule；The quality for cutting glue auxiliary agent is the 2%-15% of hydrogel quality；
（4）Final products are after heat treatment made in the surface-crosslinked liquid of primary granule surface spraying that will be obtained；It hands on the surface
Connection liquid is made of the mixing of propylene glycol, ethylene glycol diglycidylether and sulfate, and wherein propylene glycol quality is the total matter of primary granule
The 0.01-2% of amount；Ethylene glycol diglycidylether quality is the 0.005%-0.5% of primary granule gross mass；Sulfuric acid salt quality is
The 0.1-4.0% of primary granule quality.
The photoinitiator is 1- hydroxy-cyclohexyls phenyl ketone, 2,2- dimethoxy -2- phenyl acetophenones, phenyl are double
(2,4,6- trimethylbenzoyls) phosphine oxide, 2- phenyl benzyl -2- dimethyl amines -1-（4- morpholine benzyl phenyl）Butanone, 2- hydroxyls-
Aminomethyl phenyl propane -1- ketone, double (1- (2,4 difluorobenzene base) -3- pyrrole radicals) titanocenes, diphenyl-(2,4,6- trimethylbenzenes
Formyl) oxygen phosphorus, at least one of 2- methyl-1s-(4- methyl mercaptos phenyl) -2- morpholinyl -1- acetone.
The oxidant is one or both of hydrogen peroxide, sodium peroxydisulfate, potassium peroxydisulfate, ammonium persulfate.
The reducing agent for ascorbic acid, sulphite, sodium pyrosulfite, ferrous salt, one kind in bisulfites or
Two kinds.
The thermal initiator is double for 2,2- azos（2- miaow base propane）Dihydrochloride, 2,2- azos are double（2- methyl propionyl
Amine）Dihydrochloride, 4,4- azos are double（4- cyanovaleric acids）, azo diisobutyl ether hydrochloride, azo bis propane amine, azo diisopropyl
One or both of base imidazoline hydrochloride, azo dicyano valeric acid.
The crosslinking agent is polyethylene glycol 200 diacrylate, Liquid Macrogol diacrylate, polyethylene glycol 400 two
Acrylate, Macrogol 600 diacrylate, polyethylene glycol-800 diacrylate, cetomacrogol 1000 diacrylate,
Polyethylene glycol 1500 diacrylate, polyethylene glycol 2000 diacrylate, Macrogol 4000 diacrylate, polyethylene glycol
6000 diacrylates, polyethylene glycol 10000 diacrylate, PEG 20000 diacrylate, three propylene of pentaerythrite
Acid esters, pentaerythritol triallyl ether, Dipentaerythritol Pentaacrylate, ethoxyquin trimethylolpropane trimethacrylate, 1,
4- butanediol diacrylates;1,6- hexanediyl ester, neopentylglycol diacrylate, ethoxylated neopentylglycol two
Acrylate, ethoxylated neopentyl, triethoxy glycerol tri-acrylate, ethylene glycol diglycidyl
The one or two of ether.
The glue auxiliary agent of cutting is stearic acid sodium, sucrose ester, vitamin C, sulphite, carbonate, bicarbonate, burnt sulfurous
Two or more in hydrochlorate.
Embodiment 2, a kind of preparation method of super absorbent resin, its step are as follows：
（1）After 220 parts of high purity acrylic acids are added 450 parts of water dilutions, add in 120 parts of 50% sodium hydroxide and make in ice-water bath
Obtain neutralizer;
（2）0.05 part of 2,2- dimethoxy -2- phenyl acetophenones .15 parts of hydrogen peroxidase 10, ammonium persulfate are added in neutralizer
0.2 part, 0.45 part of Macrogol 600 diacrylate, 0.11 part of azo dicyclohexyl formonitrile HCN hydrochloride, stir evenly, take off
0.10 part of ascorbic acid is added in after oxygen, opens UV light initiating polymerizing reactions, reaction reaches 91 DEG C of peak temperature after 12 minutes；
（3）Hydrogel addition is cut in glue comminutor and is granulated, is uniformly added into granulation process and cuts glue auxiliary agent, is obtained just after drying and crushing
Grade particles；
（4）By step（3）The obtained surface-crosslinked liquid of primary granule surface spraying is made final after heated surface-crosslinked processing
Product.
Embodiment 3, a kind of preparation method of super absorbent resin, its step are as follows：
（1）After 220 parts of high purity acrylic acids are added 450 parts of water dilutions, add in 120 parts of 50% sodium hydroxide and make in ice-water bath
Obtain neutralizer;
（2）0.045 part of 2- hydroxy-methyl phenyl-propane -1- ketone .15 parts of hydrogen peroxidase 10, sodium peroxydisulfate are added in neutralizer
0.22 part, 0.50 part of polyethylene glycol 400 diacrylate, 0.08 part of azo diisobutyl ether hydrochloride, stir evenly, after deoxidation plus
Enter 0.20 part of sodium sulfite, open UV light initiating polymerizing reactions, reaction reaches 90 DEG C of peak temperature after 13 minutes；
（3）Hydrogel addition is cut in glue comminutor and is granulated, is uniformly added into granulation process and cuts glue auxiliary agent, is obtained just after drying and crushing
Grade particles；
（4）By step（3）The obtained surface-crosslinked liquid of primary granule surface spraying is made final after heated surface-crosslinked processing
Product.
Embodiment 4, a kind of preparation method of super absorbent resin, its step are as follows：
（1）After 220 parts of high purity acrylic acids are added 450 parts of water dilutions, add in 120 parts of 50% sodium hydroxide and make in ice-water bath
Obtain neutralizer;
（2）0.035 part of 1- hydroxy-cyclohexyls phenyl ketone, 0.25 part of ammonium persulfate, pentaerythrite triolefin are added in neutralizer
0.40 part of propyl ether, 0.08 part of azo diisobutyl ether hydrochloride stir evenly, and add in sodium sulfite after deoxidation and ferrous sulfate is each
0.15 part and 0.05 part, UV light initiating polymerizing reactions are opened, reaction reaches 90 DEG C of peak temperature after 13 minutes；
（3）Hydrogel addition is cut in glue comminutor and is granulated, is uniformly added into granulation process and cuts glue auxiliary agent, is obtained just after drying and crushing
Grade particles；
（4）By step（3）The obtained surface-crosslinked liquid of primary granule surface spraying is made final after heated surface-crosslinked processing
Product.
Comparative example 1
（1）After 220 parts of high purity acrylic acids are added 450 parts of water dilutions, add in 120 parts of 50% sodium hydroxide and make in ice-water bath
Obtain neutralizer；
（2）0.45 part of sodium peroxydisulfate is added in neutralizer, 0.45 part of Macrogol 600 diacrylate stirs evenly, deoxidation
0.30 part of sodium sulfite is added in afterwards, and no light initiation reaction reaches 87 DEG C of peak temperature after forty minutes；
（3）Hydrogel addition is cut in glue comminutor and is granulated, is uniformly added into granulation process and cuts glue auxiliary agent, is obtained just after drying and crushing
Grade particles；
（4）By step（3）The obtained surface-crosslinked liquid of primary granule surface spraying is made final after heated surface-crosslinked processing
Product.
Super absorbent resin made from embodiment 2,3,4 and comparative example 1 is detected, the data such as table 1 of test：
Table 1：
Claims (8)
1. a kind of preparation method of super absorbent resin, which is characterized in that its step are as follows：
（1）It after acrylic monomers is diluted with water, is added in ice-water bath in sodium hydroxide and obtained neutralizer, controls the degree of neutralization to be
0%-75%, acrylic acid quality account for the 20%-38% of neutralizer gross mass；
（2）After addition composite initiator, crosslinking agent stir evenly in neutralizer, polymerization initiation temperature is controlled, is irradiated in UV light
Lower initiated polymerization, obtains hydrogel；The composite initiator is using redox initiator, photoinitiator and warm
The mode that initiator three is combined, reducing agent dosage be acrylic monomers quality 0.01%-0.50%, oxidizer third
The 0.005%-0.20% of acrylic monomer quality, thermal initiator dosage be acrylic monomers quality 0.01%-0.20%, photoinitiator
Dosage is the 0.002%-0.02% of acrylic monomers quality；The dosage of crosslinking agent is the 0.10%- of acrylic monomers quality
0.80%；
（3）Hydrogel addition is cut in glue comminutor and is granulated, is uniformly added into granulation process and cuts glue auxiliary agent, after micelle drying and crushing
Obtain primary granule；The quality for cutting glue auxiliary agent is the 2%-15% of hydrogel quality；
（4）Final products are after heat treatment made in the surface-crosslinked liquid of primary granule surface spraying that will be obtained；It hands on the surface
Connection liquid is made of the mixing of propylene glycol, ethylene glycol diglycidylether and sulfate, and wherein propylene glycol quality is the total matter of primary granule
The 0.01-2% of amount；Ethylene glycol diglycidylether quality is the 0.005%-0.5% of primary granule gross mass；Sulfuric acid salt quality is
The 0.1-4.0% of primary granule quality.
2. the preparation method of super absorbent resin according to claim 1, it is characterised in that：Step（2）In, the light draws
Hair agent is 1- hydroxy-cyclohexyls phenyl ketone, double (the 2,4,6- trimethylbenzene first of 2,2- dimethoxy -2- phenyl acetophenones, phenyl
Acyl group) phosphine oxide, 2- phenyl benzyl -2- dimethyl amines -1-（4- morpholine benzyl phenyl）Butanone, 2- hydroxy-methyl phenyl-propanes -1-
Ketone, double (1- (2,4 difluorobenzene base) -3- pyrrole radicals) titanocenes, diphenyl-(2,4,6- trimethylbenzoyls) oxygen phosphorus, 2- first
At least one of base -1- (4- methyl mercaptos phenyl) -2- morpholinyl -1- acetone.
3. the preparation method of super absorbent resin according to claim 1, it is characterised in that：Step（2）In, the oxidation
Agent is one or both of hydrogen peroxide, sodium peroxydisulfate, potassium peroxydisulfate, ammonium persulfate.
4. the preparation method of super absorbent resin according to claim 1, it is characterised in that：Step（2）In, the reduction
Agent is one or both of ascorbic acid, sulphite, sodium pyrosulfite, ferrous salt, bisulfites.
5. the preparation method of super absorbent resin according to claim 1, it is characterised in that：Step（2）In, the heat is drawn
It is double for 2,2- azos to send out agent（2- miaow base propane）Dihydrochloride, 2,2- azos are double（2- methyl propanamides）Dihydrochloride, 4,
4- azos are double（4- cyanovaleric acids）, azo diisobutyl ether hydrochloride, azo bis propane amine, azo dicyclohexyl formonitrile HCN hydrochloride,
One or both of azo dicyano valeric acid.
6. the preparation method of super absorbent resin according to claim 1, it is characterised in that：Step（2）In, the crosslinking
Agent is polyethylene glycol 200 diacrylate, Liquid Macrogol diacrylate, polyethylene glycol 400 diacrylate, poly- second two
600 diacrylate of alcohol, polyethylene glycol-800 diacrylate, cetomacrogol 1000 diacrylate, polyethylene glycol 1500 dipropyl
Olefin(e) acid ester, polyethylene glycol 2000 diacrylate, Macrogol 4000 diacrylate, Macrogol 6000 diacrylate,
Polyethylene glycol 10000 diacrylate, PEG 20000 diacrylate, pentaerythritol triacrylate, pentaerythrite three
Allyl ether, Dipentaerythritol Pentaacrylate, ethoxyquin trimethylolpropane trimethacrylate, 1,4-butanediol diacrylate
Ester;1,6- hexanediyl ester, neopentylglycol diacrylate, ethoxylated neopentylglycol diacrylate, ethyoxyl
Change neopentylglycol diacrylate, triethoxy glycerol tri-acrylate, the one or two of ethylene glycol diglycidylether.
7. the preparation method of super absorbent resin according to claim 1, it is characterised in that：Step（2）Described in it is poly-
It is 70-95 DEG C to close reaction peak temperature, and it is 8-15min to reach the reaction time needed for peak temperature.
8. the preparation method of super absorbent resin according to claim 1, it is characterised in that：Step（3）In, it is described to cut glue
Auxiliary agent is stearic acid sodium, two kinds or two in sucrose ester, vitamin C, sulphite, carbonate, bicarbonate, pyrosulfite
Kind or more.
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| CN110590983A (en) * | 2019-01-31 | 2019-12-20 | 江苏斯尔邦石化有限公司 | Method for preparing water-absorbent resin by multistage initiation polymerization |
| CN110950993A (en) * | 2019-12-13 | 2020-04-03 | 万华化学集团股份有限公司 | Preparation method of acrylic acid water-absorbent resin with low extractable content |
| CN111499914A (en) * | 2020-04-30 | 2020-08-07 | 江苏斯尔邦石化有限公司 | Preparation method of quick-absorption type super absorbent resin |
| CN113480754A (en) * | 2021-04-21 | 2021-10-08 | 江苏斯尔邦石化有限公司 | Simple preparation method of polyacrylic acid series super absorbent resin |
| CN116178610A (en) * | 2022-12-22 | 2023-05-30 | 山东德瑞高分子材料股份有限公司 | Preparation method of super absorbent resin |
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