CN113528246A - Preparation method of polyfunctional group water-based vegetable oil binder and water-based ink - Google Patents
Preparation method of polyfunctional group water-based vegetable oil binder and water-based ink Download PDFInfo
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- CN113528246A CN113528246A CN202110559034.4A CN202110559034A CN113528246A CN 113528246 A CN113528246 A CN 113528246A CN 202110559034 A CN202110559034 A CN 202110559034A CN 113528246 A CN113528246 A CN 113528246A
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- vegetable oil
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- binder
- acid
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- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title claims abstract description 73
- 235000015112 vegetable and seed oil Nutrition 0.000 title claims abstract description 61
- 239000008158 vegetable oil Substances 0.000 title claims abstract description 61
- 239000011230 binding agent Substances 0.000 title claims abstract description 42
- 238000002360 preparation method Methods 0.000 title claims abstract description 20
- 150000001875 compounds Chemical class 0.000 claims abstract description 90
- 229920000768 polyamine Polymers 0.000 claims abstract description 38
- -1 carboxylic acid compounds Chemical class 0.000 claims abstract description 30
- 238000001704 evaporation Methods 0.000 claims abstract description 16
- 239000003960 organic solvent Substances 0.000 claims abstract description 15
- 239000004094 surface-active agent Substances 0.000 claims abstract description 15
- 238000002156 mixing Methods 0.000 claims abstract description 14
- 239000000203 mixture Substances 0.000 claims abstract description 10
- 238000005903 acid hydrolysis reaction Methods 0.000 claims abstract description 9
- 239000002904 solvent Substances 0.000 claims abstract description 9
- 238000003756 stirring Methods 0.000 claims abstract description 9
- 238000000034 method Methods 0.000 claims description 21
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 12
- 239000004372 Polyvinyl alcohol Substances 0.000 claims description 10
- 229920002451 polyvinyl alcohol Polymers 0.000 claims description 10
- KIDHWZJUCRJVML-UHFFFAOYSA-N putrescine Chemical compound NCCCCN KIDHWZJUCRJVML-UHFFFAOYSA-N 0.000 claims description 10
- PFNFFQXMRSDOHW-UHFFFAOYSA-N spermine Chemical compound NCCCNCCCCNCCCN PFNFFQXMRSDOHW-UHFFFAOYSA-N 0.000 claims description 10
- 239000000049 pigment Substances 0.000 claims description 8
- 239000002518 antifoaming agent Substances 0.000 claims description 7
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 6
- VHRGRCVQAFMJIZ-UHFFFAOYSA-N cadaverine Chemical compound NCCCCCN VHRGRCVQAFMJIZ-UHFFFAOYSA-N 0.000 claims description 6
- CTSLXHKWHWQRSH-UHFFFAOYSA-N oxalyl chloride Chemical compound ClC(=O)C(Cl)=O CTSLXHKWHWQRSH-UHFFFAOYSA-N 0.000 claims description 6
- UWFRVQVNYNPBEF-UHFFFAOYSA-N 1-(2,4-dimethylphenyl)propan-1-one Chemical compound CCC(=O)C1=CC=C(C)C=C1C UWFRVQVNYNPBEF-UHFFFAOYSA-N 0.000 claims description 5
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims description 5
- 239000005700 Putrescine Substances 0.000 claims description 5
- SXEHKFHPFVVDIR-UHFFFAOYSA-N [4-(4-hydrazinylphenyl)phenyl]hydrazine Chemical compound C1=CC(NN)=CC=C1C1=CC=C(NN)C=C1 SXEHKFHPFVVDIR-UHFFFAOYSA-N 0.000 claims description 5
- QVYARBLCAHCSFJ-UHFFFAOYSA-N butane-1,1-diamine Chemical compound CCCC(N)N QVYARBLCAHCSFJ-UHFFFAOYSA-N 0.000 claims description 5
- QCGKUFZYSPBMAY-UHFFFAOYSA-N methyl 7-oxabicyclo[4.1.0]heptane-4-carboxylate Chemical compound C1C(C(=O)OC)CCC2OC21 QCGKUFZYSPBMAY-UHFFFAOYSA-N 0.000 claims description 5
- 229940063675 spermine Drugs 0.000 claims description 5
- RXNOYRCWKRFNIM-UHFFFAOYSA-N 2-carbonochloridoylbenzoic acid Chemical compound OC(=O)C1=CC=CC=C1C(Cl)=O RXNOYRCWKRFNIM-UHFFFAOYSA-N 0.000 claims description 4
- JDTUPLBMGDDPJS-UHFFFAOYSA-N 2-methoxy-2-phenylethanol Chemical compound COC(CO)C1=CC=CC=C1 JDTUPLBMGDDPJS-UHFFFAOYSA-N 0.000 claims description 4
- OYEQKMASMPBQMP-UHFFFAOYSA-N 4-carbonochloridoylbenzoic acid Chemical compound OC(=O)C1=CC=C(C(Cl)=O)C=C1 OYEQKMASMPBQMP-UHFFFAOYSA-N 0.000 claims description 4
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 claims description 4
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 claims description 4
- WOWHHFRSBJGXCM-UHFFFAOYSA-M cetyltrimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+](C)(C)C WOWHHFRSBJGXCM-UHFFFAOYSA-M 0.000 claims description 4
- XJWSAJYUBXQQDR-UHFFFAOYSA-M dodecyltrimethylammonium bromide Chemical compound [Br-].CCCCCCCCCCCC[N+](C)(C)C XJWSAJYUBXQQDR-UHFFFAOYSA-M 0.000 claims description 4
- 239000011975 tartaric acid Substances 0.000 claims description 4
- 235000002906 tartaric acid Nutrition 0.000 claims description 4
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 claims description 3
- HDPLHDGYGLENEI-UHFFFAOYSA-N 2-[1-(oxiran-2-ylmethoxy)propan-2-yloxymethyl]oxirane Chemical compound C1OC1COC(C)COCC1CO1 HDPLHDGYGLENEI-UHFFFAOYSA-N 0.000 claims description 3
- SHKUUQIDMUMQQK-UHFFFAOYSA-N 2-[4-(oxiran-2-ylmethoxy)butoxymethyl]oxirane Chemical compound C1OC1COCCCCOCC1CO1 SHKUUQIDMUMQQK-UHFFFAOYSA-N 0.000 claims description 3
- BTOJSYRZQZOMOK-UHFFFAOYSA-N 4-chloro-7-(4-methylphenyl)sulfonylpyrrolo[2,3-d]pyrimidine Chemical compound C1=CC(C)=CC=C1S(=O)(=O)N1C2=NC=NC(Cl)=C2C=C1 BTOJSYRZQZOMOK-UHFFFAOYSA-N 0.000 claims description 3
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 claims description 3
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 claims description 3
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims description 3
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 claims description 3
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 claims description 3
- KJOMYNHMBRNCNY-UHFFFAOYSA-N pentane-1,1-diamine Chemical compound CCCCC(N)N KJOMYNHMBRNCNY-UHFFFAOYSA-N 0.000 claims description 3
- YOBWBLFILQYRFY-UHFFFAOYSA-N 2-hexadecylpyridine;hydrochloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCC1=CC=CC=[NH+]1 YOBWBLFILQYRFY-UHFFFAOYSA-N 0.000 claims 1
- 229940077388 benzenesulfonate Drugs 0.000 claims 1
- 229960001484 edetic acid Drugs 0.000 claims 1
- 239000000463 material Substances 0.000 abstract description 10
- 238000006243 chemical reaction Methods 0.000 abstract description 3
- 239000004359 castor oil Substances 0.000 description 22
- 235000019438 castor oil Nutrition 0.000 description 22
- 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 description 22
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 12
- 235000019482 Palm oil Nutrition 0.000 description 11
- 235000019484 Rapeseed oil Nutrition 0.000 description 11
- 239000002540 palm oil Substances 0.000 description 11
- 239000008171 pumpkin seed oil Substances 0.000 description 11
- 235000012424 soybean oil Nutrition 0.000 description 11
- 239000003549 soybean oil Substances 0.000 description 11
- 230000006837 decompression Effects 0.000 description 10
- 230000000694 effects Effects 0.000 description 8
- 238000010586 diagram Methods 0.000 description 7
- 125000000524 functional group Chemical group 0.000 description 6
- ZFIVKAOQEXOYFY-UHFFFAOYSA-N Diepoxybutane Chemical compound C1OC1C1OC1 ZFIVKAOQEXOYFY-UHFFFAOYSA-N 0.000 description 4
- 230000005501 phase interface Effects 0.000 description 4
- 239000010773 plant oil Substances 0.000 description 4
- QBUKAFSEUHGMMX-MTJSOVHGSA-N (5z)-5-[[3-(1-hydroxyethyl)thiophen-2-yl]methylidene]-10-methoxy-2,2,4-trimethyl-1h-chromeno[3,4-f]quinolin-9-ol Chemical compound C1=CC=2NC(C)(C)C=C(C)C=2C2=C1C=1C(OC)=C(O)C=CC=1O\C2=C/C=1SC=CC=1C(C)O QBUKAFSEUHGMMX-MTJSOVHGSA-N 0.000 description 3
- YMKDRGPMQRFJGP-UHFFFAOYSA-M cetylpyridinium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+]1=CC=CC=C1 YMKDRGPMQRFJGP-UHFFFAOYSA-M 0.000 description 3
- 229960001927 cetylpyridinium chloride Drugs 0.000 description 3
- 230000007935 neutral effect Effects 0.000 description 3
- HEBRGEBJCIKEKX-UHFFFAOYSA-M sodium;2-hexadecylbenzenesulfonate Chemical compound [Na+].CCCCCCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O HEBRGEBJCIKEKX-UHFFFAOYSA-M 0.000 description 3
- 239000004925 Acrylic resin Substances 0.000 description 2
- 229920000178 Acrylic resin Polymers 0.000 description 2
- 229920002125 Sokalan® Polymers 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 238000000227 grinding Methods 0.000 description 2
- 239000004584 polyacrylic acid Substances 0.000 description 2
- 239000004814 polyurethane Substances 0.000 description 2
- 229920002635 polyurethane Polymers 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- CMCZKWJUYJOKFX-IWIPYMOSSA-N (5z)-5-[[3-(1-hydroxypentyl)thiophen-2-yl]methylidene]-10-methoxy-2,2,4-trimethyl-1h-chromeno[3,4-f]quinolin-9-ol Chemical compound C1=CSC(\C=C/2C3=C4C(C)=CC(C)(C)NC4=CC=C3C3=C(OC)C(O)=CC=C3O\2)=C1C(O)CCCC CMCZKWJUYJOKFX-IWIPYMOSSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000013530 defoamer Substances 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000002932 luster Substances 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11C—FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
- C11C3/00—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
-
- 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
- C09D11/06—Printing inks based on fatty oils
-
- 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
- C09D11/10—Printing inks based on artificial resins
- C09D11/106—Printing inks based on artificial resins containing macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
Abstract
The invention discloses a preparation method of a multifunctional group water-based vegetable oil binder and water-based ink, which comprises the following steps: mixing vegetable oil and carboxylic acid compounds under a vacuum condition, and stirring for reaction to obtain a vegetable oil-based polycarboxylic compound; dripping an organic solution of the vegetable oil-based polycarboxyl compound into a mixture of the polyamino compound and the surfactant, and reacting after dripping is finished; then evaporating the solvent to obtain the vegetable oil-based polyamine compound; and (3) dropwise adding an organic solution of the vegetable oil-based polyamine compound into the polyepoxy compound, reacting for 2-4 h after dropwise adding is finished, evaporating the organic solvent, and performing acid hydrolysis to obtain the multifunctional group water-based vegetable oil binder. The performance of the connecting material is convenient to adjust. The vegetable oil is modified from oiliness to water-based, so that the utilization value of the vegetable oil is improved.
Description
Technical Field
The invention belongs to the technical field of printing ink, and relates to a polyfunctional group water-based vegetable oil binder and a method for preparing water-based printing ink by using the binder.
Background
At present, the common water-based binder at home and abroad comprises polyacrylic acid, polyvinyl alcohol, water-based polyurethane, acrylic resin and the like, and has the advantages of luster, heat resistance, water resistance, chemical resistance, pollution resistance and the like. However, the water-based ink still has some key problems to be solved, polyacrylic acid, polyvinyl alcohol, water-based polyurethane, acrylic resin and the like which are used as the connecting materials belong to high-molecular synthetic substances, functional groups of common connecting materials only contain one of hydroxyl, amino, carboxyl and the like, the types of the functional groups are single, the performance of the connecting materials is difficult to adjust, and therefore the water solubility of the synthesized multi-functional water-based connecting materials is convenient to adjust.
Disclosure of Invention
The invention aims to provide a preparation method of a multifunctional aqueous vegetable oil binder, which solves the problem that the performance of the binder is difficult to adjust due to single type of functional groups in the binder in the prior art.
The invention adopts the technical scheme that the preparation method of the multifunctional group aqueous vegetable oil binder comprises the following steps:
step 1, mixing vegetable oil and carboxylic acid compounds under a vacuum condition, stirring for 3-7 hours at 70-120 ℃, and reacting to obtain a vegetable oil-based polycarboxyl compound;
and 3, dropwise adding the organic solution of the vegetable oil-based polyamine compound into the polyepoxy compound at 50-70 ℃, reacting for 2-4 hours at 50-70 ℃ after dropwise adding, evaporating the organic solvent, and performing acid hydrolysis to obtain the multifunctional group water-based vegetable oil binder.
The invention is also characterized in that:
in the step 1, the molar ratio of the vegetable oil to the carboxylic acid compounds is 1: 1-1: 7.
In the step 1: carboxylic acid compounds include citric acid, ethylenediaminetetraacetic acid, tartaric acid, succinic acid, malonic acid or glutaric acid, oxalyl chloride, 2-carboxybenzoyl chloride, oxalyl bromide, succinyl chloride or p-carboxybenzoyl chloride.
In the step 2, the molar ratio of the vegetable oil-based polycarboxyl compound to the polyamino compound is 1: 1.5-1: 8.
In the step 2: the polyamine compound comprises ethylenediamine, butanediamine, pentanediamine, putrescine, cadaverine, spermine or diaminobenzidine; the surfactant comprises cetyl trimethyl ammonium chloride, sodium hexadecylbenzene sulfonate, dodecyl trimethyl ammonium bromide, sodium dodecyl sulfate or cetyl pyridinium chloride.
In the step 3, the molar ratio of the vegetable oil-based polyamine compound to the polyepoxy compound is 1: 2-1: 8.
In step 3, the polyepoxy compound comprises diepoxybutane, methyl 3, 4-epoxycyclohexanecarboxylate, 3, 4-epoxycyclohexylmethyl 3, 4-epoxycyclohexyl formate, dicyclopentadiene epoxide, ethylene glycol diglycidyl ether, propylene glycol diglycidyl ether or butylene glycol diglycidyl ether.
The invention also aims to provide a preparation method of the water-based ink.
The invention adopts another technical scheme that a preparation method of the water-based ink comprises the following steps:
10-30% of polyfunctional group water-based vegetable oil binder, 30-50% of polyvinyl alcohol, 20-30% of water, 1-5% of pigment, 1-3% of defoaming agent, 1-3% of pH regulator and 1-5% of surfactant are mixed, the sum of the mass percentages of the components is 100%, water-based ink is obtained by grinding, and the polyfunctional group water-based vegetable oil binder is obtained by the preparation method.
The invention has the beneficial effects that:
compared with the common water-based binder, the multi-functional group water-based vegetable oil binder prepared by the preparation method has more functional groups, and the performance of the binder can be conveniently adjusted. According to the preparation method of the water-based ink, the obtained water-based ink is good in release property and high in drying speed, can be directly bound and bundled after printing is finished, does not need to be placed and dried, is fast and fast in logistics, and greatly saves time. After the product is put on the market, the printing factory and the image-text office printing can both greatly shorten the time; the vegetable oil is modified from oiliness to water-based, so that the utilization value of the vegetable oil is improved.
Drawings
FIG. 1 is a graph of the effect of mixing unmodified castor oil with water;
FIG. 2 is a diagram showing the effect of mixing a castor oil-based polycarboxyl compound with water obtained by the method for preparing a multifunctional aqueous vegetable oil binder of the present invention;
FIG. 3 is a diagram showing the effect of mixing a castor oil-based polyamine compound obtained by the method for preparing a multifunctional aqueous vegetable oil binder of the present invention with water;
FIG. 4 is a diagram showing the effect of mixing a multifunctional aqueous castor oil binder obtained by the method for preparing a multifunctional aqueous vegetable oil binder of the present invention with water.
Detailed Description
The present invention will be described in detail below with reference to the accompanying drawings and specific embodiments.
A preparation method of a multifunctional aqueous vegetable oil binder comprises the following steps:
step 1, mixing vegetable oil and carboxylic acid compounds in a molar ratio of 1: 1-1: 7 under a vacuum condition, stirring for 3-7 hours at 70-120 ℃, and reacting to obtain a vegetable oil-based polycarboxylic compound; specifically, carboxylic acid compounds include, but are not limited to, citric acid, ethylenediaminetetraacetic acid, tartaric acid, succinic acid, malonic acid or glutaric acid, oxalyl chloride, 2-carboxybenzoyl chloride, oxalyl bromide, succinyl chloride or p-carboxybenzoyl chloride.
Step 3, dissolving a plant oil-based polyamine compound into an organic solvent to prepare an organic solution with the mass fraction of 30-70%, dropwise adding the organic solution of the plant oil-based polyamine compound into a polyepoxy compound at 50-70 ℃, wherein the molar ratio of the plant oil-based polyamine compound to the polyepoxy compound is 1: 2-1: 8, reacting at 50-70 ℃ for 2-4 h after dropwise adding, evaporating the organic solvent, and dropwise adding 1-5 mL hydrochloric acid with the concentration of 1mol/L for acid hydrolysis to obtain a multifunctional group aqueous plant oil connecting material;
specifically, the polyepoxy compound includes, but is not limited to, diepoxybutane, methyl 3, 4-epoxycyclohexanecarboxylate, 3, 4-epoxycyclohexylmethyl 3, 4-epoxycyclohexyl formate, dicyclopentadiene epoxide, ethylene glycol diglycidyl ether, propylene glycol diglycidyl ether, or butylene glycol diglycidyl ether.
A preparation method of water-based ink comprises the following steps:
10-30% of the obtained multifunctional group water-based vegetable oil binder, 30-50% of polyvinyl alcohol, 20-30% of water, 1-5% of pigment, 1-3% of defoaming agent, 1-3% of pH regulator and 1-5% of surfactant are mixed, the sum of the mass percentages of the components is 100%, and the water-based ink is obtained by grinding.
Through the mode, compared with the common water-based binder, the obtained multifunctional group water-based vegetable oil binder has more functional groups, and the performance of the binder is convenient to adjust. The polyhydroxy vegetable oil is only neutral and is only suitable for a neutral ink system, and compared with the polyhydroxy vegetable oil, the multifunctional aqueous vegetable oil simultaneously has carboxyl, amino, hydroxyl and epoxy groups, namely simultaneously has acidity, alkalinity and neutrality and is suitable for the acidic, alkaline and neutral ink systems. Meanwhile, due to the existence of various functional groups, the curing speed, the film-forming property, the wear resistance and the like of the ink are obviously improved. According to the preparation method of the water-based ink, the obtained water-based ink is good in release property and high in drying speed, can be directly bound and bundled after printing is finished, does not need to be placed and dried, is fast and fast in logistics, and greatly saves time. After the product is put on the market, the printing factory and the image-text office printing can both greatly shorten the time; the vegetable oil is modified from oiliness to water-based, so that the utilization value of the vegetable oil is improved.
Example 1
Step 1, mixing castor oil (shown as figure 1, an effect diagram of the castor oil mixed with water and an existing phase interface) and citric acid under a vacuum condition according to a molar ratio of 1:4, stirring for 7 hours at 115 ℃ and reacting to obtain a castor oil-based polycarboxyl compound (shown as figure 2, an effect diagram of the castor oil-based polycarboxyl compound mixed with water and an existing phase interface, wherein the castor oil-based polycarboxyl compound is insoluble with water);
and 3, dissolving the castor oil-based polyamine compound into an organic solvent to prepare an organic solution with the mass fraction of 50%, dropwise adding the organic solution of the castor oil-based polyamine compound into diepoxybutane at 60 ℃, wherein the molar ratio of the castor oil-based polyamine compound to the diepoxybutane is 1:3, reacting for 2 hours at 60 ℃ after dropwise adding, evaporating the organic solvent by adopting a decompression method, and dropwise adding 2mL hydrochloric acid with the concentration of 1mol/L for acid hydrolysis to obtain the hydroxylamino carboxyl multifunctional group aqueous castor oil connecting material (as shown in figure 4, the effect diagram of mixing the hydroxylamino carboxyl multifunctional group aqueous castor oil connecting material with water shows that the hydroxylamino carboxyl multifunctional group aqueous castor oil connecting material is dissolved with water and has no phase interface).
A preparation method of water-based ink comprises the following steps:
20% of polyfunctional group aqueous castor oil binder, 50% of polyvinyl alcohol, 20% of water, 3% of pigment, 2% of defoaming agent, 2% of pH regulator and 3% of surfactant are mixed and ground to obtain the aqueous ink.
Example 2
Step 1, mixing soybean oil and 2-carboxyl benzoyl chloride in a molar ratio of 1:6 under a vacuum condition, stirring for 3 hours at 120 ℃, and reacting to obtain a soybean oil-based polycarboxyl compound;
and 3, dissolving the soybean oil-based polyamine compound into an organic solvent to prepare an organic solution with the mass fraction of 40%, dropwise adding the organic solution of the soybean oil-based polyamine compound into methyl 3, 4-epoxy cyclohexane carboxylate at 65 ℃, wherein the molar ratio of the soybean oil-based polyamine compound to the methyl 3, 4-epoxy cyclohexane carboxylate is 1:2, reacting at 65 ℃ for 2.5 hours after dropwise adding, evaporating the organic solvent by adopting a decompression method, and dropwise adding 3mL hydrochloric acid with the concentration of 1mol/L for acid hydrolysis to obtain the hydroxyl amino carboxyl multifunctional group aqueous soybean oil binder.
A preparation method of water-based ink comprises the following steps:
30% of polyfunctional group aqueous soybean oil binder, 34% of polyvinyl alcohol, 20% of water, 5% of pigment, 3% of defoaming agent, 3% of pH regulator and 5% of surfactant are mixed and ground to obtain the aqueous ink.
Example 3
Step 1, mixing rapeseed oil and tartaric acid under a vacuum condition according to a molar ratio of 1:2, stirring for 4 hours at 75 ℃, and reacting to obtain a rapeseed oil-based polycarboxyl compound;
and 3, dissolving the rapeseed oil-based polyamine compound into an organic solvent to prepare an organic solution with the mass fraction of 30%, dropwise adding the organic solution of the rapeseed oil-based polyamine compound into dicyclopentadiene epoxide at 70 ℃, wherein the molar ratio of the rapeseed oil-based polyamine compound to the dicyclopentadiene epoxide is 1:4, reacting for 3 hours at 70 ℃ after dropwise adding, evaporating the organic solvent by adopting a decompression method, and dropwise adding 5mL hydrochloric acid with the concentration of 1mol/L for acid hydrolysis to obtain the hydroxyl amino carboxyl multifunctional group water-based rapeseed oil binder.
A preparation method of water-based ink comprises the following steps:
25% of polyfunctional group water-based rapeseed oil binder, 43% of polyvinyl alcohol, 21% of water, 2% of pigment, 1% of defoamer, 3% of pH regulator and 5% of surfactant are mixed and ground to obtain the water-based ink.
Example 4
Step 1, mixing palm oil and succinyl chloride in a molar ratio of 1:1.5 under a vacuum condition, stirring for 5 hours at 100 ℃, and reacting to obtain a palm oil-based polycarboxylic compound;
and 3, dissolving the palm oil-based polyamine compound into an organic solvent to prepare an organic solution with the mass fraction of 60%, dropwise adding the organic solution of the palm oil-based polyamine compound into ethylene glycol diglycidyl ether at 55 ℃, wherein the molar ratio of the palm oil-based polyamine compound to the ethylene glycol diglycidyl ether is 1:6, reacting for 3 hours at 55 ℃ after dropwise adding, evaporating the organic solvent by adopting a decompression method, and dropwise adding 5mL of hydrochloric acid with the concentration of 1mol/L for acid hydrolysis to obtain the hydroxyl amino carboxyl multi-functional group aqueous palm oil binder.
A preparation method of water-based ink comprises the following steps:
17% of polyfunctional group water-based palm oil binder, 37% of polyvinyl alcohol, 20% of water, 5% of pigment, 3% of defoaming agent, 3% of pH regulator and 5% of surfactant are mixed and ground to obtain the water-based ink.
Example 5
Step 1, mixing pumpkin seed oil and p-carboxylbenzoyl chloride in a molar ratio of 1:3 under a vacuum condition, stirring for 6 hours at 90 ℃, and reacting to obtain a pumpkin seed oil-based polycarboxyl compound;
and 3, dissolving the pumpkin seed oil polyamine compound into an organic solvent to prepare an organic solution with the mass fraction of 70%, dropwise adding the organic solution of the pumpkin seed oil polyamine compound into 3, 4-epoxy cyclohexyl methyl 3, 4-epoxy cyclohexyl formic ether at 50 ℃, wherein the molar ratio of the pumpkin seed oil polyamine compound to the 3, 4-epoxy cyclohexyl methyl 3, 4-epoxy cyclohexyl formic ether is 1:8, reacting at 50 ℃ for 3.5 hours after dropwise adding is finished, then distilling out the organic solvent by adopting a decompression method, and then dropwise adding 5mL hydrochloric acid with the concentration of 1mol/L to perform acid hydrolysis to obtain the hydroxylamino carboxyl polyfunctional group water-based pumpkin seed oil connecting material.
A preparation method of water-based ink comprises the following steps:
27% of polyfunctional group water-based pumpkin seed oil binder, 39% of polyvinyl alcohol, 18% of water, 5% of pigment, 3% of defoaming agent, 3% of pH regulator and 5% of surfactant are mixed and ground to obtain the water-based ink.
Claims (8)
1. The preparation method of the multifunctional aqueous vegetable oil binder is characterized by comprising the following steps:
step 1, mixing vegetable oil and carboxylic acid compounds under a vacuum condition, stirring for 3-7 hours at 70-120 ℃, and reacting to obtain a vegetable oil-based polycarboxyl compound;
step 2, dripping an organic solution of a vegetable oil-based polycarboxylic compound into a mixture of a polyamino compound and a surfactant at the temperature of 90-110 ℃, and reacting for 2-3.5 hours at the temperature of 90-110 ℃ after dripping is finished; then evaporating the solvent to obtain the vegetable oil-based polyamine compound;
and 3, dropwise adding the organic solution of the vegetable oil-based polyamine compound into the polyepoxy compound at 50-70 ℃, reacting for 2-4 hours at 50-70 ℃ after dropwise adding, evaporating the organic solvent, and performing acid hydrolysis to obtain the multifunctional group water-based vegetable oil binder.
2. The method for preparing the multifunctional aqueous vegetable oil binder according to claim 1, wherein the molar ratio of the vegetable oil to the carboxylic acid compound in step 1 is 1:1 to 1: 7.
3. The method for preparing a multifunctional aqueous vegetable oil binder as claimed in claim 1, wherein in step 1: the carboxylic acid compounds comprise citric acid, ethylene diamine tetraacetic acid, tartaric acid, succinic acid, malonic acid or glutaric acid, oxalyl chloride, 2-carboxybenzoyl chloride, oxalyl bromide, succinyl chloride or p-carboxybenzoyl chloride.
4. The method for preparing the multifunctional aqueous vegetable oil binder according to claim 1, wherein the molar ratio of the vegetable oil-based polycarboxyl compound to the polyamino compound in step 2 is 1:1.5 to 1: 8.
5. The method of claim 1, wherein in step 2: the polyamine compound comprises ethylenediamine, butanediamine, pentanediamine, putrescine, cadaverine, spermine or diaminobenzidine; the surfactant comprises hexadecyl trimethyl ammonium chloride, hexadecyl sodium alkyl benzene sulfonate, dodecyl trimethyl ammonium bromide, dodecyl sodium sulfate or hexadecyl pyridine chloride.
6. The method for preparing the multifunctional aqueous vegetable oil binder according to claim 1, wherein the molar ratio of the vegetable oil-based polyamine compound to the polyepoxy compound in the step 3 is 1:2 to 1: 8.
7. The method of claim 1, wherein the polyepoxy compound in step 3 comprises di-butylene oxide, methyl 3, 4-epoxycyclohexanecarboxylate, 3, 4-epoxycyclohexylmethyl 3, 4-epoxycyclohexyl formate, dicyclopentadiene epoxide, ethylene glycol diglycidyl ether, propylene glycol diglycidyl ether or butylene glycol diglycidyl ether.
8. The preparation method of the water-based ink is characterized by comprising the following steps of:
10-30% of polyfunctional group water-based vegetable oil binder, 30-50% of polyvinyl alcohol, 20-30% of water, 1-5% of pigment, 1-3% of defoaming agent, 1-3% of pH regulator and 1-5% of surfactant are mixed, the sum of the mass percentages of the components is 100%, and the mixture is ground to obtain the water-based ink, wherein the polyfunctional group water-based vegetable oil binder is prepared according to any one of claims 1-7.
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