CN104031202A - Polyacrylic acid printing ink resin and preparation method thereof - Google Patents
Polyacrylic acid printing ink resin and preparation method thereof Download PDFInfo
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Abstract
The invention belongs to the field of printing ink and specifically relates to polyacrylic acid printing ink resin and a preparation method thereof. The preparation method comprises the steps of uniformly mixing (methyl) acrylic acid, (methyl) acrylate, a vinyl monomer, an active functional monomer, an auxiliary component, a molecular weight regulator and an initiator in a feeding tank to obtain reaction materials; then, pumping the reaction materials into a tubular reactor in which a static mixing device is arranged, and preparing polyacrylic acid printing ink resin at a high temperature under high pressure by adopting a continuous main body polymerization method, wherein the adopted continuous main body polymerization process effectively inhibits occurrence of gelling and implosion reaction in a main body polymerization process, ensures controllability of molecular weight of the polyacrylic acid printing ink resin, and prepares the polyacrylic acid printing ink resin with number-average molecular weight of 10000-70000. The polyacrylic acid printing ink disclosed by the invention has good solvent release property and printing adaptation.
Description
Technical field
The invention belongs to printing-ink field, be specifically related to printing polyacrylic acid ink resin and preparation method thereof.
Background technology
In recent years, along with the variation of packing instructions and the development of packing technique, arise at the historic moment as the various plastics films of wrapping material.Owing to decorating or surface protection, plastic film for wrapping need to print conventionally.Plastic gravure ink is the coloured material for plastic wrapping printing.
In recent years, the ester dissolubility occurring on market, the urethane plastic gravure ink of alcohol dissolubility, exist price high, to problems such as pigment wetting bad dispersibility, affected promoting the use of of this series products.
Given this, research staff is more and more for the exploitation of the acrylic ink resin of alcohol dissolubility, and for example, Chinese patent CN101747475B discloses a kind of synthetic resin for alcohol-soluble printing ink that adopts the preparations such as acrylate, tertiary ethylene carbonate, vinyl-acetic ester.This resin is for gravure printing ink, have human body, environmental hazard little, the features such as raw material is conveniently easy to get, preparation cost is low, pigment wetting good dispersity.Chinese patent CN102241795A discloses a kind of a kind of alcohol soluble acrylic thermoplastic resin that adopts the preparations such as methacrylic ester, acrylate, active function groups monomer, tertiary carbonic acid glycidyl ester, cationic functional monomer, rosin addition polymer.
But market practice shows, such acrylic ink resin that solvent method is produced has the defects such as solvent release is poor, dissolvent residual is high, has had a strong impact on promoting the use of of such ink resin.Therefore it is significant that exploitation has the polyacrylic acid ink resin of good solvent release property.
Since the A.W.Hanson of Dow Chemical in 1956 proposes to prepare acrylic solid resin by mass polymerization, people are devoted to the research of mass polymerization always.Because conventional solid propenoic acid resin is solid-state at normal temperatures and pressures, when pyroreaction, monomer is again gaseous state, so can only react under the condition of High Temperature High Pressure, reaction conditions has proposed strict demand to conversion unit.Afterwards, abroad someone proposed to adopt the water-soluble solid acrylic resin of suspension polymerization for the preparation of water color ink, but suspension polymerization need to be introduced the reaction raw materials such as protection glue, and product need to carry out aftertreatment to remove impurity, improves purity, hardness and gloss; Molecular resin amount dispersion index is higher simultaneously, so that ink viscosity is bigger than normal, seldom sees so far the product that adopts this explained hereafter on market.
Rhom and Hass has proposed employing tube method and has prepared this type of water soluble acrylic resin, but seldom adopts so far.US Patent No. 4529787 has proposed a kind of mode that adopts continuously stirring and has been prepared in reactor the method for the solid propenoic acid resin of the low and even molecular weight distribution of molecular weight, in the time stirring, need to install coil pipe to solve the emission problem of reaction heat, thereby control molecular weight distribution, equipment requirements is strict.
Chinese patent CN1279693A discloses a kind of method that adopts tubular reactor to prepare low Tg solid propenoic acid ester resin.Made resin weight-average molecular weight is 10000 or lower, is mainly used as the additive of coating and casting resin system.
Chinese patent CN1146579C discloses one, and to add a small amount of dipropylene glycol methyl ether and water be solvent, the method for carrying out accurate body successive polymerization in a temperature controllable reactor.Made water-soluble phenylethene/acrylic resin is mainly used in water-based ink, paint and coating.But the ink resin that adopts this formula to prepare has serious printability problem.
Chinese patent CN100560622C discloses a kind of method that adopts the solid propenoic acid resin that continuous bulk polymerization legal system is 6000~9000 for molecular weight; this resin is mainly used in water color ink, as the grinding distribution resin of mill base and the protection resin of ACRYLIC EMULSION polymerization.
Summary of the invention
One of object of the present invention is to overcome the defect that the made polyacrylic acid ink resin of current solvent method exists, thereby a kind of polyacrylic acid ink resin with good solvent release property, good printability is provided.
Two of object of the present invention is to provide a kind of method of continuous bulk polymerization legal system for polyacrylic acid ink resin that adopt.
Polyacrylic acid ink resin of the present invention is to be undertaken obtaining after continuous bulk polymerization by following raw material reaction mass of obtaining after mixing, and taking the gross weight of reaction mass as benchmark, the ratio that each feed composition accounts for the gross weight of reaction mass is:
Described (methyl) vinylformic acid is selected from one or both the mixture in vinylformic acid, methacrylic acid.
Described (methyl) acrylate is selected from (methyl) methyl acrylate, (methyl) ethyl propenoate, (methyl) propyl acrylate, (methyl) butyl acrylate, (methyl) isobutyl acrylate, (methyl) vinylformic acid pentyl ester, (methyl) Ethyl acrylate, (methyl) ethyl acrylate, (methyl) vinylformic acid ester in the ninth of the ten Heavenly Stems, (methyl) decyl acrylate, (methyl) dodecylacrylate, (methyl) phenyl acrylate, (methyl) benzyl acrylate, (methyl) vinylformic acid oxyethyl group methyl esters, (methyl) vinylformic acid methoxyl group ethyl ester, (methyl) vinylformic acid propoxy-ethyl ester, (methyl) vinylformic acid butoxyethyl, (methyl) vinylformic acid oxyethyl group propyl ester, the mixture of one or more in (methyl) isobornyl acrylate.
Described vinyl monomer is selected from one or more the mixture in propionate, vinyl butyrate, trimethylacetic acid vinyl acetate, 2 ethyl hexanoic acid vinyl acetate, vinyl laurate, vinylbenzene, vinyl toluene, tertiary ethylene carbonate, 4-hydroxy butyl vinyl ether.
Described active function monomer is selected from one or more the mixture in toxilic acid, methylene-succinic acid, maleic anhydride, (methyl) 2-Hydroxy ethyl acrylate, (methyl) 2-hydroxypropyl acrylate, acrylamide, vinyl cyanide, dimethylaminoethyl methacrylate, glycidyl allyl ether, (methyl) glycidyl acrylate.
Described auxiliary component is selected from rosin, polymerized rosin, methyl esters of rosin, ester gum, flexalyn, pentalyn, rosin phenolic resin, rosin terpene phenolic resin, terpine resin, polyketone resin, petroleum resin, dammar gum, resol, polyethers, polyester, urethane, polymeric amide, Mierocrystalline cellulose, polyvinylpyrrolidone, epoxy resin, polyvinyl formal, polyvinyl butyral acetal, terpolycyantoamino-formaldehyde resin, Synolac, ethylene-vinyl acetate resin, polyphenylene oxide, polysulfones, polycarbonate, the mixture of one or more in urea-formaldehyde resin.
Described molecular weight regulator is selected from one or more the mixture in Virahol, propyl carbinol, isopropylcarbinol, ethylene glycol, propylene glycol, mercaptoethanol, mercaprol, Mercaptobutanol, sulfydryl hexanol, Thiovanic acid, 3-thiohydracrylic acid, 3-thiohydracrylic acid butyl ester, tertiary lauryl mercaptan, alpha-methyl styrene dimer.
Described initiator is selected from one or more the mixture in Diisopropyl azodicarboxylate, 2,2'-Azobis(2,4-dimethylvaleronitrile), diacetyl peroxide, dilauroyl peroxide, benzoyl peroxide, dicumyl peroxide, di-t-butyl peroxide, peroxidation two tert-pentyls, tertbutyl peroxide, benzoyl peroxide formic acid tertiary butyl ester, tert-butyl hydroperoxide laurate.
The preparation method of polyacrylic acid ink resin of the present invention: (methyl) vinylformic acid, (methyl) acrylate, vinyl monomer, active function monomer, auxiliary component, molecular weight regulator and initiator are mixed and obtain reaction mass in charging stock tank, then reaction mass is pumped into inside and be equipped with and carry out continuous bulk polymerization in the tubular reactor of static mixing device; In the time carrying out continuous bulk polymerization, the temperature of tubular reactor is 100~300 DEG C, and pressure is 0.5~4MPa, and the residence time of reaction mass in tubular reactor is 2~40 minutes; After reaction product discharging, through extracting, granulation, obtain polyacrylic acid ink resin; Wherein: taking the gross weight of reaction mass as benchmark, (methyl) vinylformic acid account for reaction mass gross weight 1~20%, (methyl) acrylate account for reaction mass gross weight 30~70%, vinyl monomer account for reaction mass gross weight 20~40%, active function monomer account for reaction mass gross weight 1~30%, auxiliary component account for reaction mass gross weight 2~15%, molecular weight regulator account for reaction mass gross weight 0.5~20%, initiator account for reaction mass gross weight 0.01~4%.
The number-average molecular weight of described polyacrylic acid ink resin is 10000~70000.
The present invention adopts continuous bulk polymerization method to be prepared polyacrylic acid ink resin under High Temperature High Pressure, the technique of continuous bulk polymerization adopting has effectively suppressed the generation of gel, implode reaction in bulk polymerisation process, ensure the controllability of the molecular weight of polyacrylic acid ink resin, the polyacrylic acid ink resin that to have prepared number-average molecular weight be 10000~70000.Polyacrylic acid ink resin of the present invention has good solvent release and printing adaptability, thereby has ensured that made gravure printing ink has good solvent release, glossiness and printability.
Below by specific embodiment, the present invention is described in further detail; but should not be understood as limiting the scope of the invention; all based on above-mentioned technological thought, utilize amendment, replacement, the change that ordinary skill knowledge and customary means are made all to belong to scope of the present invention.Adopt gel permeation chromatography, measure the number-average molecular weight of product taking polystyrene as standard substance.
Embodiment
Embodiment 1
The methacrylic acid of 1 kilogram, the methyl methacrylate of 41 kilograms, the vinylbenzene of 40 kilograms, the toxilic acid of 1 kilogram, the rosin of 15 kilograms, the Virahol of 1 kilogram, the Diisopropyl azodicarboxylate of 1 kilogram are mixed and obtain reaction mass in charging stock tank, then reaction mass is pumped into inside and be equipped with and in the tubular reactor of static mixing device, carry out continuous bulk polymerization; In the time carrying out continuous bulk polymerization, the temperature of tubular reactor is 100 DEG C, and pressure is 0.5MPa, and the residence time of reaction mass in tubular reactor is 40 minutes; After reaction product discharging, through extracting, granulation, make number-average molecular weight and be 70000 polyacrylic acid ink resin.
Embodiment 2
By the vinylformic acid of 10 kilograms, the methacrylic acid of 10 kilograms, the butyl acrylate of 12 kilograms, the vinylformic acid pentyl ester of 18 kilograms, the vinyl butyrate of 21 kilograms, the vinyl toluene of 9 kilograms, the methylene-succinic acid of 10 kilograms, the vinyl cyanide of 5.5 kilograms, the rosin phenolic resin of 1 kilogram, the epoxy resin of 1 kilogram, the propylene glycol of 0.3 kilogram, the Thiovanic acid of 0.2 kilogram, the benzoyl peroxide of 0.5 kilogram, the dicumyl peroxide of 1.5 kilograms mixes and obtains reaction mass in charging stock tank, then reaction mass being pumped into inside is equipped with and in the tubular reactor of static mixing device, carries out continuous bulk polymerization, in the time carrying out continuous bulk polymerization, the temperature of tubular reactor is 300 DEG C, and pressure is 4MPa, and the residence time of reaction mass in tubular reactor is 2 minutes, after reaction product discharging, through extracting, granulation, make number-average molecular weight and be 10000 polyacrylic acid ink resin.
Embodiment 3
By the vinylformic acid of 7 kilograms, the methacrylic acid of 3.5 kilograms, the isobutyl acrylate of 10 kilograms, the nonyl methacrylate of 40 kilograms, the vinyl laurate of 5 kilograms, the tertiary ethylene carbonate of 15 kilograms, the 2-Hydroxy ethyl acrylate of 5 kilograms, the acrylamide of 7 kilograms, the Mierocrystalline cellulose of 1 kilogram, the polycarbonate of 2 kilograms, the sulfydryl hexanol of 0.1 kilogram, the 3-thiohydracrylic acid of 0.4 kilogram, the diacetyl peroxide of 2.5 kilograms, the tert-butyl hydroperoxide laurate of 1.5 kilograms mixes and obtains reaction mass in charging stock tank, then reaction mass being pumped into inside is equipped with and in the tubular reactor of static mixing device, carries out continuous bulk polymerization, in the time carrying out continuous bulk polymerization, the temperature of tubular reactor is 200 DEG C, and pressure is 3.5MPa, and the residence time of reaction mass in tubular reactor is 30 minutes, after reaction product discharging, through extracting, granulation, make number-average molecular weight and be 50000 polyacrylic acid ink resin.
Embodiment 4
By the vinylformic acid of 1 kilogram, the methacrylic acid of 0.24 kilogram, the vinylformic acid ester in the ninth of the ten Heavenly Stems of 14 kilograms, the vinylformic acid methoxyl group ethyl ester of 16 kilograms, the vinyl toluene of 8 kilograms, the 4-hydroxy butyl vinyl ether of 12 kilograms, the glycidyl allyl ether of 5 kilograms, the glycidyl methacrylate of 25 kilograms, the petroleum resin of 4 kilograms, the urea-formaldehyde resin of 4.5 kilograms, the 3-thiohydracrylic acid butyl ester of 7 kilograms, the tertiary lauryl mercaptan of 3.25 kilograms, the diacetyl peroxide of 0.005 kilogram, peroxidation two tert-pentyls of 0.005 kilogram mix and obtain reaction mass in charging stock tank, then reaction mass being pumped into inside is equipped with and in the tubular reactor of static mixing device, carries out continuous bulk polymerization, in the time carrying out continuous bulk polymerization, the temperature of tubular reactor is 180 DEG C, and pressure is 2.25MPa, and the residence time of reaction mass in tubular reactor is 25 minutes, after reaction product discharging, through extracting, granulation, make number-average molecular weight and be 40000 polyacrylic acid ink resin.
Embodiment 5
By the methacrylic acid of 1 kilogram, the isobutyl acrylate of 20 kilograms, the phenyl methacrylate of 50 kilograms, the 4-hydroxy butyl vinyl ether of 20 kilograms, the maleic anhydride of 0.4 kilogram, the dimethylaminoethyl methacrylate of 0.6 kilogram, the flexalyn of 1 kilogram, 4.495 kilogram polyester, the isopropylcarbinol of 0.2 kilogram, the mercaprol of 0.3 kilogram, the dilauroyl peroxide of 0.5 kilogram, the dicumyl peroxide of 1.505 kilograms mixes and obtains reaction mass in charging stock tank, then reaction mass being pumped into inside is equipped with and in the tubular reactor of static mixing device, carries out continuous bulk polymerization, in the time carrying out continuous bulk polymerization, the temperature of tubular reactor is 280 DEG C, and pressure is 1.6MPa, and the residence time of reaction mass in tubular reactor is 32 minutes, after reaction product discharging, through extracting, granulation, make number-average molecular weight and be 57000 polyacrylic acid ink resin.
Embodiment 6
By the vinylformic acid of 3 kilograms, the methacrylic acid of 7 kilograms, the ethyl propenoate of 10 kilograms, the vinylformic acid methoxyl group ethyl ester of 35 kilograms, the 2 ethyl hexanoic acid vinyl acetate of 13 kilograms, the vinylbenzene of 7 kilograms, the 2-hydroxypropyl acrylate of 0.3 kilogram, the glycidyl allyl ether of 0.7 kilogram, the terpine resin of 1 kilogram, the dammar gum of 2 kilograms, the mercaptoethanol of 4 kilograms, the alpha-methyl styrene dimer of 16 kilograms, the dilauroyl peroxide of 0.4 kilogram, the benzoyl peroxide formic acid tertiary butyl ester of 0.6 kilogram mixes and obtains reaction mass in charging stock tank, then reaction mass being pumped into inside is equipped with and in the tubular reactor of static mixing device, carries out continuous bulk polymerization, in the time carrying out continuous bulk polymerization, the temperature of tubular reactor is 260 DEG C, and pressure is 2.5MPa, and the residence time of reaction mass in tubular reactor is 21 minutes, after reaction product discharging, through extracting, granulation, make number-average molecular weight and be 43000 polyacrylic acid ink resin.
Claims (10)
1. a polyacrylic acid ink resin, it is characterized in that, described polyacrylic acid ink resin is to be undertaken obtaining after continuous bulk polymerization by following raw material reaction mass of obtaining after mixing, and taking the gross weight of reaction mass as benchmark, the ratio that each feed composition accounts for reaction mass gross weight is:
。
2. polyacrylic acid ink resin according to claim 1, is characterized in that: the number-average molecular weight of described polyacrylic acid ink resin is 10000~70000.
3. polyacrylic acid ink resin according to claim 1, is characterized in that: described (methyl) vinylformic acid is selected from one or both the mixture in vinylformic acid, methacrylic acid.
4. polyacrylic acid ink resin according to claim 1, it is characterized in that: described (methyl) acrylate is selected from (methyl) methyl acrylate, (methyl) ethyl propenoate, (methyl) propyl acrylate, (methyl) butyl acrylate, (methyl) isobutyl acrylate, (methyl) vinylformic acid pentyl ester, (methyl) Ethyl acrylate, (methyl) ethyl acrylate, (methyl) vinylformic acid ester in the ninth of the ten Heavenly Stems, (methyl) decyl acrylate, (methyl) dodecylacrylate, (methyl) phenyl acrylate, (methyl) benzyl acrylate, (methyl) vinylformic acid oxyethyl group methyl esters, (methyl) vinylformic acid methoxyl group ethyl ester, (methyl) vinylformic acid propoxy-ethyl ester, (methyl) vinylformic acid butoxyethyl, (methyl) vinylformic acid oxyethyl group propyl ester, the mixture of one or more in (methyl) isobornyl acrylate.
5. polyacrylic acid ink resin according to claim 1, is characterized in that: described vinyl monomer is selected from one or more the mixture in propionate, vinyl butyrate, trimethylacetic acid vinyl acetate, 2 ethyl hexanoic acid vinyl acetate, vinyl laurate, vinylbenzene, vinyl toluene, tertiary ethylene carbonate, 4-hydroxy butyl vinyl ether.
6. polyacrylic acid ink resin according to claim 1, is characterized in that: described active function monomer is selected from one or more the mixture in toxilic acid, methylene-succinic acid, maleic anhydride, (methyl) 2-Hydroxy ethyl acrylate, (methyl) 2-hydroxypropyl acrylate, acrylamide, vinyl cyanide, dimethylaminoethyl methacrylate, glycidyl allyl ether, (methyl) glycidyl acrylate.
7. polyacrylic acid ink resin according to claim 1, it is characterized in that: described auxiliary component is selected from rosin, polymerized rosin, methyl esters of rosin, ester gum, flexalyn, pentalyn, rosin phenolic resin, rosin terpene phenolic resin, terpine resin, polyketone resin, petroleum resin, dammar gum, resol, polyethers, polyester, urethane, polymeric amide, Mierocrystalline cellulose, polyvinylpyrrolidone, epoxy resin, polyvinyl formal, polyvinyl butyral acetal, terpolycyantoamino-formaldehyde resin, Synolac, ethylene-vinyl acetate resin, polyphenylene oxide, polysulfones, polycarbonate, the mixture of one or more in urea-formaldehyde resin.
8. polyacrylic acid ink resin according to claim 1, is characterized in that: described molecular weight regulator is selected from one or more the mixture in Virahol, propyl carbinol, isopropylcarbinol, ethylene glycol, propylene glycol, mercaptoethanol, mercaprol, Mercaptobutanol, sulfydryl hexanol, Thiovanic acid, 3-thiohydracrylic acid, 3-thiohydracrylic acid butyl ester, tertiary lauryl mercaptan, alpha-methyl styrene dimer.
9. polyacrylic acid ink resin according to claim 1, is characterized in that: described initiator is selected from one or more the mixture in Diisopropyl azodicarboxylate, 2,2'-Azobis(2,4-dimethylvaleronitrile), diacetyl peroxide, dilauroyl peroxide, benzoyl peroxide, dicumyl peroxide, di-t-butyl peroxide, peroxidation two tert-pentyls, tertbutyl peroxide, benzoyl peroxide formic acid tertiary butyl ester, tert-butyl hydroperoxide laurate.
10. the preparation method of the polyacrylic acid ink resin described in claim 1~9 any one, it is characterized in that: (methyl) vinylformic acid, (methyl) acrylate, vinyl monomer, active function monomer, auxiliary component, molecular weight regulator and initiator are mixed and obtain reaction mass in charging stock tank, then reaction mass is pumped into inside and be equipped with and in the tubular reactor of static mixing device, carry out continuous bulk polymerization; In the time carrying out continuous bulk polymerization, the temperature of tubular reactor is 100~300 DEG C, and pressure is 0.5~4MPa, and the residence time of reaction mass in tubular reactor is 2~40 minutes; After reaction product discharging, through extracting, granulation, obtain polyacrylic acid ink resin; Wherein: taking the gross weight of reaction mass as benchmark, (methyl) vinylformic acid account for reaction mass gross weight 1~20%, (methyl) acrylate account for reaction mass gross weight 30~70%, vinyl monomer account for reaction mass gross weight 20~40%, active function monomer account for reaction mass gross weight 1~30%, auxiliary component account for reaction mass gross weight 2~15%, molecular weight regulator account for reaction mass gross weight 0.5~20%, initiator account for reaction mass gross weight 0.01~4%.
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