CN102321467A - A kind of reversible temperature-sensing color-changing material - Google Patents
A kind of reversible temperature-sensing color-changing material Download PDFInfo
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Abstract
A kind of have reversible temperature-sensing color-changing material, and its composition contains: (a) a kind of have a procrypsis agent of supplying with characteristic electron; (b) a kind of to have a compound structure of accepting characteristic electron following:
wherein the R1 representative have the alkyl of the straight or branched of carbonatoms 1-3, R2 represents alkyl, aromatic series base or the heterocyclic radical of carbonatoms 1-14.(c) a kind of be alcohols, ester class, ethers, ketone, carboxylic-acid or amides one of them as solvent; (d) a kind of light stabilizer.This possibility of reversal temperature-sensitive look material with above composition coat together with microcapsule in, the reversible color TR of this reversible temperature-sensing color-changing material is between-50 ℃ to 80 ℃.
Description
Technical field
The present invention is mainly the component content of a kind of temperature-sensitive (thermochemistry) discolouration material, and wherein comprises a kind of compound of accepting characteristic electron that has, and can promote the susceptibility of variable color with the change of temperature, thereby makes the material color changeable effect desirable more.
Technical background
So-called reversible temperature-sensing color-changing material is meant in a certain specific TR, leans on the reaction by electronics supply/acceptance, can cause the reversible color change, domestic patent and application that had some to be correlated with.
Existing reversible color material mainly contains following several types: (1) uses the crystal of metal mistakeization thing as material; (2) the cholesterol liquid crystal is as material; (3) use three kinds of compounds to be mixed together as material like the procrypsis agent of supplying with electronics, the alcohol compound that has the compound of phenylol and have a hydroxyl; (4) will have the compound of multi-hydroxy and the alkaline metal salt and the composite material of Ph indicator of boric acid.
In the reversible color material of these types, (1) uses the crystal of metal mistakeization thing good as the reversible color material thermal resistance and the photostabilization of material, be suitable for industrial applicability, but discoloring temperature is too high, and darker in color is blunt, and suitable model is limited to; 2) the cholesterol liquid crystal is used in temperature amount meter as the reversible color material of material, and in decoration and the daily accessory, but discoloring temperature can not freely be selected material expensive, and variable color life cycle weak point; (3) use the reversible color material of three kinds of compound mainly to use in stationery, toy and clothes at present, but light fastness is poor, use range is received considerable restraint; (4) alkaline metal salt and the composite reversible color material of Ph indicator of use multi-hydroxy and boric acid, the same existence as above-mentioned problem, and variable color condition temperature is too high, and the metachromasia time is oversize.
Summary of the invention
Temperature-sensitive reversible color material provided by the present invention is grouped into by following one-tenth:
(a) a kind of procrypsis agent with supply characteristic electron;
(b) a kind of have a compound of accepting characteristic electron, and its structure is following:
Wherein the R1 representative has the alkyl of the straight or branched of carbonatoms 1-3, and R2 represents alkyl, aromatic series base or the heterocyclic radical of carbonatoms 1-14.This structure class gets compound and can be described as hydroxybenzene alkanoic acid ester class.Wherein the alkyl carbon atoms number carries out dehydration condensation from 1-3 and fatty alcohol, aromatic alcohols, heterocyclic radical secondary amine;
(c) a kind of with alcohols, ester class, ethers, ketone, carboxylic-acid or acid amides as solvent;
(d) light stabilizer;
This reversible temperature-sensing color-changing material is coated on above composition in the microcapsule together, and its TR that reversible heat discoloration takes place is between-50 ℃ to 80 ℃.
One of the object of the invention is to produce the reversible color property material with outstanding colouring intensity; In addition; The present invention also aims to and to be coated in the microcapsule by reversible temperature-sensing color-changing material composition; Greatly enlarge the utilization scope, be used in other various Industrial materials, make it have good reversible heat discoloration characteristic.
Description of drawings
Be coated in the microcapsule result of resulting tonal variation and discoloring temperature after the different procrypsis agent of composition (b) (a), solvent (c) and light stabilizer (d) mixing of Fig. 1 for reversible temperature-sensing color-changing material of the present invention with other.
Fig. 2 is fixing form (b) (c) under the condition of (d), is the result of a resulting tonal variation of different procrypsis agent (a) and discoloring temperature.
Fig. 3 is under the composition (b) of composition (b) and Bis-phenol A at reversible temperature-sensing color-changing material of the present invention, the tonal variation of gained and the comparative result of discoloring temperature.
Fig. 4 hydroxybenzene alkanoic acid ester and fatty alcohol, aromatic alcohols, heterocyclic radical secondary amine are carried out the part chemical structure of dehydration condensation
Fig. 5 hydroxybenzene alkanoic acid ester and fatty alcohol, aromatic alcohols, heterocyclic radical secondary amine are carried out the part chemical structure of dehydration condensation
The body embodiment
Reversible temperature-sensing color-changing material of the present invention is grouped into by following four kinds of one-tenth, wherein:
Composition (a) is a kind of procrypsis agent with supply characteristic electron;
Composition (b) is a kind of compound of accepting characteristic electron that has, and chemical structure is following:
Wherein the R1 representative has the alkyl of the straight or branched of carbonatoms 1-3, and R2 represents alkyl, aromatic series base or the heterocyclic radical of carbonatoms 1-14;
Composition (c) be a kind of compound as reaction media, can impel the supply/acceptable response that produces the reversible electronics;
Composition (d) is a kind of light stabilizer, can make this thermochemistry off-color material have good light fastness.
More than in four kinds of compositions, composition (a) can be following material classification as the procrypsis agent of supplying with characteristic electron in the present invention:
Phenylbenzene phthalein lactone (Diarylphthalides) is like crystal violet lactone, Victoria Green WPB lactone.
Polyphenylene methyl alcohol class (Polyarylcarbinols) is Viola crystallina methyl alcohol, Victoria Green WPB methyl alcohol for example.
Reductibility auramine class (Leucoauramines) is nitrogen-(2, the 3-dichlorophenyl) auramine for example, nitrogen-benzo auramine, nitrogen-acetyl auramine or nitrogen-phenyl auramine.
Rhodamine B class (Rhodamine B lactams) is rhodamine B for example.
Indoles (Indolines) are 2-(the inferior ethylbenzene of this imido grpup)-3 for example, the 3-dimethyl indole.
Spiral shell structure pyrans class (Spiropyrans) for example 1,3,3-tri-methyl indole benzo spiro-pyrans, or 8- methoxyl group 1,3,3-tri-methyl indole benzo spiro-pyrans etc.
Fluorane class (Fluorans) is 3-DIETHANOL AMINE-6 methyl-7-chlorine fluorane, 3-DIETHANOL AMINE-6 methyl-7-methoxyl group fluorane, 3-DIETHANOL AMINE-6 phenoxy fluorane, 3-amido-5-methyl fluorane, 2-methyl-3-amido-6 for example; 6; 7-dimethyl-fluorane, 2-bromo-6-ethylenimine fluorane, 2-(neighbour-chloroaniline)-6-dibutylamine fluorane, 1; 3-dimethyl--6-DIETHANOL AMINE fluorane, 3,6-benzhydrylamine fluorane, 1,3-DIETHANOL AMINE-6-methyl-7-chlorine fluorane, DIETHANOL AMINE benzo fluorane.
The chemical general formula of the composition among the present invention (b) is following:
Wherein the R1 representative has the alkyl of the straight or branched of carbonatoms 1-3, and R2 represents alkyl, aromatic series base or the heterocyclic radical of carbonatoms 1-14.This structure class gets compound and can be described as hydroxybenzene alkanoic acid ester class.Wherein the alkyl carbon atoms number carries out dehydration condensation, relevant chemical structure such as Fig. 4, Fig. 5 from 1-3 and fatty alcohol, aromatic alcohols, heterocyclic radical secondary amine.
Composition among the present invention (c) can be alcohols, ester class, ethers, ketone, carboxylic-acid or amide solvent, and these solvent based compounds are given an example as follows:
Alcohols can be unit alcohol, polyvalent alcohol with and verivate; For example octanol, nonyl alcohol, decyl alcohol, lauryl alcohol, tetradecyl alcohol, hexadecanol, stearyl alcohol, eicosanol, behenyl alcohol, triacontanol, different hexadecanol, i-octadecanol, different eicosanol, oleyl alcohol, hexalin, ring are for alcohol, phenylcarbinol, styryl carbinol, terepthaloyl moietie, two polyoxyethylene glycol, three polyoxyethylene glycol, polyoxyethylene glycol, Ucar 35, butyleneglycol, pinakon, 1; 4-encircles terepthaloyl moietie, 1; 2,6-hexanetriol etc.
The ester class is pentyl acetate for example; Octyl acetate; Butyl propionate; N-octyl propionate; Propyl propionate; NSC 8882; Pentyl hexanoate; Ethyl octylate; N-amyl caprylate; Ethyl pelargonate; N-butyl pelargonate; The own ester of n-nonanoic acid; Tetraethyl silicate; The capric acid pentyl ester; The capric acid monooctyl ester; Laurate methyl; Laurate ethyl; Butyl laurate; Lauric acid hexyl ester; The LAURIC ACID 99 MIN monooctyl ester; The bay dodecyl gallate; The LAURIC ACID 99 MIN hexadecyl ester; The LAURIC ACID 99 MIN octadecyl ester; Myristicin acid methylester; Ethyl myristinate; Butyl myristate; The own ester of tetradecanoic acid; The tetradecanoic acid monooctyl ester; The Semen Myristicae dodecyl gallate; Myristyl myristate; The tetradecanoic acid hexadecyl ester; The tetradecanoic acid octadecyl ester; Uniphat A60; Ethyl palmitate; Butyl palmitate; The own ester of palmitinic acid; Wickenol 155; The palm dodecyl gallate; Palmitinic acid 14 esters; Cetyl palmitate; The palmitinic acid octadecyl ester; Methyl stearate; Stearic ethyl stearate; Butyl stearate; Hexyl stearate; Octyl stearate; Triple Pressed Stearic Acid toluene ester; Triple Pressed Stearic Acid 14 esters; The Triple Pressed Stearic Acid hexadecyl ester; Stearyl stearate methyl behenate docosoic ethyl ester docosoic propyl ester docosoic butyl ester; Ethyl benzoate; Butyl benzoate; Amyl benzoate; Phenol benzoate; Methyl aceto acetate; Witconol 2301; Butyl oleate; Diethyl oxalate; Ethylene sebacate; Methyl-malonate; Ethyl malonate; TERT-BUTYL MALONATE; Dibutyl tartrate; Dimethyl phthalate; Dibutyl phthalate; Dioctyl phthalate; The butene dioic acid dibutylester; Triethyl citrate etc.
Ethers is two NHDs, phenyl ether, octacosyl ether, butyl ether, hexyl ether, diisopropyl alkane methyl-phenoxide, ethylene glycol diethyl ether, ethylene glycol dibutyl ether, ethylene diphenyl ether, ethyleneglycol monophenylether for example.
Ketone is benzophenone, octacosyl ketone, diethyl ketone, second butanone, methyl hexyl ketone, pimelinketone, sec.-propyl benzophenone, UVNUL MS-40,2 for example, 4-diacetylmethane, acetonyl-acetone, diacetone alcohol, ketone wax etc.
Carboxylic-acid is caproic acid, sad, n-nonanoic acid, capric acid, LAURIC ACID 99 MIN, tetradecanoic acid, palmitinic acid, Triple Pressed Stearic Acid, eicosanoic acid 、 docosoic, lignoceric acid, cerinic acid, Zoomeric acid, oleic acid, ricinoleic acid, linolic acid, linolenic acid, the acid of octadecane pentaene, erucic acid etc. for example.
Amides is octane acid amides, decane acid amides, dodecyl acid amides, myristamide, palmitic amide, kemanide S, eicosane acid amides, docosane acid amides etc. for example.
Composition of the present invention (d) light stabilizer can be UV light absorber or inhibitor, and the effective example that wherein comprises is following:
Benzophenone gets UV light absorber for example 2; 4-dihydroxy benaophenonel, 2-hydroxyl-4 methoxy benzophenone, 2,2 '-dihydroxyl-4,4 '-dimethoxy-benzophenone, 2; 2 '; 4,4 '-tetrahydroxybenzophenone, 2-hydroxyl-4-methoxy benzophenone-5-sulfonic acid, 2-hydroxyl-4-octyloxy UVNUL MS-40,2,2 '-dihydroxyl-4-methoxy benzophenone, 2-(2-hydroxyl-3; 5-two-Di three amyl group phenyl) UVNUL MS-40,2-hydroxyl-4-dodecyloxy UVNUL MS-40,2-hydroxyl-4-octadecane oxygen base UVNUL MS-40,2-hydroxyl-4 methoxy benzophenone, 2,2 '-dihydroxyl-4-phenoxy benzophenone.
The salicylic acid UV light absorber for example Whitfield's ointment phenylester, Whitfield's ointment right-tributyl phenylester, Whitfield's ointment be to octyl phenyl ester, phenylformic acid 2,4-two-Di tributyl phenyl-4-ester OH, phenylformic acid 1-ester OH, phenylformic acid 1-hydroxyl-3-tributyl ester, phenylformic acid 1-hydroxyl-3-trioctylphosphine ester, phenylformic acid resorcinol etc.
Cyanoacrylate class UV light absorber is 2-cyanic acid-3 ' 3-two hydrocinnamyl olefin(e) acid ethyl esters, 2-cyanic acid-3 ' 3-two hydrocinnamyl olefin(e) acid-2-ethylhexyl, 2-cyanic acid-3-phenylacrylic acid-2-ethylhexyl etc. for example.
The benzotriazole category UV light absorber is 2-(5-the tributyl-2-hydroxybenzene) benzotriazole, 2-(5-methyl-2-hydroxybenzene), 2-(3 for example; 5-two-Di tributyl-2-hydroxybenzene) benzotriazole, 2-(3-the tributyl-5-methyl-2-hydroxybenzene)-5-chlorobenzotriazole, 2-(3; 5-two-Di tributyl-2-hydroxybenzene)-5-chlorobenzotriazole, 2-(3,5-two-Di three amyl groups-2-hydroxybenzene) benzotriazole, 2-(3-dodecyl-5-methyl-2-hydroxybenzene) benzotriazole, 2-(3-the tributyl-5-propyl group-2-hydroxybenzene)-5-chlorobenzotriazole, 2-(2-hydroxyl-5-trioctylphosphine benzene)-2H-benzotriazole, 2-(2-hydroxyl-4-octyloxy benzene) benzotriazole, 2-(2-hydroxyl-5-tributyl benzene) benzotriazole etc.
Inhibitor comprises hindered amines inhibitor, phenol antioxidant, thioesters class inhibitor, phosphate-based antioxidants, and its effective example is following:
The hindered amines inhibitor is methyl-succinate/1-(2-hydroxyethyl)-4-hydroxyl-2,2,6 for example, the polymkeric substance, two (1,2,2 that the 6-tetramethyl-is fixed; 6,6-pentamethyl--4-yl)-and 2-(3,5-2 the tributyls-4-hydroxybenzene methyl)-2-n-butylmalonic acid ester, nitrogen, nitrogen '-two (3-aminocarbonyl propyl) quadrol/2, the two [nitrogen-butyl-nitrogen-(1,2 of 4-; 2,6,6-pentamethyl--4-yl) amido butyl-6-chlorine]-1,3,5-triazines polymkeric substance, two (1; 2,2,6,6-pentamethyl--4-yl) sebate, 4-benzoyloxy-2,2; 6,6-tetramethyl-, two (2,2,6,6-tetramethyl--4-yl) sebate etc.
Phenol antioxidant is 2-6-two-Di tributyl-4-sylvan, 2-the tributyl-4-methoxyl group phenol, 2 for example, 6-two-Di tributyl-4-ethyl phenol, 2,2 ' ,-methylene-bis (4-methyl-6-tributyl phenol), 4,4 ' thiobis (2-methyl-6-tributyl phenol), 2; 2 '-thiobis (4-methyl-6-tributyl phenol), 4,4 ' butylidene two (3-methyl-6-tributyl phenol), 1,1,3-three (2-methyl-4-hydroxyl--5-tributyl phenol) butane, 1; 3,5-trimethylammonium-2,4,6-three (3; 5-two-Di tributyl-4-hydroxybenzene methyl) benzene, four [(3,5-two-Di tributyl-4 hydroxy phenyl) propionic acid] pentaerythritol ester, 2,2 ' ,-ethylenebis (4; 6-two-Di tributyl phenol), propionic acid 3,3 '-two (3-tributyl-4 hydroxy phenyl) vinyl ester, isocyanide amino acid three (3,5-two-Di tributyl-4-hydroxy phenyl ester), 1,3; 5 ,-three (4-tributyls-3 hydroxyls-2.6-dimethyl-methyl)-1,3,5 triazines-2; 4, and 6-(1H, 3H, 5H)-3-ketone, triglycol is two-3-(3-tributyl-4 hydroxy-5-methyl base phenyl) propionic ester, terepthaloyl moietie (3; 5 two-Di tributyl-4 hydroxy phenyl) propionic ester, 2,2 '-sulfo-[3-(3,5, two-Di tributyl-4-hydroxy phenyl) ethyl propionate], 2; 2,4-trimethylammonium-1,2 dihyaroquinoline, vitamin E, 2,5-two-Di tributyl quinoline.
Thioesters class inhibitor for example vulcanizes two (octadecyl) esters of dipropionic acid, sulfo-two propanedioic acid lauryls, sulfo-two propanedioic acid (tridecyl) ester etc.
Phosphate-based antioxidants for example three (2; 4-two-Di tributyl benzene) phosphorous acid ester, two (2; 4-two-Di tributyl benzene) phosphorous acid ester, triphen phosphorous acid ester, hexichol isodecyl phosphorous acid ester, benzene isodecyl phosphorous acid ester, tetramethylolmethane diphosphite two (2; 4-two tributyl phenyl) ester, octadecyl phosphorous acid ester, three (nonyl phenyl) phosphorous acid ester, tetramethylolmethane diphosphite diiso decyl ester, pentamethylene base-two (2,42 the tributyls-4-aminomethyl phenyl) phosphorous acid ester, pentamethylene-two (2,6-2 the tributyls-4-aminomethyl phenyl) phosphorous acid ester, 2; 2-methylene-bis (4,6-two tributyl phenyl) octyl group phosphorous acid ester.
The part by weight of each composition proportion consumption of reversible temperature-sensing color-changing material of the present invention is about (a): (b): (c): (d)=1: 0.1～100: 10～1000: 0.1～10, optimum range is: (a): (b): (c): (d)=1: 0.1～50: 10～100: 0.1～5.
The principle of reversible temperature-sensing color-changing material of the present invention is:
With (a) procrypsis agent (b) hydroxybenzene alkanoic acid ester compounds, (c) solvent and (d) four kinds of composition mixing of light stabilizer and heating for dissolving, but this way is easy to receive the anomalous effects on the chemical property, and discoloring temperature also can receive the interference of external environment simultaneously.For fear of this type of situation; Must protect four kinds of compositions peculiar function separately; And guarantee under similarity condition, use different component proportionss to have different thermo-color purposes and thermo-color temperature, therefore could realize heat discoloration effect extensively applying in a flexible way in various fields; In order to reach this purpose, the way that the present invention adopts is that reversible temperature-sensing color-changing material is coated in the microcapsule.
The microcapsule of reversible temperature-sensing color-changing material of the present invention can be made with any one method, and for example microcapsule solution can be used gel copolymerization process, interfacial polymerization, situ aggregation method, liquid molten polymerization etc.
In addition, also have the microcapsule liquid of reversible temperature-sensing color-changing material, can apply to water-base ink or water-borne coatings.These type of microcapsule are filtering, and are centrifugal, also can obtain with solid-state mode after separation, the drying, and the powdery microcapsule of being obtained can apply in the various fields of thermoinduction and colour developing purposes.Can also microcapsule be added and be processed into film in the resin; Apply to surface treatment; Also can be made as particle or macrofiber shape; Blending can be printed on paper, plastics film, pottery, glass, the fabric with methods such as screen painting, letterpress, intaglio printings in fiber coating.
The concrete example of making:
With the CVL of 1 part of part by weight, the 4-hydroxyphenyl acetic ether of 4 parts of part by weight, 2-hydroxyl-4 methoxy benzophenone of the butyl myristate of 50 parts of part by weight and 2 parts of part by weight; Hybrid Heating to 130 ℃ is dissolved as uniform mixed solution, joins the GANTREZAN-119 (emulsifying agent that disposes 10 parts of part by weight; Japan's five associations industries are made) and the Trimethylamine of 10 parts of part by weight, in the solution of the water of 45 parts of part by weight, obtain mixing solutions; The concentration that adds 100 parts of part by weight again is 10% HP-304 (amido Synolac, the Taiwan polymerization is international makes) solution, and high-speed stirring is up to forming tiny microballon; Keep whole solution at 90 ℃, continue stirring and just can obtain microcapsule solution in 6 hours, this solution is coated on the paper; Process reversible heat discoloration paper, obtain 10g/m behind the paper dryer
2Film; Reversible heat discoloration paper is heated or cooled off; The temperature of variable color and tone just can be measured, and this makes first project among routine heat discoloration result such as Fig. 1, and this reversible heat discoloration solution can be processed solid-state reversible temperature-sensing color-changing material after centrifuging.
Repeat to make above-mentioned making example, have only composition (a) and (c) make change respectively, the material of these examples is formed among variation and effect such as Fig. 1 the 2nd to the 37th.
Make 10 comparative examples according to the above-mentioned concrete identical method of example of making; Each (a) (b) (c) (d) 4 kinds of compositions that change; It is formed and color change result such as Fig. 2; Some of them are made the reversible heat discoloration paper of example and comparative example and after variable color, test its colouring intensity, result such as Fig. 3 respectively with color measurement instrument (production of moral tower color international corporation).
Claims (11)
1. reversible temperature-sensing color-changing material, this material composition comprises:
(a) a kind of procrypsis agent with supply characteristic electron;
It is (b) a kind of that to have a compound structure of accepting characteristic electron following:
Wherein R1 representative have straight chain that carbonatoms is 1-3 and side chain first alkyl one of them, R2 represent carbonatoms be 1-14 second alkyl, aromatic series base and heterocyclic radical one of them;
(c) a kind of be alcohols, ester class, ethers, ketone, carboxylic-acid or amides one of them as solvent;
(d) a kind of light stabilizer is as one of them function of UV light absorber and inhibitor.
2. reversible temperature-sensing color-changing material as claimed in claim 1, the compound structure that (a) procrypsis agent wherein, (b) receive characteristic electron, (c) flux and (d) light stabilizer usage ratio scope between 1: 0.1～100: 10～1000: 0.1～5.
3. reversible temperature-sensing color-changing material as claimed in claim 1, the compound structure that (a) procrypsis agent wherein, (b) receive characteristic electron, (c) flux and (d) light stabilizer usage ratio scope between 1: 0.1～50: 10～100: 1.1～2.
4. reversible temperature-sensing color-changing material as claimed in claim 1, it carries out the reversible color TR between-50 ℃ to 80 ℃.
5. reversible temperature-sensing color-changing material, this material composition comprises:
(a) a kind of procrypsis agent with supply characteristic electron;
It is (b) a kind of that to have a compound structure of accepting characteristic electron following:
Wherein the R1 representative has first alkyl that carbonatoms is the straight chain of 1-3, and it is second alkyl of 1-14 that R2 represents carbonatoms;
(c) a kind of be alcohols, ester class, ethers, ketone, carboxylic-acid or amides one of them as solvent;
(d) a kind of light stabilizer is as UV light absorber or inhibitor.
6. reversible temperature-sensing color-changing material as claimed in claim 5, R1 can be replaced by branched-chain alkyl.
7. reversible temperature-sensing color-changing material as claimed in claim 5, R2 can be by aromatic series base and one of them replacement of heterocyclic radical.
8. reversible temperature-sensing color-changing material as claimed in claim 1, the compound structure that (a) procrypsis agent wherein, (b) receive characteristic electron, (c) flux and (d) light stabilizer usage ratio scope between 1: 0.1～100: 10～1000: 0.1～5.
9. reversible temperature-sensing color-changing material as claimed in claim 1, the compound structure that (a) procrypsis agent wherein, (b) receive characteristic electron, (c) flux and (d) light stabilizer usage ratio scope between 1: 0.1～50: 10～100: 1.1～2.
10. reversible temperature-sensing color-changing material is made up of procrypsis agent, the compound structure that can accept characteristic electron, solvent, the light stabilizer of supplying with characteristic electron; It is characterized in that the compound that wherein can accept characteristic electron is made up of phenolic group and carboxylic acid group; And this carboxylic acid group is connected with the functional group of phenolic group by first alkyl, and one of them functional group of the Sauerstoffatom among the carboxylic acid group and second alkyl and cyclization shape compound is formed by connecting.
11. reversible temperature-sensing color-changing material as claimed in claim 10, the alkyl that its first alkyl is straight chain and side chain one of them.
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| CN102827598A (en) * | 2012-09-24 | 2012-12-19 | 上海应用技术学院 | Reversible thermochromism material and preparation method thereof |
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| CN111602041A (en) * | 2018-01-22 | 2020-08-28 | 株式会社日立产机系统 | Temperature detection ink, method for initializing temperature detection ink, temperature indicator, and article management system |
| CN108587597B (en) * | 2018-05-18 | 2020-08-11 | 江南大学 | Fluorescent/visible light-heat-induced color-changing material and preparation method and application thereof |
| CN108587597A (en) * | 2018-05-18 | 2018-09-28 | 江南大学 | A kind of fluorescence/visible light thermochromic material and its preparation method and application |
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| CN109575664A (en) * | 2018-12-21 | 2019-04-05 | 上海晨光文具股份有限公司 | Discoloration artistic oil painting stick steady in a long-term and preparation method thereof |
| CN109575664B (en) * | 2018-12-21 | 2021-03-26 | 上海晨光文具股份有限公司 | Long-term stable color-changing oil painting stick and preparation method thereof |
| CN110672224A (en) * | 2019-10-11 | 2020-01-10 | 上海电机学院 | Temperature measuring device based on organic reversible temperature sensing material |
| CN110672224B (en) * | 2019-10-11 | 2021-04-16 | 上海电机学院 | Temperature measuring device based on organic reversible temperature sensing material |
| CN111303632A (en) * | 2020-03-26 | 2020-06-19 | 国网江西省电力有限公司电力科学研究院 | Low-loss temperature self-detection insulating material and preparation method and application thereof |
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