CN106700732A - Polymerization inhibition flowing type waterborne polyurethane gravure printing fluorescent ink and preparation method thereof - Google Patents
Polymerization inhibition flowing type waterborne polyurethane gravure printing fluorescent ink and preparation method thereof Download PDFInfo
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- 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
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- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
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- C08G18/30—Low-molecular-weight compounds
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- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
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- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
- C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
- C08G18/6633—Compounds of group C08G18/42
- C08G18/6637—Compounds of group C08G18/42 with compounds of group C08G18/32 or polyamines of C08G18/38
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- C08G18/6633—Compounds of group C08G18/42
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- C09D11/00—Inks
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Abstract
The invention discloses a polymerization inhibition flowing type waterborne polyurethane gravure printing fluorescent ink. The polymerization inhibition flowing type waterborne polyurethane gravure printing fluorescent ink is prepared from the following raw materials in parts by weight: 0.4 to 1 part of N-sodium lauroyl sarcosine, 2 to 3 parts of petroleum calcium sulfonate, 0.7 to 1 part of tert-butyl catechol, 4 to 6 parts of tung oil, 17 to 20 parts of glycerol, 0.1 to 0.2 part of sodium methylate, 6 to 8 parts of citric acid, 0.7 to 1 part of ethylenediamine, 50 to 60 parts of toluene diisocynate, 60 to 70 parts of polyester diol, 0.8 to 2 parts of dibutyltin dilaurate, 1 to 2 parts of dimethylolpropionic acid, 2 to 3 parts of polyvinylpyrrolidone, 10 to 17 parts of water-based pigment, 3 to 4 parts of lauryl sodium sulfate, 1 to 2 parts of dimethicone, 0.2 to 0.6 part of tris(nonylphenyl) phosphite, 0.6 to 1 part of 2-mercapto benzimidazole, 2 to 3 parts of ammonium aluminum sulfate, 1 to 2 parts of antimonous oxide and 0.1 to 0.2 part of lithium naphthenate. Modified waterborne polyurethane disclosed by the invention forms crosslinking points in a molecular chain structure and is high in heat resistance.
Description
Technical field
The present invention relates to technical field of ink, more particularly to a kind of inhibition flow model aqueous polyurethane gravure fluorescent ink and
Its preparation method.
Background technology
Water-based ink is the ink with water as solvent, and advantage of the water as solvent is：It is nontoxic, free from extraneous odour, non-ignitable, and
The discharge capacity of VOC is greatly reduced, the pollution to environment is reduced, therefore obtained development at full speed.And as water
A kind of water-based polyurethane ink in property ink, not only with water-based ink safety and environmental protection the characteristics of, and have concurrently excellent resistance to
Mill property, the distinctive advantage of the polyurethane of water resistance, chemical resistance and soft durometer adjustability, thus aqueous polyurethane is in ink
Application field it is more and more extensive；But aqueous polyurethane is due to containing hydrophilic radical in molecular structure, thus with water-fast
Property congenital not enough weakness, the performance of aqueous polyurethane cannot match in excellence or beauty with traditional solvent borne polyurethane.Simultaneously with oil
The increasingly depleted of resource, people are sought for a kind of resource of natural reproducible to replace traditional non-renewable petroleum-type former
Expect to prepare Green Polymer Material；
Tung oil is the distinctive natural reproducible resource of China, and its abundance, environmental protection contains three in tung oil molecular structure
Unsaturated conjugated double bond, can be introduced into aqueous polyurethane strand, using during film-forming tung oil it is oxidation cross-linked
Reaction linear aqueous polyurethane is formed certain cross-linked structure, so can not only improve the water resistance of aqueous polyurethane with
And combination property, while application of the biomass renewable resource in polyurethane field can be improved, meet the hair of environmental protection
Exhibition is required；
Defect that water resistance for aqueous polyurethane, solvent resistance aspect are present and comprehensive in order to further improve its
Can, many researchers have carried out fruitful initiative research work, and current research is concentrated mainly on modified to it
On.Cross-linking modified is to improve aqueous polyurethane water-resistance, solvent resistance, improve the most fruitful sides such as mechanical property and hot property
Method.Based on this, the present invention utilizes the characteristic of the normal temperature oxidation self-crosslinking of tung oil base, by introducing tung oil base in polyurethane backbone
Tung oil-modified water-based polyurethane is prepared, and aqueous polyurethane printing-ink is prepared for as ink adhesive；
There is research to be prepared for high-quality fluorescent carbon quantum dot by microwave assisting method, and illustrate carbon quantum dot fluorescent ink and exist
Fluorescence character and the fingerprint being imprinted on paper on skin.The fluorescence quantum for being prepared is coated on paper, natural in air
Dry, its fluorescent emission is remarkably reinforced (by 14% enhancing 40%).This phenomenon is with carbon quantum dot liquid deposition in glass, gold
Due to caused fluorescent quenching phenomenon contrast of reuniting in category, silicon chip or plastic-substrates.Also, the paper of carbon quantum dot coating
Still there is excitation wavelength dependence, this shows, this carbon quantum dot solution can be as a kind of new fluorescent ink.Different from it
His fluorescent ink, carbon quantum dot ink has fluorescence exciting wavelength dependence this distinguishing feature, can replace traditional ink, uses
In false proof and information identification carbon quantum dot have it is nontoxic, inexpensive, prepare simple, good biocompatibility and be easy to function of surface
The advantages of change, particularly its superior fluorescence property and biocompatibility, make it in necks such as bio-imaging, sensing and photoelectric devices
Domain has a wide range of applications.But easily there is stronger fluorescent quenching in dry or state of aggregation in view of carbon quantum dot, make it
It is restricted in the application of solid state fluorescence equipment.In order to keep the physics and chemical stability of carbon quantum dot, prevent its acid or
Reunite under ionic condition, the application of carbon quantum dot is typically necessary and it is further combined with host material, in conventional research
In be mostly semiconductor-quantum-point and polymer is combined, but it is usually be connected using non-covalent bond with the macromolecular of mark, knot
Structure is very unstable, in addition the environmental hazard of semiconductor-quantum-point itself, and the fluorescent polymer for marking semiconductor-quantum-point exists
The application in many fields such as biological medicine is restricted.As the green substitute of semiconductor-quantum-point, carbon quantum dot be polymerized
The compound of thing is arisen at the historic moment；
The present invention is compound as a kind of new by itself and aqueous polyurethane on the basis of the carbon quantum dot for preparing good fluorescence performance
Type has the multi-functional plural gel of fluorescence and temperature-responsive concurrently, while overcome carbon quantum dot in the easy fluorescent quenching of solid-state
Shortcoming.Additionally, prepare carbon-based hydrogel nano ink by the method, and by coating or intaglio printing, on different substrates
Printing phosphor pattern.
The content of the invention
The object of the invention is exactly to make up the defect of prior art, there is provided one kind inhibition flow model aqueous polyurethane gravure
Fluorescent ink and preparation method thereof.
The present invention is achieved by the following technical solutions：
One kind inhibition flow model aqueous polyurethane gravure fluorescent ink, it is made up of the raw material of following weight parts：
N- sodium lauroyl sarcosines 0.4-1, calcium mahogany sulfonate 2-3, tert-butyl catechol 0.7-1, tung oil 4-6, glycerine 17-
20th, sodium methoxide 0.1-0.2, citric acid 6-8, ethylenediamine 0.7-1, toluene di-isocyanate(TDI) 50-60, polyester diol 60-70, two
Dibutyl tin laurate 0.8-2, dihydromethyl propionic acid 1-2, polyvinylpyrrolidone 2-3, aqueous pigment 10-17, dodecyl
Sodium sulphate 3-4, dimethicone 1-2, trisnonyl phenyl phosphite 0.2-0.6,2-mercaptobenzimidazole 0.6-1, alum
2-3, antimony oxide 1-2, aphthenic acids lithium 0.1-0.2.
A kind of preparation method of described inhibition flow model aqueous polyurethane gravure fluorescent ink, comprises the following steps：
（1）Above-mentioned tung oil, glycerine, sodium methoxide are mixed, is sent in reactor, be passed through nitrogen, stirred at 200-210 DEG C
Reaction 4-5 hours, discharging adds the saturated sodium-chloride water solution of 1.8-2 times of reacting rear material weight, stratification to take upper strata
Oil solution, obtains tung oil-modified dihydroxylic alcohols；
（2）Above-mentioned tert-butyl catechol is added in the absolute ethyl alcohol of 10-14 times of its weight, is stirred, rise high-temperature
It is 60-67 DEG C, insulated and stirred 4-9 minutes, obtains anti-oxidant alcohol liquid；
（3）Above-mentioned alum is added in the deionized water of 47-60 times of its weight, is stirred, add above-mentioned oil sulphur
Sour calcium, insulated and stirred 4-9 minutes at 50-60 DEG C, adds above-mentioned antimony oxide, ultrasonic 2-3 minutes, obtains inorganic dispersion liquid；
（4）Above-mentioned citric acid, ethylenediamine are mixed, is added in 38-40 times of deionized water of compound weight, send into polytetrafluoroethyl-ne
In alkene reaction kettle, 5-6 hours is incubated at 180-190 DEG C, cooling, 10000-12000 revs/min is centrifuged 27-30 minutes, takes supernatant
Liquid, obtains carbon quantum dot solution；
（5）Above-mentioned polyvinylpyrrolidone is added in the deionized water of 200-300 times of its weight, it is molten with above-mentioned carbon quantum dot
Liquid mixes, and adds above-mentioned inorganic dispersion liquid, N- sodium lauroyl sarcosines, ultrasonic 2-3 minutes, obtains carbon quantum dot dispersion liquid；
（6）Above-mentioned 2-mercaptobenzimidazole is added in the absolute ethyl alcohol of 7-10 times of its weight, is stirred, add aphthenic acids
Lithium, mixes with above-mentioned anti-oxidant alcohol liquid, and 100-200 revs/min is stirred 4-8 minutes, obtains compound alcohol liquid；
（7）Above-mentioned polyester diol is dried 10-11 hours in 100-105 DEG C of vacuum drying chamber, discharging cooling, feeding is anti-
Answer in kettle, be passed through nitrogen, regulation temperature of reaction kettle is 40-50 DEG C, and toluene di-isocyanate(TDI) is added dropwise, and 20- is incubated after completion of dropping
30 minutes, above-mentioned dibutyl tin laurate is added, it is 60-70 DEG C to rise high-temperature, insulation reaction 100-120 minutes, adds two
Hydroxymethyl propionic acid, insulated and stirred 100-110 minutes, adds tung oil-modified dihydroxylic alcohols, compound alcohol liquid, stirring reaction 1-2 hours, cold
But to room temperature, add above-mentioned carbon quantum dot dispersion liquid, 2000-2300 revs/min emulsification pretreatment 20-30 minutes, obtain modified emulsion；
（8）Above-mentioned modified emulsion is mixed with remaining each raw material, grinding is uniform, obtains final product.
It is an advantage of the invention that：The present invention uses tung oil-modified dihydroxylic alcohols as the raw material of synthesis of polyurethane so that tung oil
Contain conjugated double bond in modified polyurethane system, autoxidation crosslinking occurs during film-forming so that linear
Crosslinking or partial cross-linked structure are formed in aqueous polyurethane molecular structure, so as to substantially increase the water resistance of aqueous polyurethane；
Crosslinking points are formd in molecular chain structure by modified aqueous polyurethane simultaneously, becomes three-dimensional net structure, improved
Its heat resistance, the present invention introduces amino by changing carbon matrix precursor-citric acid and ethylenediamine on carbon quantum dot surface, fills out
Mend the defect on carbon quantum dot surface or its surface is produced energy potential well, make fluorescent emission more stable, so that fluorescence quantum yield is improved,
Greatly improve the fluorescence property of carbon quantum dot, water-based ink of the invention can by coating, gravure application black paper,
Different phosphor pattern printings are prepared on quartz plate, Kapton, pet film substrate different
Phosphor pattern
Ink of the invention adds calcium mahogany sulfonate etc., makes it have good mobility.
Specific embodiment
One kind inhibition flow model aqueous polyurethane gravure fluorescent ink, it is made up of the raw material of following weight parts：
N sodium lauroyl sarcosines 0.4, calcium mahogany sulfonate 2, tert-butyl catechol 0.7, tung oil 4, glycerine 17, sodium methoxide
0.1st, citric acid 6, ethylenediamine 0.7, toluene di-isocyanate(TDI) 50, polyester diol 60, dibutyl tin laurate 0.8, dihydroxy
Methylpropanoic acid 1, polyvinylpyrrolidone 2, aqueous pigment 10, lauryl sodium sulfate 3, dimethicone 1, the nonyl of phosphorous acid three
Phenyl ester 0.2,2 mercaptobenzimidazoles 0.6, alum 2, antimony oxide 1, aphthenic acids lithium 0.1.
A kind of preparation method of described inhibition flow model aqueous polyurethane gravure fluorescent ink, comprises the following steps：
（1）Above-mentioned tung oil, glycerine, sodium methoxide are mixed, is sent in reactor, be passed through nitrogen, the stirring reaction at 200 DEG C
4 hours, discharging added the saturated sodium-chloride water solution of 1.8 times of reacting rear material weight, stratification to take upper strata oil solution, obtain
Tung oil-modified dihydroxylic alcohols；
（2）Above-mentioned tert-butyl catechol is added in the absolute ethyl alcohol of 10 times of its weight, is stirred, it is 60 to rise high-temperature
DEG C, insulated and stirred 4 minutes obtains anti-oxidant alcohol liquid；
（3）Above-mentioned alum is added in the deionized water of 47 times of its weight, is stirred, add above-mentioned mahogany acid
Calcium, insulated and stirred 4 minutes at 50 DEG C add above-mentioned antimony oxide, and ultrasound 2 minutes obtains inorganic dispersion liquid；
（4）Above-mentioned citric acid, ethylenediamine are mixed, is added in 38 times of deionized waters of compound weight, send into polytetrafluoroethylene (PTFE)
In reactor, 5 hours are incubated at 180 DEG C, cooling, 10000 revs/min are centrifuged 27 minutes, take supernatant, obtain carbon quantum dot molten
Liquid；
（5）Above-mentioned polyvinylpyrrolidone is added in the deionized water of 200 times of its weight, it is mixed with above-mentioned carbon quantum dot solution
Close, add above-mentioned inorganic dispersion liquid, N sodium lauroyl sarcosines, ultrasound 2 minutes obtains carbon quantum dot dispersion liquid；
（6）Above-mentioned 2 mercaptobenzimidazole is added in the absolute ethyl alcohol of 7 times of its weight, is stirred, add aphthenic acids lithium,
Mix with above-mentioned anti-oxidant alcohol liquid, 100 revs/min are stirred 4 minutes, obtain compound alcohol liquid；
（7）Above-mentioned polyester diol is dried 10 hours in 100 DEG C of vacuum drying chamber, discharging cooling, in feeding reactor,
Nitrogen is passed through, regulation temperature of reaction kettle is 40 DEG C, and toluene di-isocyanate(TDI) is added dropwise, and 20 minutes is incubated after completion of dropping, in addition
Dibutyl tin laurate is stated, it is 60 DEG C to rise high-temperature, and insulation reaction 100 minutes adds dihydromethyl propionic acid, insulated and stirred
100 minutes, tung oil-modified dihydroxylic alcohols, compound alcohol liquid are added, stirring reaction 1 hour is cooled to room temperature, adds above-mentioned carbon quantum dot
Dispersion liquid, 2000 revs/min of emulsification pretreatments 20 minutes, obtains modified emulsion；
（8）Above-mentioned modified emulsion is mixed with remaining each raw material, grinding is uniform, obtains final product.
Water-based ink specimen page of the invention is have printed using gravure printing adaptive instrument, water-based ink does not have in printing process
Occur flying ink, the phenomenon of spanishing, ink is shifted well on ink roller, specimen page site is clear after print, mass colour is distinct；
Performance test：
Adhesive force：>=1 grade；
Glossiness：87°；
First dryness：19mm/30s；
Water resistance：It is qualified.
Claims (2)
1. it is a kind of to inhibit flow model aqueous polyurethane gravure fluorescent ink, it is characterised in that it is by the raw material of following weight parts
Composition：
N- sodium lauroyl sarcosines 0.4-1, calcium mahogany sulfonate 2-3, tert-butyl catechol 0.7-1, tung oil 4-6, glycerine 17-
20th, sodium methoxide 0.1-0.2, citric acid 6-8, ethylenediamine 0.7-1, toluene di-isocyanate(TDI) 50-60, polyester diol 60-70, two
Dibutyl tin laurate 0.8-2, dihydromethyl propionic acid 1-2, polyvinylpyrrolidone 2-3, aqueous pigment 10-17, dodecyl
Sodium sulphate 3-4, dimethicone 1-2, trisnonyl phenyl phosphite 0.2-0.6,2-mercaptobenzimidazole 0.6-1, alum
2-3, antimony oxide 1-2, aphthenic acids lithium 0.1-0.2.
2. it is a kind of it is as claimed in claim 1 inhibition flow model aqueous polyurethane gravure fluorescent ink preparation method, its feature
It is to comprise the following steps：
（1）Above-mentioned tung oil, glycerine, sodium methoxide are mixed, is sent in reactor, be passed through nitrogen, stirred at 200-210 DEG C
Reaction 4-5 hours, discharging adds the saturated sodium-chloride water solution of 1.8-2 times of reacting rear material weight, stratification to take upper strata
Oil solution, obtains tung oil-modified dihydroxylic alcohols；
（2）Above-mentioned tert-butyl catechol is added in the absolute ethyl alcohol of 10-14 times of its weight, is stirred, rise high-temperature
It is 60-67 DEG C, insulated and stirred 4-9 minutes, obtains anti-oxidant alcohol liquid；
（3）Above-mentioned alum is added in the deionized water of 47-60 times of its weight, is stirred, add above-mentioned oil sulphur
Sour calcium, insulated and stirred 4-9 minutes at 50-60 DEG C, adds above-mentioned antimony oxide, ultrasonic 2-3 minutes, obtains inorganic dispersion liquid；
（4）Above-mentioned citric acid, ethylenediamine are mixed, is added in 38-40 times of deionized water of compound weight, send into polytetrafluoroethyl-ne
In alkene reaction kettle, 5-6 hours is incubated at 180-190 DEG C, cooling, 10000-12000 revs/min is centrifuged 27-30 minutes, takes supernatant
Liquid, obtains carbon quantum dot solution；
（5）Above-mentioned polyvinylpyrrolidone is added in the deionized water of 200-300 times of its weight, it is molten with above-mentioned carbon quantum dot
Liquid mixes, and adds above-mentioned inorganic dispersion liquid, N- sodium lauroyl sarcosines, ultrasonic 2-3 minutes, obtains carbon quantum dot dispersion liquid；
（6）Above-mentioned 2-mercaptobenzimidazole is added in the absolute ethyl alcohol of 7-10 times of its weight, is stirred, add aphthenic acids
Lithium, mixes with above-mentioned anti-oxidant alcohol liquid, and 100-200 revs/min is stirred 4-8 minutes, obtains compound alcohol liquid；
（7）Above-mentioned polyester diol is dried 10-11 hours in 100-105 DEG C of vacuum drying chamber, discharging cooling, feeding is anti-
Answer in kettle, be passed through nitrogen, regulation temperature of reaction kettle is 40-50 DEG C, and toluene di-isocyanate(TDI) is added dropwise, and 20- is incubated after completion of dropping
30 minutes, above-mentioned dibutyl tin laurate is added, it is 60-70 DEG C to rise high-temperature, insulation reaction 100-120 minutes, adds two
Hydroxymethyl propionic acid, insulated and stirred 100-110 minutes, adds tung oil-modified dihydroxylic alcohols, compound alcohol liquid, stirring reaction 1-2 hours, cold
But to room temperature, add above-mentioned carbon quantum dot dispersion liquid, 2000-2300 revs/min emulsification pretreatment 20-30 minutes, obtain modified emulsion；
（8）Above-mentioned modified emulsion is mixed with remaining each raw material, grinding is uniform, obtains final product.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201611022093.3A CN106700732A (en) | 2016-11-21 | 2016-11-21 | Polymerization inhibition flowing type waterborne polyurethane gravure printing fluorescent ink and preparation method thereof |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201611022093.3A CN106700732A (en) | 2016-11-21 | 2016-11-21 | Polymerization inhibition flowing type waterborne polyurethane gravure printing fluorescent ink and preparation method thereof |
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| Publication Number | Publication Date |
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| CN106700732A true CN106700732A (en) | 2017-05-24 |
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| CN201611022093.3A Pending CN106700732A (en) | 2016-11-21 | 2016-11-21 | Polymerization inhibition flowing type waterborne polyurethane gravure printing fluorescent ink and preparation method thereof |
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| CN113607709A (en) * | 2021-08-10 | 2021-11-05 | 河北科技大学 | Application of fluorescent carbon quantum dots in naphthenic acid detection and naphthenic acid detection method |
| CN113607709B (en) * | 2021-08-10 | 2024-05-10 | 河北科技大学 | Application of fluorescent carbon quantum dot in detection of naphthenic acid and detection method of naphthenic acid |
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