CN110054736A - A kind of polycarboxylate salt dispersant and preparation method thereof - Google Patents
A kind of polycarboxylate salt dispersant and preparation method thereof Download PDFInfo
- Publication number
- CN110054736A CN110054736A CN201910288818.0A CN201910288818A CN110054736A CN 110054736 A CN110054736 A CN 110054736A CN 201910288818 A CN201910288818 A CN 201910288818A CN 110054736 A CN110054736 A CN 110054736A
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- CN
- China
- Prior art keywords
- parts
- monomer
- acid
- salt dispersant
- polycarboxylate salt
- Prior art date
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- 239000002270 dispersing agent Substances 0.000 title claims abstract description 39
- 229920005646 polycarboxylate Polymers 0.000 title claims abstract description 23
- 150000003839 salts Chemical class 0.000 title claims abstract description 21
- 238000002360 preparation method Methods 0.000 title claims description 12
- 239000000178 monomer Substances 0.000 claims abstract description 23
- 239000003999 initiator Substances 0.000 claims abstract description 15
- 239000003002 pH adjusting agent Substances 0.000 claims abstract description 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 14
- 239000008367 deionised water Substances 0.000 claims abstract description 13
- 229910021641 deionized water Inorganic materials 0.000 claims abstract description 13
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 8
- 239000000203 mixture Substances 0.000 claims abstract description 4
- 239000000463 material Substances 0.000 claims abstract description 3
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 claims description 22
- 229910001870 ammonium persulfate Inorganic materials 0.000 claims description 11
- KOUKXHPPRFNWPP-UHFFFAOYSA-N pyrazine-2,5-dicarboxylic acid;hydrate Chemical compound O.OC(=O)C1=CN=C(C(O)=O)C=N1 KOUKXHPPRFNWPP-UHFFFAOYSA-N 0.000 claims description 9
- 239000002253 acid Substances 0.000 claims description 7
- 238000004321 preservation Methods 0.000 claims description 7
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims description 6
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims description 6
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 6
- -1 polyoxy Polymers 0.000 claims description 6
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 6
- 229920000056 polyoxyethylene ether Polymers 0.000 claims description 5
- 229940051841 polyoxyethylene ether Drugs 0.000 claims description 5
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 claims description 4
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 claims description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 4
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 4
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 claims description 4
- 238000002156 mixing Methods 0.000 claims description 4
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 claims description 4
- 235000019394 potassium persulphate Nutrition 0.000 claims description 4
- 229940079827 sodium hydrogen sulfite Drugs 0.000 claims description 4
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 claims description 4
- CHQMHPLRPQMAMX-UHFFFAOYSA-L sodium persulfate Chemical compound [Na+].[Na+].[O-]S(=O)(=O)OOS([O-])(=O)=O CHQMHPLRPQMAMX-UHFFFAOYSA-L 0.000 claims description 4
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 3
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 claims description 3
- QZPSOSOOLFHYRR-UHFFFAOYSA-N 3-hydroxypropyl prop-2-enoate Chemical compound OCCCOC(=O)C=C QZPSOSOOLFHYRR-UHFFFAOYSA-N 0.000 claims description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 3
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 3
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims description 3
- 239000001530 fumaric acid Substances 0.000 claims description 3
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 3
- 239000011976 maleic acid Substances 0.000 claims description 3
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims description 3
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 claims description 3
- 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 claims description 2
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 claims description 2
- 239000004342 Benzoyl peroxide Substances 0.000 claims description 2
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 claims description 2
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 claims description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims description 2
- 239000000908 ammonium hydroxide Substances 0.000 claims description 2
- 235000019400 benzoyl peroxide Nutrition 0.000 claims description 2
- 229920001577 copolymer Polymers 0.000 claims description 2
- 150000002148 esters Chemical class 0.000 claims description 2
- 229940031098 ethanolamine Drugs 0.000 claims description 2
- DNJIEGIFACGWOD-UHFFFAOYSA-N ethyl mercaptane Natural products CCS DNJIEGIFACGWOD-UHFFFAOYSA-N 0.000 claims description 2
- 239000011790 ferrous sulphate Substances 0.000 claims description 2
- 235000003891 ferrous sulphate Nutrition 0.000 claims description 2
- BAUYGSIQEAFULO-UHFFFAOYSA-L iron(2+) sulfate (anhydrous) Chemical compound [Fe+2].[O-]S([O-])(=O)=O BAUYGSIQEAFULO-UHFFFAOYSA-L 0.000 claims description 2
- 229910000359 iron(II) sulfate Inorganic materials 0.000 claims description 2
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 claims description 2
- MNCGMVDMOKPCSQ-UHFFFAOYSA-M sodium;2-phenylethenesulfonate Chemical compound [Na+].[O-]S(=O)(=O)C=CC1=CC=CC=C1 MNCGMVDMOKPCSQ-UHFFFAOYSA-M 0.000 claims description 2
- GJBRNHKUVLOCEB-UHFFFAOYSA-N tert-butyl benzenecarboperoxoate Chemical compound CC(C)(C)OOC(=O)C1=CC=CC=C1 GJBRNHKUVLOCEB-UHFFFAOYSA-N 0.000 claims description 2
- DGVVWUTYPXICAM-UHFFFAOYSA-N β‐Mercaptoethanol Chemical compound OCCS DGVVWUTYPXICAM-UHFFFAOYSA-N 0.000 claims description 2
- 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 claims 2
- 239000011734 sodium Substances 0.000 claims 2
- 229910052708 sodium Inorganic materials 0.000 claims 2
- YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical compound CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-UHFFFAOYSA-N 0.000 claims 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 1
- 239000005864 Sulphur Substances 0.000 claims 1
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical compound C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 claims 1
- 150000007513 acids Chemical class 0.000 claims 1
- WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 claims 1
- QWVBGCWRHHXMRM-UHFFFAOYSA-N hexadecoxycarbonyloxy hexadecyl carbonate Chemical compound CCCCCCCCCCCCCCCCOC(=O)OOC(=O)OCCCCCCCCCCCCCCCC QWVBGCWRHHXMRM-UHFFFAOYSA-N 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical group [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 claims 1
- UWNADWZGEHDQAB-UHFFFAOYSA-N i-Pr2C2H4i-Pr2 Natural products CC(C)CCC(C)C UWNADWZGEHDQAB-UHFFFAOYSA-N 0.000 claims 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 abstract description 4
- 239000002699 waste material Substances 0.000 abstract description 4
- 231100000331 toxic Toxicity 0.000 abstract description 2
- 230000002588 toxic effect Effects 0.000 abstract description 2
- 231100000252 nontoxic Toxicity 0.000 abstract 1
- 230000003000 nontoxic effect Effects 0.000 abstract 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 27
- 238000003756 stirring Methods 0.000 description 17
- 239000000575 pesticide Substances 0.000 description 11
- 238000009835 boiling Methods 0.000 description 8
- 150000007942 carboxylates Chemical class 0.000 description 8
- 238000001816 cooling Methods 0.000 description 8
- 238000007599 discharging Methods 0.000 description 8
- 238000009413 insulation Methods 0.000 description 8
- 239000000126 substance Substances 0.000 description 8
- 238000010792 warming Methods 0.000 description 8
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- 239000006185 dispersion Substances 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 4
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- 230000000361 pesticidal effect Effects 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
- JPAOMENBKRZQDR-UHFFFAOYSA-N CC=CC.[Na] Chemical compound CC=CC.[Na] JPAOMENBKRZQDR-UHFFFAOYSA-N 0.000 description 2
- 150000001336 alkenes Chemical class 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- DKIDEFUBRARXTE-UHFFFAOYSA-N 3-mercaptopropanoic acid Chemical group OC(=O)CCS DKIDEFUBRARXTE-UHFFFAOYSA-N 0.000 description 1
- DXPPIEDUBFUSEZ-UHFFFAOYSA-N 6-methylheptyl prop-2-enoate Chemical group CC(C)CCCCCOC(=O)C=C DXPPIEDUBFUSEZ-UHFFFAOYSA-N 0.000 description 1
- RZYKUPXRYIOEME-UHFFFAOYSA-N CCCCCCCCCCCC[S] Chemical compound CCCCCCCCCCCC[S] RZYKUPXRYIOEME-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 235000017858 Laurus nobilis Nutrition 0.000 description 1
- 229920001732 Lignosulfonate Polymers 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 235000005212 Terminalia tomentosa Nutrition 0.000 description 1
- 244000125380 Terminalia tomentosa Species 0.000 description 1
- ZRXADTFMGYNRKV-UHFFFAOYSA-N [S].C1=CC=CC2=CC=CC=C21 Chemical compound [S].C1=CC=CC2=CC=CC=C21 ZRXADTFMGYNRKV-UHFFFAOYSA-N 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 238000004220 aggregation Methods 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 1
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 1
- 235000011130 ammonium sulphate Nutrition 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 230000007096 poisonous effect Effects 0.000 description 1
- 125000003367 polycyclic group Chemical group 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- BWJUFXUULUEGMA-UHFFFAOYSA-N propan-2-yl propan-2-yloxycarbonyloxy carbonate Chemical compound CC(C)OC(=O)OOC(=O)OC(C)C BWJUFXUULUEGMA-UHFFFAOYSA-N 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000012827 research and development Methods 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- JJMIAJGBZGZNHA-UHFFFAOYSA-N sodium;styrene Chemical compound [Na].C=CC1=CC=CC=C1 JJMIAJGBZGZNHA-UHFFFAOYSA-N 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/30—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests characterised by the surfactants
-
- 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
- C08F2/38—Polymerisation using regulators, e.g. chain terminating agents, e.g. telomerisation
-
- 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
- C08F212/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
- C08F212/02—Monomers containing only one unsaturated aliphatic radical
- C08F212/04—Monomers containing only one unsaturated aliphatic radical containing one ring
- C08F212/14—Monomers containing only one unsaturated aliphatic radical containing one ring substituted by heteroatoms or groups containing heteroatoms
-
- 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
- C08F220/00—Copolymers 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
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/14—Methyl esters, e.g. methyl (meth)acrylate
-
- 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
- C08F220/00—Copolymers 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
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
-
- 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
- C08F220/00—Copolymers 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
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/52—Amides or imides
- C08F220/54—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide
- C08F220/58—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide containing oxygen in addition to the carbonamido oxygen, e.g. N-methylolacrylamide, N-(meth)acryloylmorpholine
-
- 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
- C08F222/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides, or nitriles thereof
- C08F222/02—Acids; Metal salts or ammonium salts thereof, e.g. maleic acid or itaconic acid
-
- 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
- C08F228/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a bond to sulfur or by a heterocyclic ring containing sulfur
- C08F228/02—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a bond to sulfur or by a heterocyclic ring containing sulfur by a bond to sulfur
-
- 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
- C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
- C08F283/06—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polyethers, polyoxymethylenes or polyacetals
- C08F283/065—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polyethers, polyoxymethylenes or polyacetals on to unsaturated polyethers, polyoxymethylenes or polyacetals
-
- 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
- C08F220/00—Copolymers 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
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
- C08F220/1804—C4-(meth)acrylate, e.g. butyl (meth)acrylate, isobutyl (meth)acrylate or tert-butyl (meth)acrylate
-
- 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
- C08F220/00—Copolymers 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
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
- C08F220/1808—C8-(meth)acrylate, e.g. isooctyl (meth)acrylate or 2-ethylhexyl (meth)acrylate
-
- 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
- C08F220/00—Copolymers 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
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/52—Amides or imides
- C08F220/54—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide
- C08F220/58—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide containing oxygen in addition to the carbonamido oxygen, e.g. N-methylolacrylamide, N-(meth)acryloylmorpholine
- C08F220/585—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide containing oxygen in addition to the carbonamido oxygen, e.g. N-methylolacrylamide, N-(meth)acryloylmorpholine and containing other heteroatoms, e.g. 2-acrylamido-2-methylpropane sulfonic acid [AMPS]
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Abstract
The invention discloses a kind of polycarboxylate salt dispersant, the dispersing agent is by following mass ratio material composition: A30-100 parts of monomer, 30-100 parts of monomer B, 5-20 parts of initiator, 1-15 parts of chain-transferring agent, 200 parts of deionized water, 6-15 parts of pH adjusting agent.The present invention using linear polycarboxylate be it is nontoxic, it is harmless.Waste discharge, waste residue without toxic component in the exhaust gas of discharge are met into the production principle of Green Chemistry in the production of this polycarboxylate.
Description
Technical field
The present invention relates to pesticide fields, and in particular to a kind of pesticide dispersing agent is more particularly to a kind of polycarboxylate pesticide
Dispersing agent and preparation method thereof.
Background technique
Pesticide dispersing agent is one of the key component in pesticidal preparations, it is adsorbed in oily ice interface or solid particle surfaces,
The aggregation of solid or liquid particle in dispersion is hindered and prevented, keeps the dispersion of pesticide uniform particle in a long time.
Traditional pesticide dispersing agent is usually to have polycyclic anionic surfactant, such as alkylnaphthalene sulfonate, naphthalene sulphur
Though the sodium salt of sour formaldehyde condensation products, lignosulfonates etc. have certain stably dispersing effect, since molecular weight is relatively low, function
Reasons, the pesticidal aqueous suspension system dispersion stabilizations made such as energy group irrational distribution, Environmental compatibility difference are poor.
Novel pesticide dispersing agent polycarboxylate is a kind of macromolecule analog anion surfactants.Japan, the U.S. and moral
The country such as state has begun large-scale popularization and application polycarboxylate salt dispersant in the 1990s.In Eleventh Five-Year Plan
In national science and technology supporting plan, researchs and develops polycarboxylic acid salt's dispersing agent as environment-friendly pesticide type special assistant and produce
Industryization demonstration.The polycarboxylate salt dispersant that research and development are suitable for the formulations of pesticide is the inevitable requirement for improving pesticide efficacy.
Summary of the invention
The object of the present invention is to provide the polycarboxylates of a kind of dispersion performance that can be improved pesticidal preparations and stability
Pesticide dispersing agent.
To achieve the above object, the invention provides the following technical scheme: a kind of polycarboxylate salt dispersant, the dispersing agent by
Following mass ratio material composition: 30-100 parts of monomer A, 30-100 parts of monomer B, 5-20 parts of aqueous initiator, chain-transferring agent 1-
15 parts, 200 parts of deionized water, 6-15 parts of pH adjusting agent.
Preferably, the number-average molecular weight Mn of polycarboxylic acid salt's dispersing agent is 2000~10000g/mol.
Preferably, a kind of polycarboxylate salt dispersant and preparation method thereof, it is characterised in that: the monomer A is third
Olefin(e) acid, methacrylic acid, itaconic acid, fumaric acid, maleic acid, maleic anhydride, methyl acrylate, butyl acrylate, acrylic acid are different
At least one of monooctyl ester or the mixing of two or more arbitrary proportions.
Preferably, the monomer B is allyl polyethenoxy ether, methyl allyl polyoxyethylene ether, polyoxyethylene nonyl phenyl second
Alkene ether acrylate, sodium styrene sulfonate, methylpropene sodium sulfonate, 2- acrylamide-2-methyl propane sulfonic, hydroxypropyl acrylate
It is a kind of or 2 kinds.
Preferably, the initiator is ammonium persulfate, potassium peroxydisulfate, sodium peroxydisulfate, benzoyl peroxide, peroxidating laurel
Acyl, peroxidized t-butyl perbenzoate, di-isopropyl peroxydicarbonate, azodiisobutyronitrile, azobisisoheptonitrile, azo two are different
Butyl amidine dihydrochloride, ammonium persulfate/sodium hydrogensulfite, potassium peroxydisulfate/sodium hydrogensulfite, in ammonium persulfate/ferrous sulfate
It is one or more of
Preferably, the chain-transferring agent is 3- mercaptopropionic acid, thioacetic acid, mercaptoethanol, isopropanol, dodecyl sulphur
One or more of alcohol, octanol.
Preferably, the pH adjusting agent is selected from one of sodium hydroxide, potassium hydroxide, ethanol amine, triethanolamine, ammonium hydroxide
Or two or more arbitrary proportion mixing.
The present invention also provides the preparation methods of polycarboxylate salt dispersant a kind of, which is characterized in that its specific preparation method
It is as follows:
Step 1: monomer A and deionized water, chain-transferring agent are added in the reactor equipped with thermometer and condenser pipe, filled
Divide stirring, in 60-90 DEG C of heat preservation 1-6h.
Step 2: being added dropwise monomer B in Xiang Shangshu solution and initiator solution, about 1-4h be added dropwise, and anti-at 60-90 DEG C
Answer 1-6h.
Step 3: by above-mentioned solution with pH adjusting agent tune pH to 6-9 to get aqueous copolymers solution, discharge finished product point
Powder.
Technical effect and advantage of the invention:
1, polycarboxylate salt dispersant produced by the invention is green non-poisonous, harmless；
2, not waste discharge, waste residue in polycarboxylate salt dispersant's production process of the present invention, do not have in the exhaust gas of discharge yet
Toxic component meets the production principle of Green Chemistry；
3, low activity monomer B is first put into reaction flask by the present invention, then the higher other monomers of investment activity and initiator,
It can obtain that relative molecular weight distribution is narrow, the uniform high polymer of structure distribution, such polymer has high dispersibility
Energy and stability.
Specific embodiment
Below in conjunction with the embodiment of the present invention, technical scheme in the embodiment of the invention is clearly and completely described,
Obviously, described embodiments are only a part of the embodiments of the present invention, instead of all the embodiments.Based in the present invention
Embodiment, every other embodiment obtained by those of ordinary skill in the art without making creative efforts, all
Belong to the scope of protection of the invention.
Embodiment 1
Step 1: remove the substance of column quality: 200 parts and 1 part 30 parts of itaconic acid, deionized water thioacetic acid are added to band
In the four-hole boiling flask for having blender, constant pressure funnel, thermometer, condenser pipe, stirring is warming up to 80 DEG C or so and keeps the temperature 2 hours；
Step 2: 30 parts and 5 parts initiators of monomer allyl polyethenoxy ether are added dropwise into above-mentioned solution in 2.5 hours
Ammonium persulfate, insulation reaction 4h；
Step 3: being finally added 6 parts of pH adjusting agent NaOH into above-mentioned solution, and stirring neutralizes, cooling discharging, is made poly-
Carboxylate dispersants.
Embodiment 2:
Step 1: remove the substance of column quality: 200 parts and 1 part 30 parts of acrylic acid, deionized water thioacetic acid are added to band
In the four-hole boiling flask for having blender, constant pressure funnel, thermometer, condenser pipe, stirring is warming up to 80 DEG C or so and keeps the temperature 2 hours；
Step 2: 30 parts and 5 parts of monomer methyl allyl polyoxyethylene ether are added dropwise into above-mentioned solution in 2.5 hours and is drawn
Send out agent ammonium persulfate, insulation reaction 4h；
Step 3: being finally added 6 parts of pH adjusting agent NaOH into above-mentioned solution, and stirring neutralizes, cooling discharging, is made poly-
Carboxylate dispersants.
Embodiment 3
Step 1: remove the substance of column quality: 200 parts and 1 part 30 parts of methacrylic acid, deionized water thioacetic acid are added
Into the four-hole boiling flask for having blender, constant pressure funnel, thermometer, condenser pipe, it is small that stirring is warming up to 80 DEG C or so heat preservations 2
When；
Step 2: 30 parts of monomer nonylphenol polyoxyethylene ether acrylate and 5 are added dropwise into above-mentioned solution in 2.5 hours
Part initiator ammonium persulfate, insulation reaction 4h；
Step 3: being finally added 6 parts of pH adjusting agent NaOH into above-mentioned solution, and stirring neutralizes, cooling discharging, is made poly-
Carboxylate dispersants.
Embodiment 4
Step 1: remove the substance of column quality: 200 parts and 1 part 30 parts of fumaric acid, deionized water thioacetic acid are added to band
In the four-hole boiling flask for having blender, constant pressure funnel, thermometer, condenser pipe, stirring is warming up to 80 DEG C or so and keeps the temperature 2 hours；
Step 2: 30 parts and 5 parts initiator over cures of monomer styrene sodium sulfonate are added dropwise into above-mentioned solution in 2.5 hours
Sour ammonium, insulation reaction 4h；
Step 3: being finally added 6 parts of pH adjusting agent NaOH into above-mentioned solution, and stirring neutralizes, cooling discharging, is made poly-
Carboxylate dispersants.
Embodiment 5
Step 1: remove the substance of column quality: 200 parts and 1 part 30 parts of methyl acrylate, deionized water thioacetic acid are added
Into the four-hole boiling flask for having blender, constant pressure funnel, thermometer, condenser pipe, it is small that stirring is warming up to 80 DEG C or so heat preservations 2
When；
Step 2: 30 parts and 5 parts initiator mistakes of monomer methylpropene sodium sulfonate are added dropwise into above-mentioned solution in 2.5 hours
Ammonium sulfate, insulation reaction 4h；
Step 3: being finally added 6 parts of pH adjusting agent NaOH into above-mentioned solution, and stirring neutralizes, cooling discharging, is made poly-
Carboxylate dispersants.
Embodiment 6
Step 1: remove the substance of column quality: 200 parts and 1 part 30 parts of butyl acrylate, deionized water thioacetic acid are added
Into the four-hole boiling flask for having blender, constant pressure funnel, thermometer, condenser pipe, it is small that stirring is warming up to 80 DEG C or so heat preservations 2
When；
Step 2: 30 parts of monomer 2- acrylamide-2-methyl propane sulfonic and 5 are added dropwise into above-mentioned solution in 2.5 hours
Part initiator ammonium persulfate, insulation reaction 4h；
Step 3: being finally added 6 parts of pH adjusting agent NaOH into above-mentioned solution, and stirring neutralizes, cooling discharging, is made poly-
Carboxylate dispersants.
Embodiment 7
Step 1: remove the substance of column quality: 200 parts and 1 part 30 parts of Isooctyl acrylate monomer, deionized water thioacetic acid add
Enter into the four-hole boiling flask for having blender, constant pressure funnel, thermometer, condenser pipe, stirring is warming up to 80 DEG C or so heat preservations 2
Hour；
Step 2: 30 parts and 5 parts initiator over cures of monomeric acrylic hydroxypropyl acrylate are added dropwise into above-mentioned solution in 2.5 hours
Sour ammonium, insulation reaction 4h；
Step 3: being finally added 6 parts of pH adjusting agent NaOH into above-mentioned solution, and stirring neutralizes, cooling discharging, is made poly-
Carboxylate dispersants.
Embodiment 8
Step 1: the substance of column quality: maleic acid or 200 parts and 1 part 30 parts of maleic anhydride, deionized water sulfydryl second is removed
Acid be added to blender, constant pressure funnel, thermometer, condenser pipe four-hole boiling flask in, stirring be warming up to 80 DEG C or so
Heat preservation 2 hours；
Step 2: 30 parts and 5 parts initiators of monomer allyl polyethenoxy ether are added dropwise into above-mentioned solution in 2.5 hours
Ammonium persulfate, insulation reaction 4h；
Step 3: being finally added 6 parts of pH adjusting agent NaOH into above-mentioned solution, and stirring neutralizes, cooling discharging, is made poly-
Carboxylate dispersants.
Claims (8)
1. a kind of polycarboxylate salt dispersant, which is characterized in that the dispersing agent is by following mass ratio material composition: monomer A 30-
100 parts, 30-100 parts of monomer B, 5-20 parts of aqueous initiator, 1-15 parts of chain-transferring agent, 200 parts of deionized water, pH adjusting agent 6-
15 parts.
2. a kind of polycarboxylate salt dispersant according to claim 1 and preparation method thereof, it is characterised in that: the polycarboxylic acids
The number-average molecular weight Mn of salt dispersing agent is 2000~10000g/mol.
3. a kind of polycarboxylate salt dispersant according to claim 1 and preparation method thereof, it is characterised in that: the monomer A
For acrylic acid, methacrylic acid, itaconic acid, fumaric acid, maleic acid or maleic anhydride, methyl acrylate, butyl acrylate, propylene
At least one of different monooctyl ester of acid or the mixing of two or more arbitrary proportions.
4. a kind of polycarboxylate salt dispersant according to claim 1, it is characterised in that: the monomer B is allyl polyoxy
Vinethene, methyl allyl polyoxyethylene ether, nonylphenol polyoxyethylene ether acrylate, sodium styrene sulfonate, metering system sulphur
Sour sodium, 2- acrylamide-2-methyl propane sulfonic, hydroxypropyl acrylate one kind or 2 kinds.
5. a kind of polycarboxylate salt dispersant according to claim 1, it is characterised in that: the initiator be ammonium persulfate,
Potassium peroxydisulfate, sodium peroxydisulfate, benzoyl peroxide, lauroyl peroxide, peroxidized t-butyl perbenzoate, dicetyl peroxydicarbonate two
Isopropyl ester, azodiisobutyronitrile, azobisisoheptonitrile, azo diisobutyl amidine dihydrochloride, ammonium persulfate/sodium hydrogensulfite,
One or more of potassium peroxydisulfate/sodium hydrogensulfite, ammonium persulfate/ferrous sulfate.
6. a kind of polycarboxylate salt dispersant according to claim 1, it is characterised in that: the chain-transferring agent is 3- sulfydryl third
One or more of acid, thioacetic acid, mercaptoethanol, isopropanol, lauryl mercaptan, octanol.
7. a kind of polycarboxylate salt dispersant according to claim 1, it is characterised in that: the pH adjusting agent is selected from hydroxide
The mixing of one or more of sodium, potassium hydroxide, ethanol amine, triethanolamine, ammonium hydroxide arbitrary proportion.
8. the present invention also provides the preparation methods of polycarboxylate salt dispersant a kind of, which is characterized in that its specific preparation method is such as
Under:
Step 1: monomer A and deionized water, chain-transferring agent are added in the reactor equipped with thermometer and condenser pipe, sufficiently stirred
It mixes, in 60-90 DEG C of heat preservation 1-6h.
Step 2: monomer B is added dropwise in Xiang Shangshu solution and initiator solution, about 1-4h are added dropwise, and in 60-90 DEG C of reaction 1-
6h。
Step 3: by above-mentioned solution with pH adjusting agent tune pH to 6-9 to get aqueous copolymers solution, discharge finished product dispersing agent.
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| CN110387017A (en) * | 2019-08-12 | 2019-10-29 | 上海师范大学 | Combed polycarboxylate salt dispersant containing polyether lateral chain and preparation method thereof |
| CN110558314A (en) * | 2019-08-20 | 2019-12-13 | 南京拓际生物科技有限公司 | Polycarboxylate macromolecular aqueous suspending agent dispersant and preparation method thereof |
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| CN110387017A (en) * | 2019-08-12 | 2019-10-29 | 上海师范大学 | Combed polycarboxylate salt dispersant containing polyether lateral chain and preparation method thereof |
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| CN111171214B (en) * | 2020-02-25 | 2021-04-16 | 北京汉莫克化学技术有限公司 | Polycarboxylate agricultural dispersant and preparation method thereof |
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| CN111234088A (en) * | 2020-03-12 | 2020-06-05 | 广东巴德富新材料有限公司 | Functional acrylate dispersant and preparation method thereof |
| CN111316984A (en) * | 2020-03-12 | 2020-06-23 | 惠乾科技(广东)有限公司 | Polycarboxylate dispersant and preparation method thereof |
| WO2021232837A1 (en) * | 2020-05-18 | 2021-11-25 | 上海保立佳新材料有限公司 | Dispersant for water-based paint and preparation method therefor |
| CN111689588A (en) * | 2020-06-24 | 2020-09-22 | 河北省科学院能源研究所 | Non-phosphorus non-nitrogen scale inhibition and dispersion agent and preparation method thereof |
| CN111972407A (en) * | 2020-07-31 | 2020-11-24 | 常州润源新材料科技有限责任公司 | Pesticide suspension dispersant and preparation method thereof |
| CN114874377A (en) * | 2021-06-07 | 2022-08-09 | 上海保立佳新材料有限公司 | High-molecular copolymer dispersant for water-based paint and preparation method thereof |
| CN115067324A (en) * | 2021-08-10 | 2022-09-20 | 江苏新盛农业科技研究院有限公司 | High-molecular polycarboxylate dispersant and preparation method thereof |
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| CN115304717A (en) * | 2022-01-24 | 2022-11-08 | 浙江理工大学 | Synthesis method and application of hyperdispersant |
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Application publication date: 20190726 |