CN103159906A - Cardanol modified rosin phenolic resin used for printing ink and preparation method thereof - Google Patents
Cardanol modified rosin phenolic resin used for printing ink and preparation method thereof Download PDFInfo
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- CN103159906A CN103159906A CN 201210563547 CN201210563547A CN103159906A CN 103159906 A CN103159906 A CN 103159906A CN 201210563547 CN201210563547 CN 201210563547 CN 201210563547 A CN201210563547 A CN 201210563547A CN 103159906 A CN103159906 A CN 103159906A
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- rosin
- printing ink
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Abstract
The invention relates to a kind of cardanol modified rosin phenolic resin used for printing ink. The structural formula of the resin is as follows, wherein the structural formula of R' is as follows, R is C15H27, and n is 5-10. The invention further discloses a preparation method of the resin. Through technical control, the resin which is high in molecular weight and structure and low in acid value is obtained. Due to the unique feature of a honeycomb structure, the resign has the feature of the high structure, is good in offset forming performance and strong in cohesion, and contains a long carbon chain of C15H27. The intermiscibility of the resin with mineral oil and plant oil is promoted to a certain extent, connecting material with certain viscoelasticity can be obtained after the resin reacts with gels appropriately, and the resin can be applied to offset lithography printing ink.
Description
Technical field:
The present invention relates to chemical field, relate in particular to organic chemistry, particularly resol, concrete is a kind of printing ink is with modified by cardanol rosin phenolic resin and preparation method thereof.
Background technology:
The rhythm of life of modern society is fast, and high speed printing has become a kind of trend, and in order to satisfy the needs of high speed printing, streamline operration, will use the thermal fixation web offset printing ink.This printing ink has good printing performance, but the high speed two sides print simultaneously, wink-dry.Rosin modified phenolic resin has the advantages such as strong adhesion, rate of drying be fast, is suitable for being applied in heat-set ink.
Rosin modified phenolic resin is take rosin, alkylphenol, polyvalent alcohol and formaldehyde etc. as main component, the oil-soluble resin of the high molecular that obtains through reactions such as certain condensation, addition, esterifications, low acid value.Due to its unique polynuclear plane feature, can with the pigment good wet, obtained certain viscoelastic binder and be widely used in coating, printing ink industry with the gelatinizing agent appropriate reaction.Its main technique is with after alkylphenol-formaldehyde resin initial stage condenses and rosin addition, makes with the polyvalent alcohol esterification.
Rosin modified phenolic resin as the used for offset ink resin, is the main component of flexographic ink, and it gives printing ink with gloss, mobility, drying property, anchorage and other various printabilities.Along with the quickening of print speed, this just requires the force of cohesion of resin to improve, and the rheological Elastic part of resin will increase.The method that can take has molecular weight, the esterification of employing polyvalent alcohol that increases resin, but the two all can make the consistency of resin and oil reduce.Contradiction for balance between both is when improving molecular weight, according to the similar principle that mixes, introduce the substituting group of long carbochain on the phenol ring of resol, can improve the molecular weight of resin, make the higher structure of resin, improve to a certain extent the aliphatic hydrocarbon solvability of resin simultaneously.
Summary of the invention:
The object of the present invention is to provide a kind of printing ink modified by cardanol rosin phenolic resin, described this printing ink will solve in prior art the molecular weight that improves resol with the modified by cardanol rosin phenolic resin, obtain a kind of high molecular weight resin and with ore deposit, technical problem that the vegetables oil intermiscibility is good.
This printing ink modified by cardanol rosin phenolic resin of the present invention, its structural formula is:
Wherein the structural formula of R' is:
Wherein R is C
15H
27, n is 5 ~ 10.
the present invention also provides a kind of method that above-mentioned printing ink is used the modified by cardanol rosin phenolic resin for preparing, in described method, at first take the rosin of certain mass, rosin is added in reactor, in the situation that pass into the nitrogen molten rosin, after rosin all melts, stir and reflux, then reduce the temperature to 120 of reactor～150 ℃, adding the mol ratio with rosin is the cardanol of 0.15～0.25:1, adding the mol ratio with rosin is the tertiary butyl phenol of 0.45～0.55:1, add with the rosin mol ratio is the paraformaldehyde of 1.1～1.5:1 again, and add catalyzer, refluxed 2～4 hours with 100～140 ℃ of insulations, after backflow finishes, change back stream for reclaiming, rising temperature to 230～270 ℃, add with the rosin mol ratio is the polyvalent alcohol of 0.45～0.55:1, logical trace nitrogen gas, carried out esterification 3～5 hours in 230～270 ℃ of situations, sampling detects, until qualified, vacuumize, remove discharging while hot after low-boiling-point substance, cooling rapidly, namely obtain printing ink modified by cardanol rosin phenolic resin.
Further, described catalyzer is zinc oxide.
Further, described polyvalent alcohol is tetramethylolmethane.
Further, described qualified refers to that rotary viscosity is that 140000～180000mpa.s, normal heptane value are 2～5ml; Acid number less than or equal to 25.0mgKOH/g, color and luster less than or equal to the 12# look.
Further, describedly coolingly rapidly refer to use the ice-water bath fast cooling when product discharge.
The equation of the present invention's reaction is as follows:
1, by the linear low order phenolic condensation compound that contains active methylol when 170-190 spends, the hydroxyl in molecule on phenyl ring and end methylol dehydration form the methyne quinone:
2, by under methyne quinone certain condition with the rosin structure in carbon-carbon double bond the Diele-Aider addition reaction occurs, form important chroman ring structure chroman ring shape compound:
3, carry out esterification by chroman ring shape compound and polyvalent alcohol under comparatively high temps:
Chroman ring
Shape compound tetramethylolmethane esterification product
Wherein R' is the reaction 2 chroman ring shape compounds that obtain.
reaction principle of the present invention: cardanol, at first tertiary butyl phenol obtains the different phenolic condensation compound of the various polymerization degree from paraformaldehyde condensation under basic catalyst zinc oxide existence condition, they are when 170 ~ 190 spend, hydroxyl in molecule on phenyl ring and the dehydration of end methylol form the methyne quinone, then with the rosin structure in carbon-carbon double bond the Diele-Alder addition reaction occurs, form important chroman ring structure chroman ring shape compound, carboxyl on this adduct and tetramethylolmethane carry out esterification under comparatively high temps, the esterification products that obtains at last modified by cardanol rosin phenolic resin very of the present invention.
The present invention contains the pentadecyl phenol of 0～3 unsaturated double-bond and the mixing of other phenols, with paraformaldehyde, polyvalent alcohol, rosin etc. as main component, first molten rosin, add again phenolic aldehyde, catalyzer, polyvalent alcohol, condensation refluxes under certain temperature, addition at a certain temperature, esterification obtains a kind of high molecular, high structure, hangs down the resin of acid value by technology controlling and process.Due to its unique polynuclear plane feature, therefore can with the pigment good wet, and contain the R-of longer carbochain, can obtain certain viscoelastic binder with the gelifying agent appropriate reaction, can be applied to offset litho printing ink.
The present invention and prior art compare, and its effect is actively with obvious.The present invention introduces the C of 15 carbon
15H
27, make printing ink have higher molecular weight, improve the force of cohesion of resin, increase the elasticity of resin, and owing to containing two keys in R-, but addition under high temperature makes resin have larger polynuclear plane, improves the moisture dispersibility of pigment in the middle of it.
Specific implementation method:
Cardanol raw material in following embodiment is that cardanol content is not less than 88% high purity cardanol.
Embodiment 1
After being broken into pieces, 350 gram rosin join in split type reactor, being heated to rosin in logical nitrogen situation all becomes liquid, open and stir and reflux, slowly add successively 68.5 cardanols, 74.0 gram tertiary butyl phenols, add the paraformaldehyde of 50.3 grams that stir in advance and the mixture of 3.0 gram zinc oxide below 140 degree, refluxed 5 hours in 100 ~ 110 degree insulations.After insulation finishes, change back stream for reclaiming, slowly be warming up to 230 degree, add 53.2 gram tetramethylolmethanes, 230 ~ 260 degree insulation 4 hours, detected rotary viscosity, acid number, normal heptane value, color and luster every 2 hours.Under the equal Qualification of indices, cooling discharging rapidly.The finished product index that obtains is: rotary viscosity=160000mpa.s; Normal heptane value=4.5ml; Acid number is 24.3mgKOH/g; Color and luster is 9# look (iron-cobalt colorimetry).
Embodiment 2
After being broken into pieces, 350 gram rosin join in split type reactor, being heated to rosin in logical nitrogen situation all becomes liquid, open and stir and reflux, slowly add successively 71.5 gram cardanols, 74.0 gram tertiary butyl phenol, add the paraformaldehyde of 51.5 grams that stir in advance and the mixture of 2.5 gram zinc oxide below 140 degree, refluxed 5 hours in 110 ~ 120 degree insulations.After insulation finishes, change back stream for reclaiming, control temperature rise rate, slowly be warming up to 250 degree, add 54.6 gram tetramethylolmethanes, 230 ~ 260 degree insulation 4 hours, detected rotary viscosity, acid branch, normal heptane value, color and luster in each 2 hours.Indices is all in qualified situation, rapidly cooling discharging.The finished product index that obtains is: rotary viscosity=175000mpa.s; Normal heptane value=4.8ml; Acid number is 21.5mgKOH/g; Color and luster is 8# look (iron-cobalt colorimetry).
Claims (6)
1. printing ink modified by cardanol rosin phenolic resin, it is characterized in that: its structural formula is
Wherein R is C
15H
27, n is 5 ~ 10.
2. one kind prepares the method that printing ink as claimed in claim 1 is used the modified by cardanol rosin phenolic resin, it is characterized in that: the rosin that at first takes certain mole number, rosin is added in reactor, in the situation that pass into the nitrogen molten rosin, after rosin all melts, stir and reflux, then reduce rosin temperature to 120～150 ℃, adding the mol ratio with rosin is the cardanol of 0.15～0.25:1, adding the mol ratio with rosin is the tertiary butyl phenol of 0.45～0.55:1, add with the rosin mol ratio is the paraformaldehyde of 1.1～1.5:1 again, and add catalyzer, refluxed 2～4 hours with 100～140 ℃ of insulations, after backflow finishes, change back stream for reclaiming, rising temperature to 230～270 ℃, add with the rosin mol ratio is the polyvalent alcohol of 0.45～0.55:1, logical trace nitrogen gas, carried out esterification 3～5 hours in 230～270 ℃ of situations, sampling detects, until qualified, vacuumize, remove discharging while hot after low-boiling-point substance, cooling rapidly, namely obtain printing ink modified by cardanol rosin phenolic resin.
3. printing ink as claimed in claim 2 is with the preparation method of modified by cardanol rosin phenolic resin,
It is characterized in that: described catalyzer is zinc oxide.
4. printing ink as claimed in claim 2 is with the preparation method of modified by cardanol rosin phenolic resin, and it is characterized in that: described polyvalent alcohol is tetramethylolmethane.
5. printing ink as claimed in claim 2 is with the preparation method of modified by cardanol rosin phenolic resin, it is characterized in that: described qualified refer to rotary viscosity be 140000～180000mpa.s, normal heptane value be 2～5ml, acid number less than or equal to 25.0mgKOH/g, color and luster is less than or equal to the 12# look.
6. printing ink as claimed in claim 2 is with the preparation method of modified by cardanol rosin phenolic resin, and it is characterized in that: described cooling referring to rapidly lowered the temperature with ice-water bath when product discharge.
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| Application Number | Priority Date | Filing Date | Title |
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| CN 201210563547 CN103159906A (en) | 2012-12-21 | 2012-12-21 | Cardanol modified rosin phenolic resin used for printing ink and preparation method thereof |
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| CN 201210563547 CN103159906A (en) | 2012-12-21 | 2012-12-21 | Cardanol modified rosin phenolic resin used for printing ink and preparation method thereof |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104558462A (en) * | 2013-12-07 | 2015-04-29 | 广西梧州日成林产化工股份有限公司 | Method for preparing rosin-modified phenolic resin |
| CN105622874A (en) * | 2014-12-26 | 2016-06-01 | 彤程化学（中国）有限公司 | Phenol-formaldehyde resin modified by rosin or maleic rosin and cardanol, and preparation method and application thereof |
| CN110452343A (en) * | 2019-08-12 | 2019-11-15 | 德庆华彩合成树脂有限公司 | A kind of environment-friendly type rosin modified phenolic resin and preparation method thereof |
| CN110903448A (en) * | 2019-09-04 | 2020-03-24 | 嘉兴学院 | Preparation method of cardanol modified rosin pyrogallic acid phenolic resin for printing ink |
-
2012
- 2012-12-21 CN CN 201210563547 patent/CN103159906A/en active Pending
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104558462A (en) * | 2013-12-07 | 2015-04-29 | 广西梧州日成林产化工股份有限公司 | Method for preparing rosin-modified phenolic resin |
| CN105622874A (en) * | 2014-12-26 | 2016-06-01 | 彤程化学（中国）有限公司 | Phenol-formaldehyde resin modified by rosin or maleic rosin and cardanol, and preparation method and application thereof |
| CN105622874B (en) * | 2014-12-26 | 2018-08-28 | 彤程化学（中国）有限公司 | With rosin or the phenol-formaldehyde resin and its preparation method and application of maleic rosin and modified by cardanol |
| CN110452343A (en) * | 2019-08-12 | 2019-11-15 | 德庆华彩合成树脂有限公司 | A kind of environment-friendly type rosin modified phenolic resin and preparation method thereof |
| CN110903448A (en) * | 2019-09-04 | 2020-03-24 | 嘉兴学院 | Preparation method of cardanol modified rosin pyrogallic acid phenolic resin for printing ink |
| CN110903448B (en) * | 2019-09-04 | 2023-06-09 | 嘉兴学院 | Preparation method of cardanol modified rosin pyrogallic acid phenolic resin for ink |
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Application publication date: 20130619 |