CN110846021A - Photochromic dye capable of emitting green light - Google Patents

Photochromic dye capable of emitting green light Download PDF

Info

Publication number
CN110846021A
CN110846021A CN201911132144.1A CN201911132144A CN110846021A CN 110846021 A CN110846021 A CN 110846021A CN 201911132144 A CN201911132144 A CN 201911132144A CN 110846021 A CN110846021 A CN 110846021A
Authority
CN
China
Prior art keywords
photochromic
dye
compound
substituted
fabric
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.)
Pending
Application number
CN201911132144.1A
Other languages
Chinese (zh)
Inventor
李健
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Ningbo Keri An Polytron Technologies Inc
Original Assignee
Ningbo Keri An Polytron Technologies Inc
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Ningbo Keri An Polytron Technologies Inc filed Critical Ningbo Keri An Polytron Technologies Inc
Priority to CN201911132144.1A priority Critical patent/CN110846021A/en
Publication of CN110846021A publication Critical patent/CN110846021A/en
Pending legal-status Critical Current

Links

Classifications

    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/004Dyeing with phototropic dyes; Obtaining camouflage effects
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K11/00Luminescent, e.g. electroluminescent, chemiluminescent materials
    • C09K11/06Luminescent, e.g. electroluminescent, chemiluminescent materials containing organic luminescent materials
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K9/00Tenebrescent materials, i.e. materials for which the range of wavelengths for energy absorption is changed as a result of excitation by some form of energy
    • C09K9/02Organic tenebrescent materials
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2211/00Chemical nature of organic luminescent or tenebrescent compounds
    • C09K2211/10Non-macromolecular compounds
    • C09K2211/1003Carbocyclic compounds
    • C09K2211/1007Non-condensed systems
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2211/00Chemical nature of organic luminescent or tenebrescent compounds
    • C09K2211/10Non-macromolecular compounds
    • C09K2211/1003Carbocyclic compounds
    • C09K2211/1011Condensed systems
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2211/00Chemical nature of organic luminescent or tenebrescent compounds
    • C09K2211/10Non-macromolecular compounds
    • C09K2211/1003Carbocyclic compounds
    • C09K2211/1014Carbocyclic compounds bridged by heteroatoms, e.g. N, P, Si or B
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2211/00Chemical nature of organic luminescent or tenebrescent compounds
    • C09K2211/10Non-macromolecular compounds
    • C09K2211/1018Heterocyclic compounds
    • C09K2211/1025Heterocyclic compounds characterised by ligands
    • C09K2211/1029Heterocyclic compounds characterised by ligands containing one nitrogen atom as the heteroatom
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2211/00Chemical nature of organic luminescent or tenebrescent compounds
    • C09K2211/10Non-macromolecular compounds
    • C09K2211/1018Heterocyclic compounds
    • C09K2211/1025Heterocyclic compounds characterised by ligands
    • C09K2211/1044Heterocyclic compounds characterised by ligands containing two nitrogen atoms as heteroatoms
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2211/00Chemical nature of organic luminescent or tenebrescent compounds
    • C09K2211/10Non-macromolecular compounds
    • C09K2211/1018Heterocyclic compounds
    • C09K2211/1025Heterocyclic compounds characterised by ligands
    • C09K2211/1088Heterocyclic compounds characterised by ligands containing oxygen as the only heteroatom

Abstract

The invention discloses a green light-emitting photochromic dye which comprises a photochromic material, wherein the photochromic material is a green light-emitting material, and the green light-emitting material comprises any one or the combination of two or more of terbium, a compound A2 and a compound B2. The photochromic fabric is formed by the fabric dyed by the photochromic dye, and has the color or changes the color according to the absorbed light.

Description

Photochromic dye capable of emitting green light
Technical Field
The invention relates to a dye, in particular to a photochromic dye, which can be used for preparing photochromic cloth and photochromic clothes and belongs to the field of textile industry.
Background
With the development of society, the living standard of people is continuously improved, and more rigorous requirements are provided for the functionality, the comfort, the aesthetic feeling and the like of clothes. At present, clothes sewn by most fabrics lack dynamic sense, are single in color, are too monotonous and stiff, cannot bring more aesthetic feeling and fun to people, particularly young people who like pursuing fashion elements, and the fabrics with single color cannot meet the market demand and also restrict the selection of clothing designers for individual clothing fabrics. Recently, on the basis of the unchanged basic functions of clothes, people pay more and more attention to the additional efficacy of clothes, new materials of the clothes are continuously researched and developed, various efficacies of different materials are added into the clothes by using a proper process, and the functionality of the clothes is improved. Photochromic fabric refers to fabric whose color can be changed under the irradiation of light sources such as sunlight or ultraviolet light, and the color can be reversibly changed back to the original color after the light disappears.
Disclosure of Invention
The main object of the present invention is to provide a photochromic dye, a photochromic fabric and photochromic clothing, wherein the fabric and clothing dyed and finished by using the photochromic dye can have the ability of changing into different colors according to the absorbed light.
In order to solve the technical problems, the invention solves the technical scheme that the green light-emitting photochromic dye comprises a photochromic material, the photochromic material is a green light-emitting material, the green light-emitting material comprises any one or a combination of two or more of terbium, a compound A2 and a compound B2, and the compound A2 is a compound A2
Figure 100002_1
Wherein R in the compound A211、R12And R13Is independently selected from any one of substituted phenyl, substituted biphenyl, substituted naphthyl, substituted anthryl, substituted phenanthryl and substituted fluorenyl, and the substituent is independently selected from C1~C18An alkyl group;
said compound B2 is
Wherein A in compound B23And A4Independently selected from C6~C25An aromatic group, or A3And A4Is independently selected from
Figure 100002_3
Or
Figure 100002_4
Any one of them, wherein Ar16And Ar17Independently selected from C6~C25Aromatic radical, L2Is C6~C25Arylene radical, Ar18Is selected from H or C1~C6Alkanes, L3Is C6~C25An arylene group;
in the above technical solution, preferably, the ink further comprises one or a combination of two or more of a basic dye, an auxiliary agent, and a resin or a paste.
The photochromic fabric is formed by dyeing and finishing photochromic dye, and further comprises a UV cut-off layer, wherein the UV cut-off layer covers the surface of the fabric, the UV cut-off layer is a coating formed by coating a UV absorbent, the UV absorbent is any one or a combination of two or more of salicylic acid esters, benzophenones, benzotriazoles, substituted acrylonitrile and triazines, and the transmittance of the UV cut-off layer to ultraviolet ray with the wavelength of 200 nm and 395nm is less than 20%.
Photochromic clothing is made of photochromic cloth.
Photochromic materials are materials that change color when excited by a light source. The molecular structure of the photochromic material can be changed under the action of light with certain wavelength and intensity, so that the absorption peak value of the photochromic material to the light is changed, namely the corresponding change of the color is changed, and the change is generally reversible. The photochromic dye provided by the invention can be formed by mixing the photochromic material provided by the invention with common dye, or can be formed by only adopting the photochromic material, namely, the content of the photochromic material is 15-100 wt%. The resin, the paste and the auxiliary agent are selected according to the use amounts of the dye and the photochromic material, and the material which has better compatibility with the dye and the photochromic material and does not influence the dyeing effect is adopted. All of them are commercially available, and for example, the assistant can be ZG-327 dye assistant manufactured by Shandong Kaya chemical Co., Ltd; the resin can adopt modified polyurethane resin XH-PU408 produced by Dongguan Asahi Yi Hua chemical industry Co.Ltd; the paste can be animal fiber printing paste of acidic and metal complex dyes produced by Shanghai Shencheng chemical industry Co.
Wherein the selected basic dye (i.e. common dye without photochromic function) may include natural dye, reactive dye, acid dye, disperse dye, etc.; the natural dye is generally plant dye, such as indigo, turmeric, etc.; the disperse dye is feinuo golden yellow P-XGTT or scarlet PD-GR or Annuo its Shenlan HGL or leap native primary color AM-SRL, and the like, and is a conventional and commonly used disperse dye sold in the market; acid dyes can be selected; one or more of red GRS, yellow GN, pinlan 6B, black AMR, bright red F-3GL, Chinese cabbage 4BL, brilliant blue G, fruit green 3GM, and orange GSN; the reactive dye can be one or more of black C-NN, red C-2B, yellow C-4G, blue C-M and navy blue C-MR. The basic dye can be obtained by commercial purchase or self-production according to the existing formula.
The photochromic material in the photochromic dye provided by the present invention may have a color or change a color according to absorbed light. The cloth dyed by the photochromic dye provided by the invention forms photochromic cloth which has color or changes color according to absorbed light.
The fabric before dyeing and finishing can be woven fabric or knitted fabric, and the woven fabric is formed by vertically interweaving warp yarns and weft yarns. The knitted fabric is formed by forming yarns or filaments into loops by using a knitting needle and then mutually stringing and sleeving the loops. The fabric before dyeing and finishing can be pure color or the original color of the fabric, and color paste prepared by the dye formula is printed on the fabric according to a preset pattern through a printing dyeing and finishing process. The dyeing and finishing process can be the same as or different from the dyeing and finishing process in the prior art.
Detailed Description
The technical solution, the implementation process and the principle thereof will be further explained with reference to the specific embodiments as follows.
Example 1
The preparation process of the photochromic cloth comprises the following steps: mixing 2% of basic dye, 5% of resin or paste, 1% of auxiliary agent and 1% of photochromic material by mass percent to form white photochromic dye, and the rest is solvent; wherein the assistant is ZG-327 dye assistant produced by Shandong Kaya chemical industry Co., Ltd; the resin is modified polyurethane resin XH-PU408 produced by Dongguan Asahi chemical Co., Ltd; the paste is an animal fiber printing paste made of acidic and metal complex dyes produced by Shanghai Shencheng chemical engineering Limited company; the base dye (i.e., a common dye having no photochromic function) may include natural dyes, reactive dyes, acid dyes, disperse dyes, and the like (which may be commercially available or self-formulated).
Wherein the optically variable material adopts
Figure 5
Ar1~Ar7Independently selected from H, C6~C30Substituted or unsubstituted aromatic hydrocarbon radical, C6~C30Substituted or unsubstituted fused ring aromatic hydrocarbon group of (A), C6~C30Substituted or unsubstituted fused heterocyclic group, five-membered heterocyclic ring or substituted heterocyclic ring, six-membered heterocyclic ring or substituted heterocyclic ring, triarylamino group, aryl ether group, C1~C12And Ar is any one of a substituted or unsubstituted aliphatic alkyl group of (a), and1~Ar7not H at the same time. And dyeing and finishing the woven fabric or the knitted fabric by the photochromic dye to form a white fabric. The white cloth formed by dyeing and finishing is blue under the irradiation of white light.
Example 2
Example 2 provides a photochromic dye substantially identical to the photochromic dye of example 1, except that the photochromic material used is the same as the photochromic material
Figure 6
Ar14And Ar15Independently selected from H, C6~C20Aromatic group of (2), C4~C20And C4~C20Any one of the condensed ring aromatic groups of (A), Ar14And Ar15Not simultaneously being a hydrogen atom or a 4- (2, 2-diphenylvinyl) -substituted phenyl group, R7~R10Independently selected from H, C1~C30Alkyl and C6~C20The white cloth formed by dyeing and finishing the photochromic dye in the embodiment 2 is red under the irradiation of white light.
Example 3
Example 3 provides a photochromic dye substantially identical to the photochromic dye of example 1, except that the photochromic material used is the same as the photochromic material
Figure 7
Wherein R is11、R12And R13Is independently selected from any one of substituted phenyl, substituted biphenyl, substituted naphthyl, substituted anthryl, substituted phenanthryl and substituted fluorenyl, and the substituent is independently selected from C1~C18An alkyl group; the white cloth formed by dyeing and finishing the photochromic dye in example 3 is green under white light irradiation.
Example 4
Example 4 provides a photochromic dye substantially identical to the photochromic dye of example 1, except that the photochromic material used is a multicoloured element N, N-bis (2 oxygen adjacent to pyrrole-methyl); the yellow cloth formed by dyeing and finishing the photochromic dye in example 5 is red under white light irradiation.
Example 5
Example 5 provides a photochromic dye substantially identical to the photochromic dye of example 1, except that the photochromic material used is iodide; the blue cloth formed through the photochromic dye dyeing and finishing in example 6 was gradually lightened in color under white light irradiation.
Example 6
Example 6 provides a photochromic dye substantially identical to the photochromic dye of example 1, except that the photochromic material used employs a phthalocyanine-based compound and aluminum particles in a ratio of 2: 5, mixing the materials according to the proportion of the first component and the second component to form a material adopting a complementary color principle; the blue cloth formed by dyeing and finishing the photochromic dye in example 6 shows a color change of magenta under white light irradiation.
Other embodiments of the present invention are not intended to be limited to the above embodiments, and it should be understood that the above embodiments are only illustrative of the technical idea and features of the present invention, and the purpose of the present invention is to enable those skilled in the art to understand the contents of the present invention and implement the present invention, and not to limit the protection scope of the present invention. All equivalent changes and modifications made according to the spirit of the present invention should be covered within the protection scope of the present invention.

Claims (4)

1. The green-emitting photochromic dye is characterized by comprising a photochromic material, wherein the photochromic material is a green-emitting material, the green-emitting material comprises any one or a combination of two or more of terbium, a compound A2 and a compound B2, and the compound A2 is a compound A2
Figure 1
Wherein R in the compound A211、R12And R13Is independently selected from any one of substituted phenyl, substituted biphenyl, substituted naphthyl, substituted anthryl, substituted phenanthryl and substituted fluorenyl, and the substituent is independently selected from C1~C18An alkyl group;
said compound B2 is
Figure 2
Wherein A in compound B23And A4Independently selected from C6~C25An aromatic group, or A3And A4Is independently selected from
OrAny one of them, wherein Ar16And Ar17Independently selected from C6~C25Aromatic radical, L2Is C6~C25Arylene radical, Ar18Is selected from H or C1~C6Alkanes, L3Is C6~C25An arylene group.
2. The photochromic dye according to claim 1, further comprising one or a combination of two or more of a basic dye, an auxiliary agent, a resin or a paste.
3. Photochromic fabric, characterized in that, the fabric is formed by dyeing and finishing with photochromic dye which emits blue light as described in any one of claims 1 or 2, the fabric further comprises a UV cut-off layer, the UV cut-off layer covers the surface of the fabric, the UV cut-off layer is a coating formed by coating UV absorbent, the UV absorbent is one or a combination of two or more of salicylic acid esters, benzophenones, benzotriazoles, substituted acrylonitrile and triazines, and the transmittance of the UV cut-off layer to ultraviolet ray with wavelength of 200-.
4. Photochromic clothing, characterized by being made of the photochromic fabric of claim 3.
CN201911132144.1A 2018-07-20 2018-07-20 Photochromic dye capable of emitting green light Pending CN110846021A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN201911132144.1A CN110846021A (en) 2018-07-20 2018-07-20 Photochromic dye capable of emitting green light

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CN201911132144.1A CN110846021A (en) 2018-07-20 2018-07-20 Photochromic dye capable of emitting green light
CN201810801870.7A CN108948786A (en) 2018-07-20 2018-07-20 Photochromic dyes, photochromic cloth and photochromic clothes

Related Parent Applications (1)

Application Number Title Priority Date Filing Date
CN201810801870.7A Division CN108948786A (en) 2018-07-20 2018-07-20 Photochromic dyes, photochromic cloth and photochromic clothes

Publications (1)

Publication Number Publication Date
CN110846021A true CN110846021A (en) 2020-02-28

Family

ID=64497576

Family Applications (5)

Application Number Title Priority Date Filing Date
CN201911131978.0A Pending CN110846020A (en) 2018-07-20 2018-07-20 Photochromic dye adopting complementary color principle material
CN201911132145.6A Pending CN110846909A (en) 2018-07-20 2018-07-20 Photochromic dye with red light
CN201911132144.1A Pending CN110846021A (en) 2018-07-20 2018-07-20 Photochromic dye capable of emitting green light
CN201810801870.7A Withdrawn CN108948786A (en) 2018-07-20 2018-07-20 Photochromic dyes, photochromic cloth and photochromic clothes
CN201911131979.5A Pending CN110820364A (en) 2018-07-20 2018-07-20 Photochromic dye emitting blue light

Family Applications Before (2)

Application Number Title Priority Date Filing Date
CN201911131978.0A Pending CN110846020A (en) 2018-07-20 2018-07-20 Photochromic dye adopting complementary color principle material
CN201911132145.6A Pending CN110846909A (en) 2018-07-20 2018-07-20 Photochromic dye with red light

Family Applications After (2)

Application Number Title Priority Date Filing Date
CN201810801870.7A Withdrawn CN108948786A (en) 2018-07-20 2018-07-20 Photochromic dyes, photochromic cloth and photochromic clothes
CN201911131979.5A Pending CN110820364A (en) 2018-07-20 2018-07-20 Photochromic dye emitting blue light

Country Status (1)

Country Link
CN (5) CN110846020A (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN112211010A (en) * 2020-09-27 2021-01-12 浙江理工大学 Multi-tone adjustable photochromic printing method suitable for polyester velvet fabric
CN115976859A (en) * 2022-11-29 2023-04-18 深圳全棉时代科技有限公司 Photochromic cotton yarn and preparation method thereof, fabric and mixed dye

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2009177125A (en) * 2007-12-28 2009-08-06 Idemitsu Kosan Co Ltd Material for photoelectric conversion element, photoelectric conversion element, organic solar cell and device
CN101987822A (en) * 2009-08-07 2011-03-23 北京维信诺科技有限公司 Organic electroluminescent material and application thereof
CN103183638A (en) * 2011-12-31 2013-07-03 昆山维信诺显示技术有限公司 Compounds, preparation methods thereof and organic electroluminescent device comprising same

Family Cites Families (21)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN100556899C (en) * 2005-06-06 2009-11-04 清华大学 A kind of electroluminescent organic material and application thereof
CN100494209C (en) * 2005-06-06 2009-06-03 清华大学 Organic electroluminescence material and its use
CN100425599C (en) * 2005-12-31 2008-10-15 清华大学 Organic electroluminescent material and its application
CN100482886C (en) * 2007-04-29 2009-04-29 浙江理工大学 Process of preparing photochromic printing coated fabric
GB0814161D0 (en) * 2008-08-01 2008-09-10 Cambridge Display Tech Ltd Blue-light emitting material
EP2713415B1 (en) * 2008-12-26 2018-12-19 Idemitsu Kosan Co., Ltd Material for organic electroluminescent element, and organic electroluminescent element
CN103088664A (en) * 2011-11-03 2013-05-08 天津孚信科技有限公司 Photochromic screen printing paste and its application in screen printing
FR2990944A1 (en) * 2012-05-23 2013-11-29 Oreal METHOD FOR COLORING KERATIN FIBERS COMPRISING A COLORANT / PIGMENT, A PHOTOACTIVE COMPOUND, AND A LIGHT SOURCE
CN103509454B (en) * 2013-09-12 2016-02-24 苏州金海薄膜科技发展有限公司 A kind of coating fluid, film and preparation method thereof with coating fluid
CN104513662A (en) * 2013-09-30 2015-04-15 北京鼎材科技有限公司 Organic light-emitting material and application thereof
CN104513246A (en) * 2013-09-30 2015-04-15 北京鼎材科技有限公司 Anthra bicarbazole derivative and applications thereof
CN104649955B (en) * 2013-11-21 2018-06-26 固安鼎材科技有限公司 A kind of naphthocarbazole derivative and its application in organic electroluminescence device
CN103790025A (en) * 2014-01-20 2014-05-14 南通全技纺织涂层有限公司 Photochromic coated fabric
CN105019259B (en) * 2014-04-30 2017-06-16 上海水星家用纺织品股份有限公司 A kind of intelligent color-changing fabric and preparation method thereof and the application in home textile product
CN104120394B (en) * 2014-06-30 2016-08-24 厦门理工学院 A kind of Ag/TiO2nano combined off-color material preparation method
CN104649961B (en) * 2015-02-04 2017-09-19 固安鼎材科技有限公司 Luminescent layer material of main part and organic electroluminescence device
DE102015014526A1 (en) * 2015-11-11 2017-05-11 Giesecke & Devrient Gmbh A security pigment, a luminescent polymer resin and a process for producing the same
CN108624239A (en) * 2017-03-24 2018-10-09 张家港康得新光电材料有限公司 Luminescence generated by light Adhesive composition and luminescence generated by light adhesive
JP6339749B1 (en) * 2017-04-07 2018-06-06 株式会社半導体エネルギー研究所 ORGANIC COMPOUND, LIGHT EMITTING ELEMENT, LIGHT EMITTING DEVICE, ELECTRONIC DEVICE, LIGHTING DEVICE, AND ELECTRONIC DEVICE
CN107299526B (en) * 2017-05-27 2019-07-23 东华大学 A kind of preparation method of photochromic fabric
CN107956160A (en) * 2017-11-14 2018-04-24 江苏新瑞贝科技股份有限公司 A kind of luminous print paste and preparation method thereof

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2009177125A (en) * 2007-12-28 2009-08-06 Idemitsu Kosan Co Ltd Material for photoelectric conversion element, photoelectric conversion element, organic solar cell and device
CN101987822A (en) * 2009-08-07 2011-03-23 北京维信诺科技有限公司 Organic electroluminescent material and application thereof
CN103183638A (en) * 2011-12-31 2013-07-03 昆山维信诺显示技术有限公司 Compounds, preparation methods thereof and organic electroluminescent device comprising same

Also Published As

Publication number Publication date
CN110820364A (en) 2020-02-21
CN108948786A (en) 2018-12-07
CN110846020A (en) 2020-02-28
CN110846909A (en) 2020-02-28

Similar Documents

Publication Publication Date Title
CN100482886C (en) Process of preparing photochromic printing coated fabric
Maulik et al. Batik on handloom cotton fabric with natural dye
CN102851770A (en) Color-changing fabric and weaving method thereof
US10766287B2 (en) Sublimation over print
CN110846021A (en) Photochromic dye capable of emitting green light
CN103965653A (en) Post-mercerized composite activated dye as well as dyeing method and use thereof
CN105220538B (en) The flower dyeing technique of Fypro
CN106835481A (en) The preparation method of noctilucence flannel fabric lining
CN110373803A (en) A kind of production technology of anti-skidding underwear while comfortably than plane material
Gausa et al. Tie-dye (Adire) among the Jukun people
CN111712547B (en) Basic dye composition, dyeing method using same, and dyed product
CN101935930B (en) Burnt-out printing/tie dyeing method of cotton-polyester blended fabric
AU2001261731A1 (en) Process for coloring a textile substrate
CN107644581A (en) Anti-fake fabric
KR100901133B1 (en) A method of preparing a photochromic textile by textile printing using a photochromic ink resin
CN206396532U (en) A kind of sensitization discoloration meets water and now spends UV resistance multifunctional fabric
CN103061166B (en) Preparation method of high-sun-resistance high-perspiration-fastness polyamide case material
TW202009345A (en) Method for developing color pattern on fabric using acid dyes, cationic dyes and disperse dyes to weave and dye a knitted fabric
CN109397784A (en) A kind of luminous fabric and preparation method thereof and dress ornament
CN1891877A (en) Fabric for use in clothes
KR101131952B1 (en) nightglow towel and manufacturing method thereof
CN110438818A (en) A kind of preparation method of photosensitive color-changing clothes
JPH0734305A (en) Artificial ornamental foliage plant shining with fluorescent color
Das Application of vegetable dyes in carpet industry
Parmal The impact of synthetic dyes on the luxury textiles of Meiji Japan

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
RJ01 Rejection of invention patent application after publication

Application publication date: 20200228

RJ01 Rejection of invention patent application after publication