CN112011212B - Preparation method of environment-friendly synthetic paper ink - Google Patents
Preparation method of environment-friendly synthetic paper ink Download PDFInfo
- Publication number
- CN112011212B CN112011212B CN202010966306.8A CN202010966306A CN112011212B CN 112011212 B CN112011212 B CN 112011212B CN 202010966306 A CN202010966306 A CN 202010966306A CN 112011212 B CN112011212 B CN 112011212B
- Authority
- CN
- China
- Prior art keywords
- parts
- castor oil
- rosin
- modified rosin
- synthetic paper
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
- 238000002360 preparation method Methods 0.000 title claims abstract description 13
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 claims abstract description 67
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 claims abstract description 67
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 claims abstract description 67
- 239000004359 castor oil Substances 0.000 claims abstract description 58
- 235000019438 castor oil Nutrition 0.000 claims abstract description 58
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 claims abstract description 58
- 239000000123 paper Substances 0.000 claims abstract description 33
- 229920005989 resin Polymers 0.000 claims abstract description 15
- 239000011347 resin Substances 0.000 claims abstract description 15
- 239000000049 pigment Substances 0.000 claims abstract description 13
- 238000000034 method Methods 0.000 claims abstract description 11
- 239000002318 adhesion promoter Substances 0.000 claims abstract description 9
- 239000003085 diluting agent Substances 0.000 claims abstract description 9
- 239000002270 dispersing agent Substances 0.000 claims abstract description 9
- 239000000945 filler Substances 0.000 claims abstract description 9
- 239000003381 stabilizer Substances 0.000 claims abstract description 9
- 239000002994 raw material Substances 0.000 claims abstract description 8
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical group ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 45
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 39
- 238000006243 chemical reaction Methods 0.000 claims description 25
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 claims description 24
- 239000000463 material Substances 0.000 claims description 22
- 239000003112 inhibitor Substances 0.000 claims description 19
- 238000006116 polymerization reaction Methods 0.000 claims description 19
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N 1,4-Benzenediol Natural products OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 claims description 18
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 18
- 238000003756 stirring Methods 0.000 claims description 18
- 238000010438 heat treatment Methods 0.000 claims description 12
- JOXIMZWYDAKGHI-UHFFFAOYSA-N p-toluenesulfonic acid Substances CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 claims description 10
- 230000005587 bubbling Effects 0.000 claims description 9
- 239000003054 catalyst Substances 0.000 claims description 9
- 239000012043 crude product Substances 0.000 claims description 9
- 229910052757 nitrogen Inorganic materials 0.000 claims description 9
- 239000003960 organic solvent Substances 0.000 claims description 8
- 239000008367 deionised water Substances 0.000 claims description 6
- 229910021641 deionized water Inorganic materials 0.000 claims description 6
- 239000006185 dispersion Substances 0.000 claims description 6
- 125000000687 hydroquinonyl group Chemical group C1(O)=C(C=C(O)C=C1)* 0.000 claims description 6
- 238000002390 rotary evaporation Methods 0.000 claims description 6
- 238000005406 washing Methods 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- 238000005096 rolling process Methods 0.000 claims description 4
- 239000012299 nitrogen atmosphere Substances 0.000 claims description 3
- 239000000047 product Substances 0.000 claims description 3
- 125000005489 p-toluenesulfonic acid group Chemical group 0.000 claims description 2
- 150000002148 esters Chemical class 0.000 abstract description 3
- 239000000853 adhesive Substances 0.000 abstract description 2
- 230000001070 adhesive effect Effects 0.000 abstract description 2
- 238000007639 printing Methods 0.000 description 7
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 6
- 229910052791 calcium Inorganic materials 0.000 description 6
- 239000011575 calcium Substances 0.000 description 6
- FPAFDBFIGPHWGO-UHFFFAOYSA-N dioxosilane;oxomagnesium;hydrate Chemical group O.[Mg]=O.[Mg]=O.[Mg]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O FPAFDBFIGPHWGO-UHFFFAOYSA-N 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- 239000000178 monomer Substances 0.000 description 6
- 239000000843 powder Substances 0.000 description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 5
- WDHYRUBXLGOLKR-UHFFFAOYSA-N phosphoric acid;prop-2-enoic acid Chemical group OC(=O)C=C.OP(O)(O)=O WDHYRUBXLGOLKR-UHFFFAOYSA-N 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- -1 tris (N-nitroso-N-phenylhydroxylamine) aluminum salt Chemical group 0.000 description 4
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
- 239000002028 Biomass Substances 0.000 description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 3
- 229910052782 aluminium Inorganic materials 0.000 description 3
- 238000000227 grinding Methods 0.000 description 3
- 238000004806 packaging method and process Methods 0.000 description 3
- 238000000016 photochemical curing Methods 0.000 description 3
- QNODIIQQMGDSEF-UHFFFAOYSA-N (1-hydroxycyclohexyl)-phenylmethanone Chemical compound C=1C=CC=CC=1C(=O)C1(O)CCCCC1 QNODIIQQMGDSEF-UHFFFAOYSA-N 0.000 description 2
- 238000005698 Diels-Alder reaction Methods 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 2
- 230000002745 absorbent Effects 0.000 description 2
- 239000002250 absorbent Substances 0.000 description 2
- 239000011127 biaxially oriented polypropylene Substances 0.000 description 2
- 229920006378 biaxially oriented polypropylene Polymers 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 238000005886 esterification reaction Methods 0.000 description 2
- 239000011888 foil Substances 0.000 description 2
- FSDNTQSJGHSJBG-UHFFFAOYSA-N piperidine-4-carbonitrile Chemical compound N#CC1CCNCC1 FSDNTQSJGHSJBG-UHFFFAOYSA-N 0.000 description 2
- 239000005020 polyethylene terephthalate Substances 0.000 description 2
- 239000004800 polyvinyl chloride Substances 0.000 description 2
- PTPLXVHPKMTVIW-FPLPWBNLSA-N (Z)-hydroxyimino-oxido-phenylazanium Chemical compound O\N=[N+](/[O-])c1ccccc1 PTPLXVHPKMTVIW-FPLPWBNLSA-N 0.000 description 1
- ZDQNWDNMNKSMHI-UHFFFAOYSA-N 1-[2-(2-prop-2-enoyloxypropoxy)propoxy]propan-2-yl prop-2-enoate Chemical compound C=CC(=O)OC(C)COC(C)COCC(C)OC(=O)C=C ZDQNWDNMNKSMHI-UHFFFAOYSA-N 0.000 description 1
- XLPJNCYCZORXHG-UHFFFAOYSA-N 1-morpholin-4-ylprop-2-en-1-one Chemical compound C=CC(=O)N1CCOCC1 XLPJNCYCZORXHG-UHFFFAOYSA-N 0.000 description 1
- VOBUAPTXJKMNCT-UHFFFAOYSA-N 1-prop-2-enoyloxyhexyl prop-2-enoate Chemical compound CCCCCC(OC(=O)C=C)OC(=O)C=C VOBUAPTXJKMNCT-UHFFFAOYSA-N 0.000 description 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 1
- 238000003854 Surface Print Methods 0.000 description 1
- 238000003848 UV Light-Curing Methods 0.000 description 1
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical class [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000001588 bifunctional effect Effects 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 238000001723 curing Methods 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
- 125000002897 diene group Chemical group 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- 230000005484 gravity Effects 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- NYGZLYXAPMMJTE-UHFFFAOYSA-M metanil yellow Chemical group [Na+].[O-]S(=O)(=O)C1=CC=CC(N=NC=2C=CC(NC=3C=CC=CC=3)=CC=2)=C1 NYGZLYXAPMMJTE-UHFFFAOYSA-M 0.000 description 1
- YDKNBNOOCSNPNS-UHFFFAOYSA-N methyl 1,3-benzoxazole-2-carboxylate Chemical compound C1=CC=C2OC(C(=O)OC)=NC2=C1 YDKNBNOOCSNPNS-UHFFFAOYSA-N 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 238000007645 offset printing Methods 0.000 description 1
- 239000011087 paperboard Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- KCTAWXVAICEBSD-UHFFFAOYSA-N prop-2-enoyloxy prop-2-eneperoxoate Chemical compound C=CC(=O)OOOC(=O)C=C KCTAWXVAICEBSD-UHFFFAOYSA-N 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 239000002910 solid waste Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 1
- 229920006305 unsaturated polyester Polymers 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 239000003981 vehicle Substances 0.000 description 1
- NWONKYPBYAMBJT-UHFFFAOYSA-L zinc sulfate Chemical compound [Zn+2].[O-]S([O-])(=O)=O NWONKYPBYAMBJT-UHFFFAOYSA-L 0.000 description 1
- 229960001763 zinc sulfate Drugs 0.000 description 1
- 229910000368 zinc sulfate Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/02—Printing inks
- C09D11/08—Printing inks based on natural resins
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/02—Printing inks
- C09D11/03—Printing inks characterised by features other than the chemical nature of the binder
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09F—NATURAL RESINS; FRENCH POLISH; DRYING-OILS; OIL DRYING AGENTS, i.e. SICCATIVES; TURPENTINE
- C09F1/00—Obtaining purification, or chemical modification of natural resins, e.g. oleo-resins
- C09F1/04—Chemical modification, e.g. esterification
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
Abstract
The invention discloses a preparation method of environment-friendly synthetic paper ink, which comprises the following raw materials in parts by weight: 45-60 parts of castor oil modified rosin, 10-15 parts of reactive diluent, 5-8 parts of photoinitiator, 1-2 parts of dispersant, 0.1-0.5 part of stabilizer, 15-25 parts of pigment, 2-3 parts of filler and 2-3 parts of polymerizable adhesion promoter, wherein the sum of the mass percentages of the components is 100%; the method specifically comprises the following steps: step 1, modifying rosin by using castor oil; and 2, preparing the environment-friendly synthetic paper ink according to the product obtained in the step 1, wherein the ink prepared by the invention has an ester-based structure in film-forming resin and has good adhesive capacity on synthetic paper.
Description
Technical Field
The invention belongs to the technical field of printing materials, and relates to a preparation method of environment-friendly synthetic paper ink.
Background
In the field of printing and packaging, non-absorbent materials such as gold and silver card paper, aluminum foil paper, BOPP, PVC, PET and the like occupy a large part of specific gravity, but the surfaces of printing stocks for printing are smooth and clean, the adsorbability to ink is poor, and the traditional offset printing ink is difficult to select for printing. The UV light-cured printing ink does not contain volatile organic solvent, has high drying speed and can be suitable for surface printing of synthetic paper materials. The vehicle used for photo-curing ink mainly comprises unsaturated polyester, epoxy resin, polyurethane acrylate, epoxy acrylate, polyester acrylate and the like.
With the increasingly prominent problems of energy consumption and environmental pollution, how to seek biodegradable raw materials to replace petrochemical raw materials and develop an environment-friendly UV ink formula to reduce the degradation speed of printing and packaging solid wastes and meet the requirements of sustainable development becomes a research hotspot of researchers at home and abroad at present. The vegetable oil, polyhydric alcohol and castor oil are fatty acid triglyceride, and the molecular structure of the castor oil contains unsaturated double bonds and hydroxyl at the same time, so that various chemical reactions can occur. Thus, UV light curable resins can be prepared by functionally modifying them, reducing or eliminating the deficiencies of conventional petroleum-based resins. Based on the above, an environment-friendly synthetic paper ink and a preparation method thereof are needed.
Disclosure of Invention
The invention aims to provide a preparation method of environment-friendly synthetic paper ink, and the ink prepared by the method has an ester-based structure in film-forming resin and has good adhesive capacity on synthetic paper.
The invention adopts the technical scheme that the preparation method of the environment-friendly synthetic paper ink comprises the following raw materials in parts by weight: 45-60 parts of castor oil modified rosin, 10-15 parts of reactive diluent, 5-8 parts of photoinitiator, 1-2 parts of dispersant, 0.1-0.5 part of stabilizer, 15-25 parts of pigment, 2-3 parts of filler and 2-3 parts of polymerizable adhesion promoter, wherein the sum of the mass percentages of the components is 100%;
The method specifically comprises the following steps:
step 1, modifying rosin by using castor oil;
and 2, preparing the environment-friendly synthetic paper ink according to the product obtained in the step 1.
The present invention is also technically characterized in that,
the specific process of the step 1 is as follows:
step 1.1, adding rosin, hydroxyethyl acrylate and a polymerization inhibitor into a reaction kettle in a nitrogen atmosphere, heating to 120 ℃ until the rosin is molten, raising the temperature to 180-;
step 1.2, adding castor oil, the hydroxyethyl acrylate modified rosin obtained in the step 1.1, a polymerization inhibitor, a catalyst and an organic solvent into a reaction kettle, bubbling nitrogen for 30min, heating to 110-120 ℃, and reacting for 3-5h to obtain a castor oil modified rosin crude product;
and step 1.3, sequentially adding dichloromethane, toluene and deionized water into the castor oil modified rosin crude product obtained in the step 1.2, washing for three times, and removing dichloromethane and toluene solvent by rotary evaporation to obtain the castor oil modified rosin resin.
In the step 1.1, the mass ratio of the hydroxyethyl acrylate to the rosin is (2-3): 1, the polymerization inhibitor is hydroquinone, and the mass of the polymerization inhibitor is 0.5-1% of that of the hydroxyethyl acrylate.
In the step 1.2, the mass ratio of the hydroxyethyl acrylate modified rosin to the castor oil is (1.2-1.5): the catalyst comprises 1% of p-toluenesulfonic acid, 1% of a polymerization inhibitor, an organic solvent and a solvent, wherein the polymerization inhibitor is hydroquinone, the mass of the polymerization inhibitor is 0.5% -1% of that of castor oil, the mass of the catalyst is 1% -5% of that of the castor oil, and the organic solvent is dichloromethane and toluene.
The specific process of the step 2 is as follows: sequentially adding castor oil modified rosin, an active diluent, a photoinitiator, a dispersant and a stabilizer in parts by weight into a reaction kettle, stirring at the speed of 800r/min for 10 minutes for pre-dispersion, then sequentially adding a pigment, a filler and a polymerizable adhesion promoter in parts by weight while stirring, stirring at the speed of 1500r/min for 15 minutes to obtain a primarily dispersed ink material, taking the primarily dispersed ink material out of the reaction kettle, adding the primarily dispersed ink material into a three-roll grinder, and repeatedly rolling for 3-5 times to obtain the environment-friendly synthetic paper ink.
In the three-roll mill, the speed ratio of the front roll, the middle roll and the rear roll is set to 9:3: 1.
The invention has the beneficial effects that biomass-based rosin is used as a raw material, the biomass-based rosin reacts with hydroxyethyl acrylate through a Diels-Alder reaction, then carboxyl in a generated intermediate is utilized to be subjected to esterification reaction with castor oil, and double bonds in the castor oil are introduced to obtain the castor oil modified rosin, wherein the functionality of the double bonds in the resin is 3.7-5.7, the activity is higher, and the photocuring speed is high. Meanwhile, the problem of large smell of the ink caused by residual acrylic acid in the traditional UV curing system of acrylic acid modified rosin is avoided, and the application of the UV light-cured ink in the fields of food, medicine packaging and the like is widened.
Detailed Description
The present invention will be described in detail with reference to the following embodiments.
The invention relates to a preparation method of environment-friendly synthetic paper ink, which comprises the following raw materials in parts by weight: 45-60 parts of castor oil modified rosin, 10-15 parts of reactive diluent, 5-8 parts of photoinitiator, 1-2 parts of dispersant, 0.1-0.5 part of stabilizer, 15-25 parts of pigment, 2-3 parts of filler and 2-3 parts of polymerizable adhesion promoter, wherein the sum of the mass percentages of the components is 100%;
the method specifically comprises the following steps:
step 1, modifying rosin by using castor oil;
the specific process of the step 1 is as follows:
step 1.1, adding rosin, hydroxyethyl acrylate and a polymerization inhibitor into a reaction kettle in a nitrogen atmosphere, heating to 120 ℃ until the rosin is molten, raising the temperature to 180-; in the step 1.1, the mass ratio of the hydroxyethyl acrylate to the rosin is (2-3): 1, the polymerization inhibitor is hydroquinone.
Step 1.2, adding castor oil, the hydroxyethyl acrylate modified rosin obtained in the step 1.1, a polymerization inhibitor, a catalyst and an organic solvent into a reaction kettle, bubbling nitrogen for 30min, heating to 110-120 ℃, and reacting for 3-5h to obtain a castor oil modified rosin crude product; the mass of the polymerization inhibitor is 0.5-1% of that of the castor oil.
In the step 1.2, the mass ratio of the hydroxyethyl acrylate modified rosin to the castor oil is (1.2-1.5): 1, the polymerization inhibitor is hydroquinone, the mass of the polymerization inhibitor is 0.5-1% of that of the castor oil, the catalyst is p-toluenesulfonic acid, the mass of the catalyst is 1-5% of that of the castor oil, and the organic solvent is dichloromethane and toluene.
And step 1.3, sequentially adding dichloromethane, toluene and deionized water into the castor oil modified rosin crude product obtained in the step 1.2, washing for three times, and removing dichloromethane and toluene solvent by rotary evaporation to obtain the castor oil modified rosin resin.
The synthetic route of the castor oil modified rosin resin is as follows:
and 2, preparing the environment-friendly synthetic paper ink according to the product obtained in the step 1.
The specific process of the step 2 is as follows: sequentially adding castor oil modified rosin, an active diluent, a photoinitiator, a dispersant and a stabilizer in parts by weight into a reaction kettle, stirring at the speed of 800r/min for 10 minutes for pre-dispersion, then sequentially adding a pigment, a filler and a polymerizable adhesion promoter in parts by weight while stirring, stirring at the speed of 1500r/min for 15 minutes to obtain a primarily dispersed ink material, taking the primarily dispersed ink material out of the reaction kettle, adding the primarily dispersed ink material into a three-roll grinder, and repeatedly rolling for 3-5 times to obtain the environment-friendly synthetic paper ink. In the three-roll mill, the speed ratio of the front roll, the middle roll and the rear roll is set to 9:3: 1.
The reactive diluent is a mixture of mono-functionality UV monomer and bi-functionality UV monomer in any proportion. The monofunctional UV monomer is one of hydroxyethyl acrylate, methyl methacrylate and acryloyl morpholine or a mixture of several of the monomers in any proportion. The difunctional UV monomer is one of tripropylene glycol diacrylate, hexanediol diacrylate, dipropylene glycol diacrylate and neopentyl glycol diacrylate or a mixture of several monomers in any proportion.
The photoinitiator is one of irgacure 184 and TPO or the mixture of the two in any proportion. The photoinitiator is irgacure 184 and TPO in a mass ratio of 2:1-1: 2. The dispersant is one or a mixture of two of Luborun Solsperse17000 and Luborun lubrizol 24000 in any proportion.
The stabilizer is tris (N-nitroso-N-phenylhydroxylamine) aluminum salt (510). The filler is talcum powder and calcium powder. The mesh number of the talcum powder is 1000-3000 meshes, and the mesh number of the calcium powder is 500-1250 meshes. The mass ratio of the talcum powder to the calcium powder is 3: 1.
in the pigment, the yellow color paste is one or two of a mixture of disazo pigment yellow and zinc sulfate in any proportion; the blue color paste is one or two of triarylmethane pigment blue and phthalocyanine pigment blue in any proportion; the red color paste is one or two of monoazo pigment red and iron oxide red in any proportion.
The polymerizable adhesion promoter is acrylate phosphate.
Example 1
The invention relates to a preparation method of environment-friendly synthetic paper ink, which comprises the following steps:
step 1, preparing castor oil modified rosin;
adding 24.0g of rosin, 60.0g of hydroxyethyl acrylate HEA and 0.12g of hydroquinone into a reaction kettle, bubbling nitrogen for 30min, heating to 120 ℃, continuing to heat to 180 ℃ after the rosin is molten, and reacting for 3h to obtain acrylate modified rosin;
adding 20.0g of castor oil, 24.0g of hydroxyethyl acrylate modified rosin, 0.1g of hydroquinone, 0.1g of p-toluenesulfonic acid and 150mL of toluene into a reaction kettle, bubbling nitrogen for 30min, heating to 110 ℃, and reacting for 3h to obtain a castor oil modified rosin crude product; then 100mL of dichloromethane and deionized water are respectively added, washing is carried out for three times, and dichloromethane and toluene solvents are removed by rotary evaporation, so as to obtain the castor oil modified rosin resin.
Step 2, preparing the environment-friendly synthetic paper ink:
adding 45 parts of castor oil modified rosin, 15 parts of hydroxyethyl acrylate, irgacure 1848 parts, Luobo-lubricating Solsperse 170002 parts and 0.5 part of tris (N-nitroso-N-phenylhydroxylamine) aluminum salt into a reaction kettle in sequence according to parts by weight, stirring for 10 minutes at the speed of 800r/min for pre-dispersion, then adding 25 parts of yellow color paste, 2.25 parts of 1000-mesh talcum powder, 0.75 part of 1250-mesh calcium powder and 2 parts of acrylate phosphate in sequence according to parts by weight while stirring, stirring for 15 minutes at the speed of 1500r/min to obtain a primarily dispersed ink material, taking out the primarily dispersed ink material from the reaction kettle, adding the primarily dispersed ink material into a three-roll grinder, adjusting the rotating speed of a front roll to be 900r/min, the rotating speed of a middle roll to be 300r/min, and the rotating speed of a rear roll to be 100r/min, and repeatedly grinding and rolling for 3 times to obtain the environment-friendly synthetic paper ink.
Example 2
Step 1, preparation of castor oil modified rosin:
adding 20g of rosin, 60g of hydroxyethyl acrylate HEA and 0.1g of hydroquinone into a reaction kettle, bubbling nitrogen for 30min, heating to 120 ℃, continuing to heat to 230 ℃ after the rosin is molten, and reacting for 5h to obtain acrylate modified rosin;
adding 20g of castor oil, 30g of hydroxyethyl acrylate modified rosin, 0.3g of hydroquinone, 0.2g of p-toluenesulfonic acid and 150mL of toluene into a reaction kettle, bubbling nitrogen for 30min, heating to 120 ℃, and reacting for 5h to obtain a castor oil modified rosin crude product; then 100mL of dichloromethane and deionized water are respectively added, washing is carried out for three times, and dichloromethane and toluene solvents are removed by rotary evaporation, so as to obtain the castor oil modified rosin resin.
Step 2, preparing the environment-friendly synthetic paper ink:
adding 60 parts of castor oil modified rosin, 10 parts of dipropylene glycol diacrylate, 5 parts of TPO, 240001 parts of Lubrizol and 0.1 part of tris (N-nitroso-N-phenylhydroxylamine) aluminum salt into a reaction kettle according to parts by weight, stirring for 10 minutes at the speed of 800r/min for pre-dispersion, then sequentially adding 17.9 parts of blue color paste, 1.5 parts of 3000-mesh talcum powder, 0.5 part of 500-mesh calcium powder and 3 parts of acrylate phosphate according to parts by weight while stirring, stirring for 15 minutes at the speed of 1500r/min to obtain a primarily dispersed ink material, taking out the primarily dispersed ink material from the reaction kettle, adding the primarily dispersed ink material into a three-roll grinder, adjusting the rotating speed of a front roll to be 900r/min, the rotating speed of a middle roll to be 300r/min, and the rotating speed of a rear roll to be 100r/min, and repeatedly grinding for 4 times to obtain the environment-friendly synthetic paper ink.
Example 3
Step 1, preparation of castor oil modified rosin:
adding 30g of rosin, 60g of hydroxyethyl acrylate HEA and 0.3g of hydroquinone into a reaction kettle, bubbling nitrogen for 30min, heating to 120 ℃, continuing to heat to 200 ℃ after the rosin is molten, and reacting for 4h to obtain acrylate modified rosin;
adding 20g of castor oil, 28g of hydroxyethyl acrylate modified rosin, 0.16g of hydroquinone, 0.08g of p-toluenesulfonic acid and 150mL of toluene into a reaction kettle, bubbling nitrogen for 30min, heating to 115 ℃, and reacting for 4h to obtain a castor oil modified rosin crude product; then 100mL of dichloromethane and deionized water are respectively added, washing is carried out for three times, and dichloromethane and toluene solvents are removed by rotary evaporation, so as to obtain the castor oil modified rosin resin.
Step 2, preparing the environment-friendly synthetic paper ink:
adding 58 parts of castor oil modified rosin, 14 parts of methyl methacrylate, 7 parts of TPO, 240001.5 parts of Lubrizol and 0.4 part of aluminum salt of tri (N-nitroso-N-phenylhydroxylamine) into a reaction kettle according to parts by weight, stirring for 10 minutes at the speed of 800r/min for pre-dispersion, then sequentially adding 14.2 parts of red color paste, 1.8 parts of 2000-mesh talcum powder, 0.6 part of 500-mesh calcium powder and 2.5 parts of acrylate phosphate according to parts by weight while stirring, stirring for 15 minutes at the speed of 1500r/min to obtain a primarily dispersed ink material, taking out the primarily dispersed ink material from the reaction kettle, adding the primarily dispersed ink material into a three-roll grinder, adjusting the rotating speed of a front roll to be 900r/min, the rotating speed of a middle roll to be 300r/min, and the rotating speed of a rear roll to be 100r/min, and repeatedly grinding for 5 times to obtain the environment-friendly synthetic paper ink.
The invention provides a preparation method of environment-friendly synthetic paper ink, which comprises the steps of firstly carrying out Diels-Alder reaction on a conjugated diene structure in a rosin structure and hydroxyethyl acrylate to synthesize an intermediate
The carboxyl in the intermediate is used for esterification reaction with castor oil, and double bonds in the castor oil are introduced to obtain the castor oil modified rosin
The functionality of double bonds in the resin is 3.7-5.7, the photocuring speed is high, and the ester-based structure has good adhesion capability on synthetic paper (such as non-absorbent materials such as aluminum paperboard, aluminum foil paper, BOPP, PVC, PET and the like). Then the environment-friendly synthetic paper ink is prepared by taking the resin as film-forming resin and selecting monofunctional and bifunctional reactive diluents, photoinitiators, pigments, fillers, dispersing agents, stabilizing agents and polymerizable adhesion promoters. The environment-friendly synthetic paper ink prepared by the invention takes biomass-based rosin and castor oil as raw materials, and is environment-friendly; meanwhile, acrylic acid is not used in the modification, so that the smell of the ink is reduced, and the ink is high in curing speed, good in adhesion performance, good in printability on a synthetic paper substrate and good in economic and social benefits.
Claims (1)
1. The preparation method of the environment-friendly synthetic paper ink is characterized by comprising the following raw materials in parts by weight: 45-60 parts of castor oil modified rosin, 10-15 parts of reactive diluent, 5-8 parts of photoinitiator, 1-2 parts of dispersant, 0.1-0.5 part of stabilizer, 15-25 parts of pigment, 2-3 parts of filler and 2-3 parts of polymerizable adhesion promoter, wherein the sum of the mass percentages of the components is 100%;
The method specifically comprises the following steps:
step 1, modifying rosin by using castor oil;
the specific process of the step 1 comprises the following steps:
step 1.1, adding rosin, hydroxyethyl acrylate and a polymerization inhibitor into a reaction kettle in a nitrogen atmosphere, heating to 120 ℃ until the rosin is molten, raising the temperature to 180-;
in the step 1.1, the mass ratio of the hydroxyethyl acrylate to the rosin is (2-3): 1, the polymerization inhibitor is hydroquinone, and the mass of the polymerization inhibitor is 0.5-1% of that of hydroxyethyl acrylate;
step 1.2, adding castor oil, the hydroxyethyl acrylate modified rosin obtained in the step 1.1, a polymerization inhibitor, a catalyst and an organic solvent into a reaction kettle, bubbling nitrogen for 30min, heating to 110-120 ℃, and reacting for 3-5h to obtain a castor oil modified rosin crude product;
in the step 1.2, the mass ratio of the hydroxyethyl acrylate modified rosin to the castor oil is (1.2-1.5): 1, the polymerization inhibitor is hydroquinone, the mass of the polymerization inhibitor is 0.5-1% of that of castor oil, the catalyst is p-toluenesulfonic acid, the mass of the catalyst is 1-5% of that of the castor oil, and the organic solvent is dichloromethane and toluene;
Step 1.3, sequentially adding dichloromethane, toluene and deionized water into the castor oil modified rosin crude product obtained in the step 1.2, washing for three times, and removing dichloromethane and toluene solvent by rotary evaporation to obtain castor oil modified rosin resin;
step 2, preparing environment-friendly synthetic paper ink according to the product obtained in the step 1;
the specific process of the step 2 comprises the following steps: sequentially adding castor oil modified rosin, an active diluent, a photoinitiator, a dispersant and a stabilizer into a reaction kettle according to parts by weight, stirring at the speed of 800r/min for 10 minutes for pre-dispersion, then sequentially adding a pigment, a filler and a polymerizable adhesion promoter according to parts by weight while stirring, stirring at the speed of 1500r/min for 15 minutes to obtain a primarily dispersed ink material, taking the primarily dispersed ink material out of the reaction kettle, adding the primarily dispersed ink material into a three-roll grinder, and repeatedly rolling for 3-5 times to obtain the environment-friendly synthetic paper ink;
in the three-roll grinder, the speed ratio of a front roll to a middle roll to a rear roll is set to be 9:3: 1.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202010966306.8A CN112011212B (en) | 2020-09-15 | 2020-09-15 | Preparation method of environment-friendly synthetic paper ink |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202010966306.8A CN112011212B (en) | 2020-09-15 | 2020-09-15 | Preparation method of environment-friendly synthetic paper ink |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN112011212A CN112011212A (en) | 2020-12-01 |
| CN112011212B true CN112011212B (en) | 2022-07-29 |
Family
ID=73522832
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202010966306.8A Active CN112011212B (en) | 2020-09-15 | 2020-09-15 | Preparation method of environment-friendly synthetic paper ink |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN112011212B (en) |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105001402A (en) * | 2015-08-03 | 2015-10-28 | 山西科诺奥合成材料有限公司 | Preparation method of acrylic modified rosin ester polymer for high-end sheet-fed printing ink |
| CN107286740A (en) * | 2017-07-20 | 2017-10-24 | 洋紫荆油墨(中山)有限公司 | A kind of UV LED offset inks and preparation method thereof |
| CN108219676A (en) * | 2016-12-22 | 2018-06-29 | 谭海剑 | A kind of special modified rosin resin, preparation method and its application |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1739142A4 (en) * | 2004-04-22 | 2009-12-02 | Dainippon Ink & Chemicals | Method for producing modified rosin ester resin composition for lithographic ink varnish and method for producing lithographic ink varnish |
| CN102949956B (en) * | 2011-10-26 | 2014-07-02 | 深圳诺普信农化股份有限公司 | Turpentine-based non-ionic surface active agent as well as preparation and application thereof |
| CN104844808B (en) * | 2015-05-07 | 2017-03-29 | 成都杰晟蜀邦新材料科技有限公司 | A kind of modified rosin emulsion and preparation method thereof |
-
2020
- 2020-09-15 CN CN202010966306.8A patent/CN112011212B/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105001402A (en) * | 2015-08-03 | 2015-10-28 | 山西科诺奥合成材料有限公司 | Preparation method of acrylic modified rosin ester polymer for high-end sheet-fed printing ink |
| CN108219676A (en) * | 2016-12-22 | 2018-06-29 | 谭海剑 | A kind of special modified rosin resin, preparation method and its application |
| CN107286740A (en) * | 2017-07-20 | 2017-10-24 | 洋紫荆油墨(中山)有限公司 | A kind of UV LED offset inks and preparation method thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| CN112011212A (en) | 2020-12-01 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN107759757B (en) | Preparation method of hyperbranched polyurethane acrylate and ultraviolet-curable coating | |
| CN101942077B (en) | Air-drying water-reducible alkyd resin containing sulfonate base | |
| CN113354769B (en) | Plant oil-based hydrophilic polymer aqueous dispersion and preparation method and application thereof | |
| CN103725145B (en) | Aqueous alkide resin-acrylic resin hybrid coating and preparation method thereof | |
| CN110387163B (en) | Low-viscosity water-based UV ink and preparation method thereof | |
| CN108559090B (en) | Waterborne epoxy modified acrylic resin and preparation method thereof | |
| US4255196A (en) | Lithographic ink of reduced volatile solvent content for reducing atmospheric pollution | |
| CN103467747A (en) | Preparation method for water-based acrylic acid modified alkyd emulsion and its amino baking varnish | |
| CN110229317B (en) | UV-curable unsaturated polyester resin with high vinyl functionality, and preparation method and application thereof | |
| US4253397A (en) | Method of printing with lithographic ink of reduced volatile solvent content for reducing atmospheric pollution | |
| WO2023284021A1 (en) | Photocurable resin based on epoxidized vegetable oil and gallic acid, preparation method therefor and application thereof | |
| CN111978784B (en) | Preparation method of biomass-based environment-friendly UV (ultraviolet) photocuring ink | |
| CN112159622B (en) | Ultraviolet-curing white butadiene coating and preparation method and application thereof | |
| CN114933849B (en) | Ultraviolet light aging resistant photocureable coating based on carboxylated graphite phase carbon nitride and preparation method thereof | |
| CN112011212B (en) | Preparation method of environment-friendly synthetic paper ink | |
| CN113667106B (en) | Ultraviolet light curing itaconic acid-based polyester resin and preparation method thereof | |
| CN104910758A (en) | High-strength antibacterial ultraviolet-curable coating | |
| CN110527011B (en) | Water-based polyacrylate emulsion resin and preparation method and application thereof | |
| CN112225868A (en) | Two-three functionality mixed polyurethane acrylate resin and preparation method thereof | |
| WO2014018818A1 (en) | Coating compositions | |
| CN111056943A (en) | Multifunctional flax oil-based UV curing prepolymer and preparation method and application thereof | |
| CN113416610A (en) | Light-cured resin based on vegetable oil and itaconic acid and preparation method and application thereof | |
| WO2000066669A1 (en) | Polyester based varnish for uv curable inks | |
| CN103666044A (en) | Environment-friendly UV-curable printing ink and preparation method thereof | |
| CN114933672B (en) | Tung oil-based resin and preparation method thereof |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant |