CN105384870A - Preparation method for papermaking dry-strength agent with temporary wet-strength improving effect - Google Patents
Preparation method for papermaking dry-strength agent with temporary wet-strength improving effect Download PDFInfo
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- CN105384870A CN105384870A CN201510883008.1A CN201510883008A CN105384870A CN 105384870 A CN105384870 A CN 105384870A CN 201510883008 A CN201510883008 A CN 201510883008A CN 105384870 A CN105384870 A CN 105384870A
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- 238000002360 preparation method Methods 0.000 title claims abstract description 13
- 230000000694 effects Effects 0.000 title abstract description 8
- 239000000178 monomer Substances 0.000 claims abstract description 68
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 27
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims abstract description 10
- 125000000129 anionic group Chemical group 0.000 claims abstract description 10
- 125000002091 cationic group Chemical group 0.000 claims abstract description 9
- 238000000034 method Methods 0.000 claims abstract description 7
- 238000006243 chemical reaction Methods 0.000 claims description 33
- 239000003999 initiator Substances 0.000 claims description 28
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 27
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims description 26
- 239000002994 raw material Substances 0.000 claims description 24
- 238000005728 strengthening Methods 0.000 claims description 23
- 239000007787 solid Substances 0.000 claims description 21
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 16
- 238000001816 cooling Methods 0.000 claims description 16
- 238000009413 insulation Methods 0.000 claims description 16
- 239000000203 mixture Substances 0.000 claims description 15
- -1 acrylyl Chemical group 0.000 claims description 12
- CCJAYIGMMRQRAO-UHFFFAOYSA-N 2-[4-[(2-hydroxyphenyl)methylideneamino]butyliminomethyl]phenol Chemical compound OC1=CC=CC=C1C=NCCCCN=CC1=CC=CC=C1O CCJAYIGMMRQRAO-UHFFFAOYSA-N 0.000 claims description 9
- JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 claims description 8
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 8
- 229910052757 nitrogen Inorganic materials 0.000 claims description 8
- 239000001117 sulphuric acid Substances 0.000 claims description 8
- 235000011149 sulphuric acid Nutrition 0.000 claims description 8
- 238000010792 warming Methods 0.000 claims description 8
- UWNADWZGEHDQAB-UHFFFAOYSA-N 2,5-dimethylhexane Chemical group CC(C)CCC(C)C UWNADWZGEHDQAB-UHFFFAOYSA-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
- NJSSICCENMLTKO-HRCBOCMUSA-N [(1r,2s,4r,5r)-3-hydroxy-4-(4-methylphenyl)sulfonyloxy-6,8-dioxabicyclo[3.2.1]octan-2-yl] 4-methylbenzenesulfonate Chemical compound C1=CC(C)=CC=C1S(=O)(=O)O[C@H]1C(O)[C@@H](OS(=O)(=O)C=2C=CC(C)=CC=2)[C@@H]2OC[C@H]1O2 NJSSICCENMLTKO-HRCBOCMUSA-N 0.000 claims description 6
- 238000004132 cross linking Methods 0.000 claims description 6
- LVHBHZANLOWSRM-UHFFFAOYSA-N itaconic acid Chemical compound OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 claims description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-N Acrylic acid Chemical compound OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 4
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 claims description 4
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 claims description 4
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 4
- 239000004159 Potassium persulphate Substances 0.000 claims description 4
- YXYZMHGSOKYZAF-UHFFFAOYSA-M [Cl-].C(C(=C)C)(=O)OCC[N+](C(C)(C)C)(C)C Chemical compound [Cl-].C(C(=C)C)(=O)OCC[N+](C(C)(C)C)(C)C YXYZMHGSOKYZAF-UHFFFAOYSA-M 0.000 claims description 4
- 235000019270 ammonium chloride Nutrition 0.000 claims description 4
- ZGCZDEVLEULNLJ-UHFFFAOYSA-M benzyl-dimethyl-(2-prop-2-enoyloxyethyl)azanium;chloride Chemical compound [Cl-].C=CC(=O)OCC[N+](C)(C)CC1=CC=CC=C1 ZGCZDEVLEULNLJ-UHFFFAOYSA-M 0.000 claims description 4
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims description 4
- ZIUHHBKFKCYYJD-UHFFFAOYSA-N n,n'-methylenebisacrylamide Chemical compound C=CC(=O)NCNC(=O)C=C ZIUHHBKFKCYYJD-UHFFFAOYSA-N 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
- VYBHLZOLHCQLHT-UHFFFAOYSA-N 1-(2-methylpropyl)-4,5-dihydroimidazole hydrochloride Chemical compound Cl.C(C(C)C)N1C=NCC1 VYBHLZOLHCQLHT-UHFFFAOYSA-N 0.000 claims description 3
- LCPVQAHEFVXVKT-UHFFFAOYSA-N 2-(2,4-difluorophenoxy)pyridin-3-amine Chemical compound NC1=CC=CN=C1OC1=CC=C(F)C=C1F LCPVQAHEFVXVKT-UHFFFAOYSA-N 0.000 claims description 3
- DIOZVWSHACHNRT-UHFFFAOYSA-N 2-(2-prop-2-enoxyethoxy)ethanol Chemical compound OCCOCCOCC=C DIOZVWSHACHNRT-UHFFFAOYSA-N 0.000 claims description 3
- JHUFGBSGINLPOW-UHFFFAOYSA-N 3-chloro-4-(trifluoromethoxy)benzoyl cyanide Chemical compound FC(F)(F)OC1=CC=C(C(=O)C#N)C=C1Cl JHUFGBSGINLPOW-UHFFFAOYSA-N 0.000 claims description 3
- 239000004160 Ammonium persulphate Substances 0.000 claims description 3
- OIFBSDVPJOWBCH-UHFFFAOYSA-N Diethyl carbonate Chemical compound CCOC(=O)OCC OIFBSDVPJOWBCH-UHFFFAOYSA-N 0.000 claims description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-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
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 3
- 150000001409 amidines Chemical class 0.000 claims 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 3
- 235000019395 ammonium persulphate Nutrition 0.000 claims description 3
- QUDWYFHPNIMBFC-UHFFFAOYSA-N bis(prop-2-enyl) benzene-1,2-dicarboxylate Chemical compound C=CCOC(=O)C1=CC=CC=C1C(=O)OCC=C QUDWYFHPNIMBFC-UHFFFAOYSA-N 0.000 claims description 3
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 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
- VLCAYQIMSMPEBW-UHFFFAOYSA-N methyl 3-hydroxy-2-methylidenebutanoate Chemical compound COC(=O)C(=C)C(C)O VLCAYQIMSMPEBW-UHFFFAOYSA-N 0.000 claims description 3
- CHQMHPLRPQMAMX-UHFFFAOYSA-L sodium persulfate Substances [Na+].[Na+].[O-]S(=O)(=O)OOS([O-])(=O)=O CHQMHPLRPQMAMX-UHFFFAOYSA-L 0.000 claims description 3
- BWYYYTVSBPRQCN-UHFFFAOYSA-M sodium;ethenesulfonate Chemical compound [Na+].[O-]S(=O)(=O)C=C BWYYYTVSBPRQCN-UHFFFAOYSA-M 0.000 claims description 3
- ZMARGGQEAJXRFP-UHFFFAOYSA-N 1-hydroxypropan-2-yl 2-methylprop-2-enoate Chemical compound OCC(C)OC(=O)C(C)=C ZMARGGQEAJXRFP-UHFFFAOYSA-N 0.000 claims description 2
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 claims description 2
- GWZMWHWAWHPNHN-UHFFFAOYSA-N 2-hydroxypropyl prop-2-enoate Chemical compound CC(O)COC(=O)C=C GWZMWHWAWHPNHN-UHFFFAOYSA-N 0.000 claims description 2
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 claims description 2
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 claims description 2
- 239000006193 liquid solution Substances 0.000 claims description 2
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 claims description 2
- 229920002401 polyacrylamide Polymers 0.000 abstract description 27
- 238000007037 hydroformylation reaction Methods 0.000 abstract description 16
- 238000003860 storage Methods 0.000 abstract description 11
- 239000010813 municipal solid waste Substances 0.000 abstract description 3
- 238000007334 copolymerization reaction Methods 0.000 abstract description 2
- 238000001879 gelation Methods 0.000 abstract description 2
- 150000003254 radicals Chemical class 0.000 abstract description 2
- 238000001179 sorption measurement Methods 0.000 abstract description 2
- CNCOEDDPFOAUMB-UHFFFAOYSA-N N-Methylolacrylamide Chemical compound OCNC(=O)C=C CNCOEDDPFOAUMB-UHFFFAOYSA-N 0.000 abstract 2
- LEQAOMBKQFMDFZ-UHFFFAOYSA-N glyoxal Chemical compound O=CC=O LEQAOMBKQFMDFZ-UHFFFAOYSA-N 0.000 abstract 2
- 229940015043 glyoxal Drugs 0.000 abstract 1
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 abstract 1
- 239000011347 resin Substances 0.000 description 22
- 229920005989 resin Polymers 0.000 description 22
- 239000008367 deionised water Substances 0.000 description 18
- 229910021641 deionized water Inorganic materials 0.000 description 18
- 239000000835 fiber Substances 0.000 description 15
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical class OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 10
- 238000009835 boiling Methods 0.000 description 6
- 238000007599 discharging Methods 0.000 description 6
- 125000001976 hemiacetal group Chemical group 0.000 description 6
- 238000010992 reflux Methods 0.000 description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 4
- 238000009833 condensation Methods 0.000 description 4
- 230000005494 condensation Effects 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 239000002253 acid Substances 0.000 description 3
- 150000001299 aldehydes Chemical group 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- DZSVIVLGBJKQAP-UHFFFAOYSA-N 1-(2-methyl-5-propan-2-ylcyclohex-2-en-1-yl)propan-1-one Chemical compound CCC(=O)C1CC(C(C)C)CC=C1C DZSVIVLGBJKQAP-UHFFFAOYSA-N 0.000 description 2
- ZNZYKNKBJPZETN-WELNAUFTSA-N Dialdehyde 11678 Chemical compound N1C2=CC=CC=C2C2=C1[C@H](C[C@H](/C(=C/O)C(=O)OC)[C@@H](C=C)C=O)NCC2 ZNZYKNKBJPZETN-WELNAUFTSA-N 0.000 description 2
- 229920000881 Modified starch Polymers 0.000 description 2
- 229920001131 Pulp (paper) Polymers 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 125000003368 amide group Chemical group 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 235000019426 modified starch Nutrition 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 238000004537 pulping Methods 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 210000001130 astrocyte Anatomy 0.000 description 1
- 238000010009 beating Methods 0.000 description 1
- 239000012496 blank sample Substances 0.000 description 1
- 238000004061 bleaching Methods 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 239000011121 hardwood Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 230000003389 potentiating effect Effects 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 229920003169 water-soluble polymer Polymers 0.000 description 1
Classifications
-
- 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
- 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
- C08F220/34—Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (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
- C08F220/56—Acrylamide; Methacrylamide
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H21/00—Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties
- D21H21/14—Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties characterised by function or properties in or on the paper
- D21H21/18—Reinforcing agents
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Paper (AREA)
Abstract
The invention discloses a preparation method for a papermaking dry-strength agent with temporary wet-strength improving effect. Conventional hydroformylated polyacrylamide dry-strength agents are normally prepared by preparing cationic polyacrylamide at first and then carrying out hydroformylation by using glyoxal, wherein the process of hydroformylation is difficult to control, and gelation occurs if control is improper. The preparation method provided by the invention employs N-methylolacrylamide as a main monomer and subjects N-methylolacrylamide, acrylamide, cationic monomer and anionic monomer to free radical solution copolymerization so as to prepare the papermaking dry-strength agent with a macromolecular chain containing a great number of active hydroxymethyl groups. The papermaking dry-strength agent prepared in the invention has the advantages of easiness in adherence and adsorption, effective resistance to interference by anionic garbage, high dry-strength improving effect on paper and certain temporary wet-strength improving effect on the paper. The papermaking dry-strength agent is simple to synthesize, does not contain organochlorine, is friendly to environment and has good storage stability.
Description
Technical field
The invention belongs to chemical field, particularly a kind of preparation method with the papermaking dry-strengthening agent that temporary humidification is pretended.
Background technology
Paper is mainly made up of through network structure paper fiber, and paper has laminate structure, and interlaced, the disordered arrangements of paper fiber in plane, paper also has pore texture.Therefore, although become impact, topmost reason or the paper interfibrous bonding force of intensity by many factors of paper.If containing a large amount of unconjugated staple fibre in paper, then paper strength can be caused obviously to decline, this not only to becoming the performance of paper, quality has an impact, also can affect the operating performance of paper machine, reduce production efficiency.Especially, when there being papermaking filler to use, this impact is more remarkable.Therefore in the production process of papermaking, by the use of papermaking dry-strengthening agent, paper quality can be improved, reduce production cost, the operating performance etc. also can improve retention in addition, increasing paper formation, improve paper machine.
The structures shape of paper fiber is containing can both as papermaking dry-strengthening agent with the water-soluble polymers of the functional groups of paper processbearing astrocyte hydrogen bonded (hydroxyl, amide group).Commodity-type papermaking dry-strengthening agent the most frequently used at present mainly contains the polyacrylamide polymer of starch derivative and synthesis.Starch based Dry Strength Resin low price, but its consumption is large, and the dry strength of paper can only be increased within the specific limits; And the less consumption of polyacrylamide Dry Strength Resin just can make paper reach requirement of strength.Polyacrylamide polymer Dry Strength Resin mainly comprises anionic, cationic and amphiprotic polyacrylamide, and especially branched chain type amphiprotic polyacrylamide becomes main product.
These polyacrylamide Dry Strength Resins are all by increasing between paper fiber, Dry Strength Resin macromole and the interfibrous hydrogen bond action of paper, in addition Dry Strength Resin macromole and the interfibrous physical adsorption of paper, be wound around, thus add between paper fiber, Dry Strength Resin polymkeric substance and the interfibrous bonding force of paper, the object of strengthening for paper is realized with this, but the interaction between them all belongs to physical action, namely these polyacrylamide Dry Strength Resins and between paper fiber do not form chemical bonding effect, thus these Dry Strength Resins all only have, and increasing is dry pretends use, and humidification can not be provided to pretend use to paper.Only have and utilize oxalic dialdehyde to carry out the modified hydroformylation modified polyacrylamide obtained to polyacrylamide just to have paper simultaneously and increase dry strong and " temporary " humidification and pretend use, this product uses mainly as " temporary " Wet Strength Resin.This is because containing a lot of active aldehyde functional group on hydroformylation modified polyacrylamide macromole, these aldehyde radicals can generate hemiacetal structure with the hydroxyl reaction on paper fiber, and produce effective chemically crosslinked between paper fiber.This hemiacetal structure is a kind of chemical bonding structure, significantly can strengthen paper inner paper fiber combining power, promote paper dry strength.In addition, when paper is spontaneously wet out by water, can not be destroyed by water molecules in the chemically crosslinked short period of time that this hemiacetal structure is formed, thus give paper certain wet tenacity.But when Long contact time water, above-mentioned hemiacetal structure again can by water decomposition, and the chemically crosslinked of formation also disappears thereupon, thus lose humidification and pretend use.That is, relative to Polyamide-Polyamsne-Epichlorohydrin resin (PAE) class Wet Strength Resin, hydroformylation modified polyacrylamide " temporary " can only strengthen the wet tenacity of paper.In addition, this hemiacetal structure is also easily ruptured by acid, even if the weak acid as supercarbonate so also can decompose this hemiacetal structure, therefore utilizes the easy pulping of broken of hydroformylation modified polyacrylamide process.And current PAE type Wet Strength Resin content of organic chloride is high, not environmentally, and its broken is difficult.
Existing hydroformylation modified polyacrylamide Dry Strength Resin is because introducing active aldehyde functional group, its product stability is not high, especially product storage stability is poor, (solid content is only about 8% to the storage period generally only having 2 months, more high solid content product storage period is too short, application can not be ensured), what have is shorter.Even if this is because the active aldehyde radical on this kind of products molecule chain still can react with the amide group on macromolecular chain in acid condition, increase with storage time, make more polyacrylamide macromolecules cross-linking be gathered into an entirety, impel the generation of gel.That is, on hydroformylation modified polyacrylamide products molecule chain, the activity of aldehyde radical is higher, still intermolecular cross-linking reaction can be there is lentamente when room temperature storage, form gel, cause product storage stability degradation, and the current also not good way of this higher aldehyde radical reactive behavior reduces further again.Hydroformylation modified polyacrylamide normally first prepares cationic polyacrylamide, then carries out hydroformylation modification with oxalic dialdehyde and obtain, and its aldehyde reaction process control is more difficult, controls improperly to there will be gelation.
Summary of the invention
Technical problem to be solved by this invention overcomes the shortcoming that existing hydroformylation modified polyacrylamide Dry Strength Resin exists, and provides a kind of stability in storage high and have " temporary " to be humidified the preparation method of the papermaking dry-strengthening agent pretended.
For achieving the above object, the technical solution used in the present invention is as follows: a kind of preparation method with the papermaking dry-strengthening agent that temporary humidification is pretended, is characterized in that, raw materials used as follows with technical process:
(1) raw material and consumption are: (A) acrylamide, accounts for 5 ~ 65% of total moles monomer; (B) N hydroxymethyl acrylamide, accounts for 30 ~ 90% of total moles monomer; (C) cationic monomer, accounts for 5 ~ 35% of total moles monomer; (D) anionic monomer, accounts for 1 ~ 5% of total moles monomer; (E) cross-linking monomer, accounts for 0.05 ~ 0.4 ‰ of total moles monomer; (F) functional monomer, accounts for 0 ~ 4% of total moles monomer; (G) initiator, accounts for 0.3 ~ 3% of monomer total mass; (H) water, accounts for 80 ~ 87.5% of papermaking dry-strengthening agent total mass;
(2) technical process:
1. by raw material A, B, C, D, E and F with 20 ~ 30% raw material H mix, obtain monomer solution I, the pH value of bonding liquid solution I is 3 ~ 5, can add appropriate dilute sulphuric acid if necessary and regulate the pH value of monomer solution I;
2. by raw material G with 20 ~ 30% raw material H mix, obtain initiator solution II;
3. the monomer solution I of 1/3 and the raw material H of 40 ~ 60% are added in reaction vessel, be warming up to 55 ~ 85 DEG C after logical nitrogen, in reaction system, add the initiator solution II of 1/3, insulation reaction 1 ~ 1.5h; Then remaining 2/3 monomer solution I and 2/3 initiator solution II are added drop-wise to reaction vessel from both sides respectively simultaneously, time for adding is 1.5 ~ 3h, and drip both ensureing simultaneously, after dripping, continue insulation reaction 1.5 ~ 3.5h at 55 ~ 85 DEG C, terminate reaction, cooling, cooling, obtain solid content be 12.5 ~ 20% there is the papermaking dry-strengthening agent that temporary humidification pretends.
Inventive point of the present invention adopts N hydroxymethyl acrylamide as main monomer, and itself and acrylamide, cationic monomer, anionic monomer are prepared novel papermaking Dry Strength Resin molecular chain containing a large amount of active methylol by radical solution copolymerization.Papermaking dry-strengthening agent prepared by the present invention not only has easily to be kept absorption, the effectively interference of opposing anionic trash, the increasing high to paper and does epistasis energy, also has certain " temporary " humidification to paper and pretends use.This is because containing a large amount of active methylol on the macromolecular chain of product of the present invention, these methylols can form effective chemically crosslinked (reactive behavior of the aldehyde radical on the reactive behavior of the hydroxyl generation condensation on these active methylol and paper fiber and hydroformylation polyacrylamide macromolecular chain and the hydroxyl generation condensation on paper fiber is close) with the hydroxyl generation condensation on paper fiber, and used starch derivative class and synthesize polyacrylamide Study of Paper-Strengthening Agent Based and (only have physical action between they and paper fiber, there is no chemically crosslinked) compare, the product that the present invention obtains can increase between paper fiber further, product polymer and the interfibrous bonding force of paper, thus further improve that the increasing of product of the present invention to paper is dry pretends use.In addition, above-mentioned chemically crosslinked can not be destroyed by water molecules at short notice, and then makes paper obtain certain wet tenacity.Meanwhile, this chemically crosslinked formed by condensation also can be destroyed by water decomposition when Long contact time water, thus loses humidification and pretend use.But, product of the present invention is when room temperature storage, on its macromolecular chain, the activity of methylol is low compared with the activity of aldehyde radical on hydroformylation modified polyacrylamide macromolecular chain, increases, can not be cross-linked gathering, can not form gel between the polyacrylamide macromolecular chain in product of the present invention with storage time.Only when applying as Dry Strength Resin, when paper dryer, just meeting is close with the reactive behavior of the aldehyde radical on hydroformylation modified polyacrylamide macromolecular chain for the reactive behavior of this methylol.Therefore, in some occasions, product prepared by the present invention even can substitute hydroformylation modified polyacrylamide product, uses as " temporary " Wet Strength Resin.
Further, described raw material C cationic monomer is preferably the composition of any one or more in acrylyl oxy-ethyl-trimethyl salmiac, MethacryloyloxyethylTrimethyl Trimethyl Ammonium Chloride, acryloxyethyldimethyl benzyl ammonium chloride, diallyldimethylammonium chloride, dimethylaminoethyl methacrylate.
Further, described raw material D anionic monomer is preferably the composition of any one or more in 2-acrylamide-2-methyl propane sulfonic, sodium allyl sulfonate, sodium vinyl sulfonate, vinylformic acid, methacrylic acid, methylene-succinic acid, maleic anhydride.
Further, described raw material E cross-linking monomer is preferably any one in methylene-bisacrylamide, glycidyl methacrylate, Diethylene Glycol double methacrylate, allyl diglycol two carbonic ether, Phthalic acid, diallyl ester.
Further, described raw material F function monomer is preferably the composition of any one or more in vinylbenzene, methyl acrylate, ethyl propenoate, butyl acrylate, Hydroxyethyl acrylate, Propylene glycol monoacrylate, methyl methacrylate, β-dimethyl-aminoethylmethacrylate, butyl methacrylate, hydroxyethyl methylacrylate, Rocryl 410.
Further, described raw material G initiator is preferably any one in Potassium Persulphate, ammonium persulphate, Sodium Persulfate, azo diisobutyl amidine hydrochloride, azo two isobutyl imidazoline hydrochloride.
Papermaking dry-strengthening agent prepared by the present invention not only has easily to be kept absorption, the effectively interference of opposing anionic trash, the increasing high to paper and does epistasis energy, also has certain " temporary " humidification to paper and pretends use; Product of the present invention is containing organochlorine, environmentally friendly, the easy pulping of its broken, and relative hydroformylation modified polyacrylamide, the synthesis technique of product of the present invention is simpler, easy to control, the papermaking dry-strengthening agent product obtained has high solid content, high molecular, can also stable storage about 6 months, just have significantly to increase to paper under less consumption and dryly pretend use.
Embodiment
Below in conjunction with embodiment, technical scheme of the present invention is described further.
Embodiment 1
1. by acrylamide 1.78g (0.025mol), N hydroxymethyl acrylamide 42.93g (0.425mol), diallyldimethylammonium chloride 7.48g (solid content 65%, 0.03mol), dimethylaminoethyl methacrylate 2.36g (0.015mol), methacrylic acid 0.43g (0.005mol), Diethylene Glycol double methacrylate 0.0054g (0.25 × 10
-4mol), deionized water 80g mixes, and obtains monomer solution I, adds appropriate dilute sulphuric acid and regulates the pH value of monomer solution I to be 3;
2. 1.05g azo two isobutyl imidazoline hydrochloride VA-044 is mixed with 90g deionized water, obtain initiator solution II;
3. by the monomer solution I of 1/3, 130g deionized water adds reflux condensing tube is housed, airway, in the four-hole boiling flask of thermometer, 55 DEG C are warming up to after logical nitrogen, the initiator solution II of 1/3 is added in system, insulation reaction 1h, then remaining 2/3 monomer solution I and 2/3 initiator solution II are added drop-wise to flask from both sides respectively simultaneously, time for adding is 3h, and drip both ensureing simultaneously, after dripping, continue insulation reaction 2h at 55 DEG C, terminate reaction, cooling, cooling, namely discharging obtains solid content is that 15% have " temporary " is humidified the papermaking dry-strengthening agent product pretended.
Embodiment 2
1. by acrylamide 10.65g (0.15mol), N hydroxymethyl acrylamide 20.2g (0.2mol), acrylyl oxy-ethyl-trimethyl salmiac 29.94g (solid content 81%, 0.125mol), vinylformic acid 1.08g (0.015mol), 2-acrylamide-2-methylpro panesulfonic acid 1.04g (0.005mol), glycidyl methacrylate 0.0071g (0.5 × 10
-4mol), methyl acrylate 0.215g (0.0025mol), β-dimethyl-aminoethylmethacrylate 0.285g (0.0025mol), deionized water 120g mix, obtain monomer solution I, add appropriate dilute sulphuric acid and regulate the pH value of monomer solution I to be 4;
2. 1.43g ammonium persulphate is mixed with 85g deionized water, obtain initiator solution II;
3. by the monomer solution I of 1/3, 199g deionized water adds reflux condensing tube is housed, airway, in the four-hole boiling flask of thermometer, 70 DEG C are warming up to after logical nitrogen, the initiator solution II of 1/3 is added in system, insulation reaction 1.5h, then remaining 2/3 monomer solution I and 2/3 initiator solution II are added drop-wise to flask from both sides respectively simultaneously, time for adding is 2h, and drip both ensureing simultaneously, after dripping, continue insulation reaction 3h at 70 DEG C, terminate reaction, cooling, cooling, namely discharging obtains solid content is that 15% have " temporary " is humidified the papermaking dry-strengthening agent product pretended.
Embodiment 3
1. by acrylamide 7.1g (0.1mol), N hydroxymethyl acrylamide 30.3g (0.3mol), MethacryloyloxyethylTrimethyl Trimethyl Ammonium Chloride 5.57g (solid content 84%, 0.0225mol), dimethylaminoethyl methacrylate 3.53g (0.0225mol), diallyldimethylammonium chloride 11.22g (solid content 65%, 0.045mol), methylene-succinic acid 0.975g (0.0075mol), methylene-bisacrylamide 0.019g (1.25 × 10
-4mol), butyl acrylate 0.11g (0.00083mol), methyl methacrylate 0.17g (0.00167mol), deionized water 45g mix, obtain monomer solution I, add appropriate dilute sulphuric acid and regulate the pH value of monomer solution I to be 3.5;
2. 0.54g Potassium Persulphate is mixed with 60g deionized water, obtain initiator solution II;
3. by the monomer solution I of 1/3, 109g deionized water adds reflux condensing tube is housed, airway, in the four-hole boiling flask of thermometer, 75 DEG C are warming up to after logical nitrogen, the initiator solution II of 1/3 is added in system, insulation reaction 1h, then remaining 2/3 monomer solution I and 2/3 initiator solution II are added drop-wise to flask from both sides respectively simultaneously, time for adding is 1.5h, and drip both ensureing simultaneously, after dripping, continue insulation reaction 3h at 75 DEG C, terminate reaction, cooling, cooling, namely discharging obtains solid content is that 20% have " temporary " is humidified the papermaking dry-strengthening agent product pretended.
Embodiment 4
1. by acrylamide 21.3g (0.3mol), N hydroxymethyl acrylamide 15.15g (0.15mol), MethacryloyloxyethylTrimethyl Trimethyl Ammonium Chloride 3.10g (solid content 84%, 0.0125mol), acryloxyethyldimethyl benzyl ammonium chloride 4.23g (solid content 80%, 0.0125mol), sodium vinyl sulfonate 0.975g (0.0075mol), maleic anhydride 0.735g (0.0075mol), allyl diglycol two carbonic ether 0.021g (0.75 × 10
-4mol), hydroxyethyl methylacrylate 0.65g (0.005mol), butyl acrylate 0.64g (0.005mol), deionized water 75g mix, obtain monomer solution I, add appropriate dilute sulphuric acid and regulate the pH value of monomer solution I to be 4.5;
2. 0.68g Sodium Persulfate is mixed with 55g deionized water, obtain initiator solution II;
3. by the monomer solution I of 1/3, 130g deionized water adds reflux condensing tube is housed, airway, in the four-hole boiling flask of thermometer, 80 DEG C are warming up to after logical nitrogen, the initiator solution II of 1/3 is added in system, insulation reaction 1.5h, then remaining 2/3 monomer solution I and 2/3 initiator solution II are added drop-wise to flask from both sides respectively simultaneously, time for adding is 2.5h, and drip both ensureing simultaneously, after dripping, continue insulation reaction 2h at 80 DEG C, terminate reaction, cooling, cooling, namely discharging obtains solid content is that 15% have " temporary " is humidified the papermaking dry-strengthening agent product pretended.
Embodiment 5
1. by acrylamide 3.55g (0.05mol), N hydroxymethyl acrylamide 35.35g (0.35mol), acrylyl oxy-ethyl-trimethyl salmiac 4.49g (solid content 81%, 0.01875mol), acryloxyethyldimethyl benzyl ammonium chloride 3.16g (solid content 80%, 0.009375mol), diallyldimethylammonium chloride 9.35g (solid content 65%, 0.0375mol), dimethylaminoethyl methacrylate 1.47g (0.009375mol), sodium allyl sulfonate 0.36g (0.0025mol), vinylformic acid 0.54g (0.0075mol), Phthalic acid, diallyl ester 0.037g (1.5 × 10
-4mol), vinylbenzene 1.56g (0.015mol), deionized water 80g mix, and obtains monomer solution I, adds appropriate dilute sulphuric acid and regulate the pH value of monomer solution I to be 4,
2. 1.65g azo diisobutyl amidine hydrochloride (V50) is mixed with 100g deionized water, obtain initiator solution II;
3. by the monomer solution I of 1/3, 212g deionized water adds reflux condensing tube is housed, airway, in the four-hole boiling flask of thermometer, 60 DEG C are warming up to after logical nitrogen, the initiator solution II of 1/3 is added in system, insulation reaction 1h, then remaining 2/3 monomer solution I and 2/3 initiator solution II are added drop-wise to flask from both sides respectively simultaneously, time for adding is 3h, and drip both ensureing simultaneously, after dripping, continue insulation reaction 2h at 60 DEG C, terminate reaction, cooling, cooling, namely discharging obtains solid content is that 12.5% have " temporary " is humidified the papermaking dry-strengthening agent product pretended.
Embodiment 6
1. by acrylamide 12.07g (0.17mol), N hydroxymethyl acrylamide 15.15g (0.15mol), diallyldimethylammonium chloride 37.38g (solid content 65%, 0.15mol), 2-acrylamide-2-methylpro panesulfonic acid 2.59g (0.0125mol), methylene-bisacrylamide 0.015g (1.0 × 10
-4mol), methyl methacrylate 1.75g (0.0175mol), deionized water 50g mix, and obtains monomer solution I, adds appropriate dilute sulphuric acid and regulate the pH value of monomer solution I to be 3.5;
2. 0.28g Potassium Persulphate is mixed with 60g deionized water, obtain initiator solution II;
3. by the monomer solution I of 1/3, 101g deionized water adds reflux condensing tube is housed, airway, in the four-hole boiling flask of thermometer, 85 DEG C are warming up to after logical nitrogen, the initiator solution II of 1/3 is added in system, insulation reaction 1.5h, then remaining 2/3 monomer solution I and 2/3 initiator solution II are added drop-wise to flask from both sides respectively simultaneously, time for adding is 1.5h, and drip both ensureing simultaneously, after dripping, continue insulation reaction 3.5h at 85 DEG C, terminate reaction, cooling, cooling, namely discharging obtains solid content is that 20% have " temporary " is humidified the papermaking dry-strengthening agent product pretended.
Application examples
Pulpwood: 3% mechanical pulp+30% bleaching needle-point leaf pulp+67% bleached hardwood pulp; Paper pulp beating degree 36 ° of SR; Dry Strength Resin addition 10kg/ ton paper; After semi-automatic sheet forming apparatus is shaped, adopt standard page squeezing machine to squeeze; Adopt paper dryer 105 DEG C oven dry; Prepared by each embodiment, the application data of Dry Strength Resin is in table 1.
Table 1: the handsheet intensity index of adding embodiment Dry Strength Resin
As can be seen from the result of above-mentioned table 1, compared with blank sample, adopt each Dry Strength Resin of preparing of the embodiment of the present invention to have paper and well increase dry potent fruit, and also there is certain " temporary " humidification pretend use.
Claims (6)
1. there is a preparation method for the papermaking dry-strengthening agent that temporary humidification is pretended, it is characterized in that, raw materials used as follows with technical process:
(1) raw material and consumption are: (A) acrylamide, accounts for 5 ~ 65% of total moles monomer; (B) N hydroxymethyl acrylamide, accounts for 30 ~ 90% of total moles monomer; (C) cationic monomer, accounts for 5 ~ 35% of total moles monomer; (D) anionic monomer, accounts for 1 ~ 5% of total moles monomer; (E) cross-linking monomer, accounts for 0.05 ~ 0.4 ‰ of total moles monomer; (F) functional monomer, accounts for 0 ~ 4% of total moles monomer; (G) initiator, accounts for 0.3 ~ 3% of monomer total mass; (H) water, accounts for 80 ~ 87.5% of papermaking dry-strengthening agent total mass;
(2) technical process:
1. by raw material A, B, C, D, E and F with 20 ~ 30% raw material H mix, obtain monomer solution I, the pH value of bonding liquid solution I is 3 ~ 5, can add appropriate dilute sulphuric acid if necessary and regulate the pH value of monomer solution I;
2. by raw material G with 20 ~ 30% raw material H mix, obtain initiator solution II;
3. the monomer solution I of 1/3 and the raw material H of 40 ~ 60% are added in reaction vessel, be warming up to 55 ~ 85 DEG C after logical nitrogen, in reaction system, add the initiator solution II of 1/3, insulation reaction 1 ~ 1.5h; Then remaining 2/3 monomer solution I and 2/3 initiator solution II are added drop-wise to reaction vessel from both sides respectively simultaneously, time for adding is 1.5 ~ 3h, and drip both ensureing simultaneously, after dripping, continue insulation reaction 1.5 ~ 3.5h at 55 ~ 85 DEG C, terminate reaction, cooling, cooling, obtain solid content be 12.5 ~ 20% there is the papermaking dry-strengthening agent that temporary humidification pretends.
2. preparation method according to claim 1, it is characterized in that, described raw material C cationic monomer is the composition of any one or more in acrylyl oxy-ethyl-trimethyl salmiac, MethacryloyloxyethylTrimethyl Trimethyl Ammonium Chloride, acryloxyethyldimethyl benzyl ammonium chloride, diallyldimethylammonium chloride, dimethylaminoethyl methacrylate.
3. preparation method according to claim 1, it is characterized in that, described raw material D anionic monomer is the composition of any one or more in 2-acrylamide-2-methyl propane sulfonic, sodium allyl sulfonate, sodium vinyl sulfonate, vinylformic acid, methacrylic acid, methylene-succinic acid, maleic anhydride.
4. preparation method according to claim 1, it is characterized in that, described raw material E cross-linking monomer is any one in methylene-bisacrylamide, glycidyl methacrylate, Diethylene Glycol double methacrylate, allyl diglycol two carbonic ether, Phthalic acid, diallyl ester.
5. preparation method according to claim 1, it is characterized in that, described raw material F function monomer is the composition of any one or more in vinylbenzene, methyl acrylate, ethyl propenoate, butyl acrylate, Hydroxyethyl acrylate, Propylene glycol monoacrylate, methyl methacrylate, β-dimethyl-aminoethylmethacrylate, butyl methacrylate, hydroxyethyl methylacrylate, Rocryl 410.
6. preparation method according to claim 1, is characterized in that: described raw material G initiator is any one in Potassium Persulphate, ammonium persulphate, Sodium Persulfate, azo diisobutyl amidine hydrochloride, azo two isobutyl imidazoline hydrochloride.
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| CN106317323A (en) * | 2016-09-13 | 2017-01-11 | 广东省造纸研究所 | Preparation method of paper handle agent |
| CN106638141A (en) * | 2016-11-10 | 2017-05-10 | 仇颖莹 | Preparation method of composite modified dry strength agent for papermaking |
| CN107130463A (en) * | 2017-04-17 | 2017-09-05 | 浙江恒川新材料有限公司 | It is a kind of for interpenetrating net polymer of strengthening for paper and preparation method thereof |
| CN112521549A (en) * | 2020-12-04 | 2021-03-19 | 上海东升新材料有限公司 | Dry strength agent with low residual amount of acrylamide and preparation method thereof |
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| CN106317323A (en) * | 2016-09-13 | 2017-01-11 | 广东省造纸研究所 | Preparation method of paper handle agent |
| CN106638141A (en) * | 2016-11-10 | 2017-05-10 | 仇颖莹 | Preparation method of composite modified dry strength agent for papermaking |
| CN107130463A (en) * | 2017-04-17 | 2017-09-05 | 浙江恒川新材料有限公司 | It is a kind of for interpenetrating net polymer of strengthening for paper and preparation method thereof |
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| CN112521549A (en) * | 2020-12-04 | 2021-03-19 | 上海东升新材料有限公司 | Dry strength agent with low residual amount of acrylamide and preparation method thereof |
| CN113943409A (en) * | 2021-09-24 | 2022-01-18 | 深圳市瑞洲实业股份有限公司 | Synthesis method of amphoteric polyacrylamide, reinforcing agent for waste paper recovery and papermaking and preparation method thereof |
| CN113943409B (en) * | 2021-09-24 | 2023-09-26 | 深圳市瑞洲实业股份有限公司 | Synthesis method of amphoteric polyacrylamide, reinforcing agent for waste paper recycling papermaking and preparation method of reinforcing agent |
| CN114230722A (en) * | 2021-12-28 | 2022-03-25 | 吉林省中科聚合工程塑料有限公司 | Block type amphoteric polyacrylamide paper dry strength agent and preparation method thereof |
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| CN115558055A (en) * | 2022-12-07 | 2023-01-03 | 山东奥赛新材料有限公司 | Aldehyde modified polyacrylamide reinforcing agent, preparation method and application |
| CN116831822A (en) * | 2023-07-31 | 2023-10-03 | 诺宸股份有限公司 | Absorbent article and preparation method thereof |
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