CN109301021B - 固态红-转-黄上转换共聚物体系的应用 - Google Patents
固态红-转-黄上转换共聚物体系的应用 Download PDFInfo
- Publication number
- CN109301021B CN109301021B CN201811045848.0A CN201811045848A CN109301021B CN 109301021 B CN109301021 B CN 109301021B CN 201811045848 A CN201811045848 A CN 201811045848A CN 109301021 B CN109301021 B CN 109301021B
- Authority
- CN
- China
- Prior art keywords
- conversion
- solid
- sensitizer
- yellow
- solution
- 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.)
- Expired - Fee Related
Links
- 238000006243 chemical reaction Methods 0.000 title claims abstract description 112
- 239000007787 solid Substances 0.000 title claims abstract description 76
- 229920001577 copolymer Polymers 0.000 title claims abstract description 40
- 239000000891 luminescent agent Substances 0.000 claims abstract description 51
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 13
- 229910052710 silicon Inorganic materials 0.000 claims abstract description 13
- 239000010703 silicon Substances 0.000 claims abstract description 13
- 238000010672 photosynthesis Methods 0.000 claims abstract description 5
- 230000029553 photosynthesis Effects 0.000 claims abstract description 5
- 239000000178 monomer Substances 0.000 claims description 21
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 17
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 11
- 238000002360 preparation method Methods 0.000 claims description 11
- -1 azo compound Chemical class 0.000 claims description 10
- 239000000126 substance Substances 0.000 claims description 9
- 238000011065 in-situ storage Methods 0.000 claims description 8
- 238000006116 polymerization reaction Methods 0.000 claims description 6
- 239000002904 solvent Substances 0.000 claims description 6
- XDLMVUHYZWKMMD-UHFFFAOYSA-N 3-trimethoxysilylpropyl 2-methylprop-2-enoate Chemical group CO[Si](OC)(OC)CCCOC(=O)C(C)=C XDLMVUHYZWKMMD-UHFFFAOYSA-N 0.000 claims description 4
- 238000002156 mixing Methods 0.000 claims description 4
- 239000012299 nitrogen atmosphere Substances 0.000 claims description 4
- IISHLYLZTYTIJJ-UHFFFAOYSA-N 1-hydroxyethyl 2-methylprop-2-enoate Chemical group CC(O)OC(=O)C(C)=C IISHLYLZTYTIJJ-UHFFFAOYSA-N 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- 239000012046 mixed solvent Substances 0.000 claims description 3
- 229920005862 polyol Polymers 0.000 claims description 2
- 150000003077 polyols Chemical group 0.000 claims description 2
- 239000000243 solution Substances 0.000 description 61
- 230000005284 excitation Effects 0.000 description 32
- PYWVYCXTNDRMGF-UHFFFAOYSA-N rhodamine B Chemical compound [Cl-].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=CC=C1C(O)=O PYWVYCXTNDRMGF-UHFFFAOYSA-N 0.000 description 29
- 229940043267 rhodamine b Drugs 0.000 description 25
- 229920000642 polymer Polymers 0.000 description 23
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 15
- 239000011347 resin Substances 0.000 description 12
- 229920005989 resin Polymers 0.000 description 12
- VYXSBFYARXAAKO-UHFFFAOYSA-N ethyl 2-[3-(ethylamino)-6-ethylimino-2,7-dimethylxanthen-9-yl]benzoate;hydron;chloride Chemical compound [Cl-].C1=2C=C(C)C(NCC)=CC=2OC2=CC(=[NH+]CC)C(C)=CC2=C1C1=CC=CC=C1C(=O)OCC VYXSBFYARXAAKO-UHFFFAOYSA-N 0.000 description 10
- 239000000463 material Substances 0.000 description 10
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 9
- 239000001301 oxygen Substances 0.000 description 9
- 229910052760 oxygen Inorganic materials 0.000 description 9
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 8
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 7
- 239000003999 initiator Substances 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 238000001831 conversion spectrum Methods 0.000 description 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- 238000000862 absorption spectrum Methods 0.000 description 3
- 230000008859 change Effects 0.000 description 3
- 238000007334 copolymerization reaction Methods 0.000 description 3
- 230000007423 decrease Effects 0.000 description 3
- 230000005281 excited state Effects 0.000 description 3
- 238000002189 fluorescence spectrum Methods 0.000 description 3
- 230000008569 process Effects 0.000 description 3
- 238000001228 spectrum Methods 0.000 description 3
- QOSSAOTZNIDXMA-UHFFFAOYSA-N Dicylcohexylcarbodiimide Chemical compound C1CCCCC1N=C=NC1CCCCC1 QOSSAOTZNIDXMA-UHFFFAOYSA-N 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 230000005283 ground state Effects 0.000 description 2
- 230000006872 improvement Effects 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 230000007246 mechanism Effects 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 239000010413 mother solution Substances 0.000 description 2
- 150000005846 sugar alcohols Polymers 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 238000012546 transfer Methods 0.000 description 2
- 230000007704 transition Effects 0.000 description 2
- NQTADLQHYWFPDB-UHFFFAOYSA-N N-Hydroxysuccinimide Chemical compound ON1C(=O)CCC1=O NQTADLQHYWFPDB-UHFFFAOYSA-N 0.000 description 1
- 238000002835 absorbance Methods 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000012822 chemical development Methods 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 238000004440 column chromatography Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000003344 environmental pollutant Substances 0.000 description 1
- PONRUGYFUHKPRU-UHFFFAOYSA-N ethenol;methyl 2-methylprop-2-enoate Chemical compound OC=C.COC(=O)C(C)=C PONRUGYFUHKPRU-UHFFFAOYSA-N 0.000 description 1
- 239000002360 explosive Substances 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 239000006193 liquid solution Substances 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 238000004020 luminiscence type Methods 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- MCTALTNNXRUUBZ-UHFFFAOYSA-N molport-000-691-724 Chemical compound [Pd+2].C12=CC=CC=C2C(N=C2[N-]C(C3=CC=CC=C32)=N2)=NC1=NC([C]1C=CC=CC1=1)=NC=1N=C1[C]3C=CC=CC3=C2[N-]1 MCTALTNNXRUUBZ-UHFFFAOYSA-N 0.000 description 1
- 239000012452 mother liquor Substances 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 231100000956 nontoxicity Toxicity 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- 238000007146 photocatalysis Methods 0.000 description 1
- 230000001699 photocatalysis Effects 0.000 description 1
- 238000001782 photodegradation Methods 0.000 description 1
- 231100000719 pollutant Toxicity 0.000 description 1
- 239000002861 polymer material Substances 0.000 description 1
- 238000006862 quantum yield reaction Methods 0.000 description 1
- 238000010791 quenching Methods 0.000 description 1
- 230000000171 quenching effect Effects 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000013558 reference substance Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- YYMBJDOZVAITBP-UHFFFAOYSA-N rubrene Chemical compound C1=CC=CC=C1C(C1=C(C=2C=CC=CC=2)C2=CC=CC=C2C(C=2C=CC=CC=2)=C11)=C(C=CC=C2)C2=C1C1=CC=CC=C1 YYMBJDOZVAITBP-UHFFFAOYSA-N 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 239000004065 semiconductor Substances 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
Images
Classifications
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01L—SEMICONDUCTOR DEVICES NOT COVERED BY CLASS H10
- H01L31/00—Semiconductor devices sensitive to infrared radiation, light, electromagnetic radiation of shorter wavelength or corpuscular radiation and specially adapted either for the conversion of the energy of such radiation into electrical energy or for the control of electrical energy by such radiation; Processes or apparatus specially adapted for the manufacture or treatment thereof or of parts thereof; Details thereof
- H01L31/04—Semiconductor devices sensitive to infrared radiation, light, electromagnetic radiation of shorter wavelength or corpuscular radiation and specially adapted either for the conversion of the energy of such radiation into electrical energy or for the control of electrical energy by such radiation; Processes or apparatus specially adapted for the manufacture or treatment thereof or of parts thereof; Details thereof adapted as photovoltaic [PV] conversion devices
- H01L31/054—Optical elements directly associated or integrated with the PV cell, e.g. light-reflecting means or light-concentrating means
- H01L31/055—Optical elements directly associated or integrated with the PV cell, e.g. light-reflecting means or light-concentrating means where light is absorbed and re-emitted at a different wavelength by the optical element directly associated or integrated with the PV cell, e.g. by using luminescent material, fluorescent concentrators or up-conversion arrangements
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/44—Polymerisation in the presence of compounding ingredients, e.g. plasticisers, dyestuffs, fillers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/46—Polymerisation initiated by wave energy or particle radiation
- C08F2/48—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light
- C08F2/50—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light with sensitising agents
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/26—Esters containing oxygen in addition to the carboxy oxygen
- C08F220/28—Esters containing oxygen in addition to the carboxy oxygen containing no aromatic rings in the alcohol moiety
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F230/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal
- C08F230/04—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing a metal
- C08F230/08—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing a metal containing silicon
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/17—Amines; Quaternary ammonium compounds
- C08K5/19—Quaternary ammonium compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/29—Compounds containing one or more carbon-to-nitrogen double bonds
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
- C09K11/02—Use of particular materials as binders, particle coatings or suspension media therefor
- C09K11/025—Use of particular materials as binders, particle coatings or suspension media therefor non-luminescent particle coatings or suspension media
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
- C09K11/06—Luminescent, e.g. electroluminescent, chemiluminescent materials containing organic luminescent materials
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/26—Esters containing oxygen in addition to the carboxy oxygen
- C08F220/28—Esters containing oxygen in addition to the carboxy oxygen containing no aromatic rings in the alcohol moiety
- C08F220/281—Esters containing oxygen in addition to the carboxy oxygen containing no aromatic rings in the alcohol moiety and containing only one oxygen, e.g. furfuryl (meth)acrylate or 2-methoxyethyl (meth)acrylate
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/10—Non-macromolecular compounds
- C09K2211/1018—Heterocyclic compounds
- C09K2211/1025—Heterocyclic compounds characterised by ligands
- C09K2211/1029—Heterocyclic compounds characterised by ligands containing one nitrogen atom as the heteroatom
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/10—Non-macromolecular compounds
- C09K2211/1018—Heterocyclic compounds
- C09K2211/1025—Heterocyclic compounds characterised by ligands
- C09K2211/1088—Heterocyclic compounds characterised by ligands containing oxygen as the only heteroatom
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E10/00—Energy generation through renewable energy sources
- Y02E10/50—Photovoltaic [PV] energy
- Y02E10/52—PV systems with concentrators
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Physics & Mathematics (AREA)
- Condensed Matter Physics & Semiconductors (AREA)
- Electromagnetism (AREA)
- General Physics & Mathematics (AREA)
- Computer Hardware Design (AREA)
- Microelectronics & Electronic Packaging (AREA)
- Power Engineering (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
Abstract
本发明公开了固态红‑转‑黄上转换共聚物体系的应用,其应用于光伏太阳能电池或者光合成领域中,其特征在于,所述固态红‑转‑黄上转换共聚物体系为共聚物包覆敏化剂和发光剂体系;所述共聚物含有羟基以及硅。解决了目前固态上转换效率低于相应溶液态的上转换效率;具有极大实用价值。
Description
本发明为发明名称为固态红-转-黄上转换共聚物体系及其制备方法与应用、申请日为2017年2月6日、申请号为2017100659794发明申请的分案申请,属于应用方法部分。
技术领域
本发明属于三线态湮灭上转换领域,具体涉及一种固态红-转-黄上转换共聚物体系的应用。
背景技术
基于三线态-三线态湮灭上转换(TTA-UC)材料通常由敏化剂与发光剂溶解于有机溶剂构成双组分体系,其机理为:(1)低能量激发光的照射,敏化剂吸收了激发光的能量由其基态(S0) 跃迁至单线态的激发态(1S*),之后通过系间窜越过程(ISC)跃迁至三线态的激发态(3S*);(2)敏化剂经过三线态-三线态能量转移(TTT)机制,将其三线态激发态的能量(3S*)转移给发光剂(3A*);(3)当三线激发态的受体分子浓度达到一定程度时,两个处于三线态(3A*)的发光剂分子相互碰撞发生三线态-三线态湮灭(triplet-tripletannihilation,TTA),在一定的几率上得到一个处于单线态的发光剂分子(1A*)以及一个基态的发光剂分子(A0);此时,单线态的发光剂分子由于辐射衰减而发出短波长的上转换光。
目前,溶液态的TTA-UC材料在激发光辐照下,可获得较高的上转换量子效率,如绿光-转-蓝光的上转换效率最高可达(36 %)、红光-转-黄光的上转换效率最高可达6-7%;显示出在光伏、光催化和光降解等方面潜在的应用价值。然而,由于空气中的氧气能猝灭敏化剂和发光剂的三重态,要获得TTA-上转换则必须在无氧状态中进行,这使得上转换在实际应用中受到严重的限制。由此促进了固态上转换材料制备技术的研究成为热点课题。2008年Tanya N. Singh-Rachford和Felix N. Castellano报道了将敏化剂PdPc(OBu)8与受体rubrene负载在薄片上,制备的红光-转-黄光固态上转换材料,虽可有效屏蔽空气中的氧气对三线态的猝灭,然而获得的固态聚合物上转换效率很低。(参见:(1) G. Chen,J. Seo,C.Yang, P. N. Prasad,Chem. Soc. Rev.,2013,42:8304-8338;(2) Bao Wang, Bin Sun,Xiaomei Wang et al,J. Phys. Chem. C,2014, 118, 1417-1425; (3)Tanya N. Singh-Rachford, Felix N. Castellano, Coordination Chemistry Reviews., 2010, 254,2560-2573;(4) Yuen Yap Cheng, Burkhard Fuckel, Tony Khoury, Raphael G. C. R.Clady, Murad J. Y. Tayebjee, N. J. Ekins-Daukes, Maxwell J. Crossley, andTimothy W. Schmidt,J. Phys. Chem. L,2010, 1, 1795-1799;(5)Tanya N. Singh-Rachford, Felix N. Castellano, J. Phys. Chem. C, 2008, 112, 3550-3556)。
可见,现有制备的固态上转换材料虽可解决溶液态隔绝氧气问题,但固态材料的上转换效率与溶液态的相比,大大地降低,这使得固态上转换材料的应用中受到限制。
发明内容
本发明公开了一种固态红-转-黄上转换共聚物体系,解决了溶液态需要除氧的问题,同时解决了目前固态聚合物上转换效率低的瓶颈问题;暴露在空气中其上转换效率(12.75%)可保持在4天以上效率近乎不衰减,在太阳能利用领域具有应用价值。
本发明采用如下技术方案,一种固态红-转-黄上转换共聚物体系,为共聚物包覆敏化剂和发光剂体系;所述共聚物含有羟基以及硅。
上述技术方案中,所述共聚物的化学结构式为:
其中,n为2500~3000;
所述敏化剂(PdPc2)的化学结构式为:
所述发光剂的化学结构式为以下化学结构式中(RhB,RhBS,Rh6G)的一种:
本发明还公开了上述固态红-转-黄上转换共聚物体系的制备方法,包括以下步骤,氮气气氛下,将含硅丙烯酸酯单体和含羟基丙烯酸酯单体、偶氮化合物与敏化剂/发光剂双组分溶液混合,然后抽真空,然后进行原位聚合反应,得到固态红-转-黄上转换共聚物体系。具体为氮气气氛下,将含硅丙烯酸酯单体和含羟基丙烯酸酯单体、偶氮化合物与敏化剂/发光剂双组分溶液混合,然后抽真空,然后于60℃~90℃下进行原位聚合反应4 h~8 h,优选78℃反应5 h,得到固态红-转-黄上转换共聚物体系。
上述技术方案中,含硅丙烯酸酯单体和含羟基丙烯酸酯单体的质量比为(1~10)∶1;敏化剂与发光剂的摩尔比为1∶(300~3000)。
上述技术方案中,所述含硅丙烯酸酯单体为3-(甲基丙烯酰氧)丙基三甲氧基硅烷;所述含羟基丙烯酸酯单体为α-甲基丙烯酸羟乙酯;
所述敏化剂(PdPc2)的化学结构式为:
所述发光剂的化学结构式为以下化学结构式中(RhB,RhBS,Rh6G)的一种:
上述技术方案中,敏化剂/发光剂双组分溶液中,溶剂为多元醇混合溶剂,优选为体积比为1∶(1~10)的正丙醇/乙二醇混合溶剂。
本发明以α-甲基丙烯酸羟乙酯(HEMA)和3-(甲基丙烯酰氧)丙基三甲氧基硅烷(TMSPMA)为单体,在偶氮异丁腈引发下,通过原位聚合均匀包覆一定配比的敏化剂(三明治型钯酞菁)与发光剂(罗丹明系列化合物),获得一种固态红-转-黄上转换硅共聚物。解决了现有溶液态上转换体系(三线态敏化剂和发光剂)容易被氧气淬灭的问题;更重要的是,本发明的固态上转换材料获得高效上转换效率,在半导体激光器辐照下(激发光波长为655nm,功率密度为1W/cm2),获得的上转换效率高达12.75%。而在相同的激发条件下,相应的上转换溶液的上转换效率显著降低(8.84%);同时,该固态上转换聚合物暴露下空气氛中上转换效率可保持4天,而在相同条件下,溶液态上转换体系只能保持2~3小时。因此本发明还公开上述固态红-转-黄上转换共聚物体系在制备弱光上转换材料中的应用。
本发明获得的固态上转换聚合物体系既解决了目前固态上转换效率低、又解决了目前溶液态需要隔氧的应用瓶颈问题,在光伏太阳能电池和光合成领域具有潜在应用价值。因此本发明还公开上述固态红-转-黄上转换共聚物体系在光伏太阳能电池或者光合成领域中的应用。
上述共聚物结构的合成路线如下:
所述的发光剂为罗丹明类衍生物,其结构如下:
其中,发光剂罗丹明衍生物RhBS合成可举例如下:
将0.479g (1mmol)的罗丹明B (RhB)和0.206g (1mmol)的二环己基碳二亚胺(DCC)溶解于20mL的二氯甲烷中。然后加入0.115g (1mmol)的N-羟基丁二酰亚胺,室温下搅拌反应24h。过滤后,柱色谱法分离,得到纯净的紫色产物。X-5显微熔点仪测得罗丹明B衍生物的熔点142.5℃。
本发明固态三线态湮灭上转换双组份体系中,通过敏化剂与发光剂分子之间三线态转移,将长波长的光转换为短波长的光,这一过程称为频率上转换(又称三线态湮灭上转换),这一过程只需通655nm激发便可实现由低频率红光转化为高频率黄光。
由于上述技术方案运用,本发明与现有技术相比具有下列优点:
1.本发明公开的共聚物来自含硅和含羟基的两种丙烯酸酯单体,前者单体的作用赋予聚合物材料优良的光通透性和热稳定性、后者单体由于羟基作用有利于三线态敏化剂和发光剂发生高效上转换效率,因而包覆敏化剂和发光剂后获得高效率的红-转-黄弱光上转换聚合物,在太阳能利用领域具有应用价值。
2. 本发明公开的上转换共聚物体系由于采用原位聚合将上转换双组份体系包覆在聚合物中,具有优良的隔绝空气中氧气的作用,有效解决了溶液态上转换体系需要隔绝氧气的问题,在空气中可实现上转换发光,且可稳定4天以上,将大大地方便其实际应用。
3.本发明公开的固态弱光上转换共聚物体系在激发光强在1W/cm2下,上转换效率可达12.75%,超过了液态上转换效率(8.84%),解决了目前固态上转换效率低于相应溶液态的上转换效率;具有极大实用价值。
4.本发明公开的固态弱光上转换共聚物体系原料廉价易得,无毒和高透明,无污染物排放,解决了现有技术由于液态上转换体系使用非常不便,而且溶剂往往有毒易挥发易燃易爆,危害人身健康和安全的问题;符合当代绿色化学发展的要求和方向,更重要的是,本发明上转换树脂的制备工艺简单,适于工业生产。
5. 本发明使用含硅和含羟基的两种丙烯酸酯单体,通过原位共聚包覆三线态敏化剂和发光剂的多元醇溶液,获得一类高效率的红-转-黄弱光上转换聚合物,解决了溶液态需要除氧的问题,同时解决了目前固态聚合物上转换效率低的瓶颈问题;暴露在空气中其上转换效率(12.75%)可保持在4天以上效率近乎不衰减,在太阳能利用领域具有应用价值。
附图说明
图1 实施例一中固态上转换共聚物不同容器中的红转黄实物图;
图2 实施例一中敏化剂PdPc2在聚合物中和溶液中的吸收和荧光谱图;
图3 实施例一中发光剂RhB在聚合物中和溶液中的吸收和荧光谱图;
图4 实施例一中PdPc2与RhB在溶液中的上转换光谱随激发光功率密度变化图;
图5 实施例一中PdPc2与RhB在溶液中的上转换强度与激发功率的对数图;
图6 实施例一中PdPc2与RhB在固态聚合物中的上转换光谱随激发光功率密度变化图;
图7 实施例一中PdPc2与RhB在固态聚合物中的上转换强度与激发功率的对数图;
图8 实施例一中PdPc2与RhBS在溶液中的上转换光谱随激发光功率密度变化图;
图9 实施例一中PdPc2与RhBS在溶液中的上转换强度与激发功率的对数图;
图10 实施例一中PdPc2与RhBS在固态聚合物中的上转换光谱随激发光功率密度变化图;
图11 实施例一中PdPc2与RhBS在固态聚合物中的上转换强度与激发功率的对数图;
图12 实施例一中固态上转换树脂(PdPc2与RhB)在空气中的稳定曲线(即上转换效率与时间关系)图;
图13 实施例一中固态上转换树脂的太阳能电池示意图;
图14 实施例一中固态上转换树脂上转换太阳能电池I-V曲线图。
具体实施方式
下面结合附图以及实施例对本发明作进一步描述:
实施例一
(1)双组分上转换溶液(PdPc2/发光剂)配置:将敏化剂(PdPc2)母液(浓度为4×10-5 mol/L)和发光剂母液(浓度为1×10-2 mol/L)按照一定摩尔量配比混合后并脱气,得到敏化剂/发光剂双组分溶液,上述所有溶液所涉及的溶剂均为光谱纯正丙醇/乙二醇(v/v,1/2)。
发光剂种类可选用下列罗丹明类衍生物中的任一种:
(2)固态上转换共聚物体系制备:在氮气气氛中,将2-羟基乙烯甲基苯烯酸甲酯(HEMA)和3-(甲基丙烯酰氧)丙基三甲氧基硅烷(TMSPMA)按1∶1(质量比)混合,加入0.5%(质量比)的偶氮二异丁腈作为引发剂,再加入双组分溶液(敏化剂和发光剂摩尔配比为1:3000),充分搅拌后抽真空(30 min),然后在78℃保温5 h;取出自然冷却形成固态上转换共聚物体系。
根据步骤(2),将双组分溶液分别更换为敏化剂(PdPc2)母液、发光剂母液,可以获得单组份固体共聚物。
固态上转换共聚物体系,在红色激光(655 nm,功率密度1 W/cm2)的激发下,测试其上转换光谱。附图1是用激光器激发下(1 W/cm2)获得红转黄上转换的实物图,左、右图分别在不同容器中,双组分为PdPc2/RhB。
附图2、附图3分别为单组分的敏化剂与发光剂在溶液态和固态中的吸收和荧光图谱。可见,与溶液态相比,固态基质有利于敏化剂的吸收能力与发光强度的提高、也有利于发光剂的吸收能力与发光强度的提高。
附图4为PdPc2/RhB双组分(溶液态)体系在不同功率密度的红色激光(655nm)器辐照下,测得的上转换光谱图,附图5是根据附图4得到的上转换强度与激发功率的对数关系图。
可见,当激发光源功率密度由0.1mW/cm2增加到1 mW/cm2时,上转换强度最大可增至5X10-3,其上转换峰位在604nm处。根据公式(1)计算出中PdPc2/RhB(溶液态)上转换效率为6.8%。
其中,Ar和As分别是参比物和敏化剂在655nm处的吸光度,Fs和Fr分别是发光剂和参比物在655nm 的激发下的上转换荧光强度的积分面积,和为发光剂体系和参比物体系折射率,为参比物在655nm 的激发下的荧光量子产率。
在上述相同的激发条件下(655nm),得到相应固态PdPc2/RhB聚合物的上转换光谱见附图6所示。附图6与附图7为红色激光在不同功率密度的激发光辐照下,固态上转换共聚物体系的强度变化曲线。可见,当激发光源功率密度由0.1mW/cm2增加到1 mW/cm2时,上转换强度提高至0.01,相应的固态上转换强度与激发功率的对数关系图见附图7所示。根据公式(1)计算出固态PdPc2/RhB双组分的上转换效率为10.2%。
由附图4~附图7可见,在相同的测试条件下(敏化剂/发光剂浓度),固态PdPc2/RhB聚合物的上转换效率为10.2%,高于溶液态PdPc2/RhBS的上转换效率(6.8%)。
由此可以看出,固态的上转换效率高于溶液态时的上转换效率。
附图8为PdPc2/RhBS(溶液态)体系在不同功率密度的红色激光(655nm)器辐照下,测得的上转换光谱图,附图9是相应的上转换强度与激发功率的对数关系图。可见,当激发光源功率密度由0.1mW/cm2增加到1 mW/cm2时,上转换强度最大可增至0.006,其上转换峰位在616nm处。根据公式(1)计算出中PdPc2/RhBS(溶液态)上转换效率为8.7%。
附图10为在红色激光(655nm)不同功率密度的激发光辐照下,固态PdPc2/RhBS聚合物上转换强度变化曲线,附图11是相应的上转换强度与激发功率的对数图。可见,当激发光源功率密度由0.1mW/cm2增加到1 mW/cm2时,上转换强度最大可增至0.015,根据公式(1)计算出中PdPc2/RhBS(溶液态)上转换效率为8.7%。
由附图8~附图11可见,在相同测试条件下,固态PdPc2/RhBS聚合物的上转换效率为12.8%,高于溶液态PdPc2/RhBS的上转换效率(8.7%)。
附图12为敏化剂/发光剂(PdPc2/RhB)相同浓度下,聚合物与溶液在空气中,其上转换效率随时间的变化曲线。可见固态树脂在空气中放置4天后,上转换效率仍可以达到原来的90%,在上述相同的激发条件下,得到相应溶液态的上转换效率稳定性则为2~3小时。显然固态上转换树脂的稳定性远远优于溶液态,具有实际使用价值。
固态上转换树脂在太阳能电池方面的应用:
按照图13所示装置,固体激光器(激发波长:655 nm,功率密度1 W·cm-2)辐照上转换共聚物,透过滤光片,上转换黄光直接照射在太阳能电池上,通过keithley 2400SourceMeter,测得如图14所示的I-V曲线。使用655 短通滤光片以避免敏化剂的下转换(荧光)被电池吸收。
表1为上述上转换体系在不同介质中的上转换效率,可以明显看出固态聚合物的上转换效率高于溶液态上转换效率,高出40%至50%以上。
表1 上述上转换体系在不同介质中的上转换效率
实施例二
根据实施例一的制备方法,其中HEMA、TMSPMA按1∶2(质量比)混合,加入0.5%(质量比)的偶氮二异丁腈作为引发剂,再加入双组分溶液(敏化剂和发光剂摩尔配比为1∶3000),制备固态上转换共聚物体系,发光剂为RhB、RhBS、Rh6G时,上转换效率分别为9.6%、12.3%、2.9%。相应地,在其他条件均相同情况下,发光剂RhB、RhBS、Rh6G在溶液态时的上转换效率分别为:6.8%、8.7%和2.2%。对比实施例一与实施例二可以看出,两种聚合物单体的比例对固态上转换体系的上转换效率的影响较小;同时,在相同条件下,固态上转换体系的上转换效率大于溶液态时的上转换效率。固态树脂在空气中放置4天后,上转换效率仍可以达到原来的90%,在上述相同的激发条件下,得到相应溶液态的上转换效率稳定性则为2~3小时。
实施例三
根据实施例一的制备方法,其中敏化剂、发光剂溶液所涉及的溶剂均为光谱纯正丙醇/乙二醇(v/v,1/6);HEMA、TMSPMA按1∶4(质量比)混合,加入0.5%(质量比)的偶氮二异丁腈作为引发剂,再加入双组分溶液(敏化剂和发光剂摩尔配比为1∶3000),制备固态上转换共聚物体系,发光剂为RhB、RhBS、Rh6G时,上转换效率分别为9.4%、11.8%、2.6%。相应地,在其他条件均相同情况下,发光剂RhB、RhBS、Rh6G在溶液态时的上转换效率分别为:6.4%、8.3%和1.9%。对比实施例一与实施例三可以看出,随着溶剂正丙醇/乙二醇的比例变化,溶液态的上转换效率也随着减小;同时,在相同条件下,固态上转换体系的上转换效率大于溶液态时的上转换效率。固态树脂在空气中放置4天后,上转换效率仍可以达到原来的90%,在上述相同的激发条件下,得到相应溶液态的上转换效率稳定性则为2~3小时。
实施例四
根据实施例一的制备方法,其中HEMA、TMSPMA按1∶4(质量比)混合,加入0.5%(质量比)的偶氮二异丁腈作为引发剂,再加入双组分溶液(敏化剂和发光剂摩尔配比为1∶2000),制备固态上转换共聚物体系,发光剂为RhB、RhBS、Rh6G时,上转换效率分别为4.5%、7.2%、1.7%。相应地,在其他条件均相同情况下,发光剂RhB、RhBS、Rh6G在溶液态时的上转换效率分别为:3.8%、5.3%和1.3%。对比实施例一与实施例四可以看出,随着敏化剂/发光剂摩尔配比变小,无论是溶液态与固态的的上转换效率也随着减小,但是。固态上转换体系的上转换效率均大于溶液态时的上转换效率。固态树脂在空气中放置4天后,上转换效率仍可以达到原来的90%,在上述相同的激发条件下,得到相应溶液态的上转换效率稳定性则为2~3小时。
实施例五
根据实施例一的制备方法,其中敏化剂、发光剂溶液所涉及的溶剂均为光谱纯正丙醇/乙二醇(v/v,1/10);HEMA、TMSPMA按1∶6(质量比)混合,加入0.5%(质量比)的偶氮二异丁腈作为引发剂,再加入双组分溶液(敏化剂和发光剂摩尔配比为1∶2000),制备固态上转换共聚物体系,发光剂为RhB、RhBS、Rh6G时,上转换效率分别为4.3%、6.9%、1.5%。相应地,在其他条件均相同情况下,发光剂RhB、RhBS、Rh6G在溶液态时的上转换效率分别为:3.5%、5.1%和1.1%。对比实施例一与实施例五可以看出,随着敏化剂/发光剂摩尔配比变小,无论是溶液态与固态的的上转换效率也随着减小,但是固态上转换体系的上转换效率均大于溶液态时的上转换效率。固态树脂在空气中放置4天后,上转换效率仍可以达到原来的90%,在上述相同的激发条件下,得到相应溶液态的上转换效率稳定性则为2~3小时。
本发明首次以含硅和含羟基的两种丙烯酸酯单体,通过原位共聚包覆三线态敏化剂和发光剂多元醇溶液,获得一类高效率的红-转-黄弱光上转换聚合物,在功率655nm激发器(功率密度为1W/cm2)辐照下,测得上转换效率最高可达12.75%;且无须除氧在空气中可保持4天以上近乎不衰减,显示出在光伏太阳能电池和光合成方面潜在的应用价值。
Claims (3)
2.根据权利要求1所述的应用,其特征在于,含硅丙烯酸酯单体和含羟基丙烯酸酯单体的质量比为(1~10)∶1;敏化剂与发光剂的摩尔比为1∶(300~3000)。
3. 根据权利要求1所述的应用,其特征在于,所述原位聚合反应的条件为60℃~90℃下反应4 h~8 h。
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201811045848.0A CN109301021B (zh) | 2017-02-06 | 2017-02-06 | 固态红-转-黄上转换共聚物体系的应用 |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201811045848.0A CN109301021B (zh) | 2017-02-06 | 2017-02-06 | 固态红-转-黄上转换共聚物体系的应用 |
CN201710065979.4A CN106866874B (zh) | 2017-02-06 | 2017-02-06 | 固态红-转-黄上转换共聚物体系及其制备方法与应用 |
Related Parent Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN201710065979.4A Division CN106866874B (zh) | 2017-02-06 | 2017-02-06 | 固态红-转-黄上转换共聚物体系及其制备方法与应用 |
Publications (2)
Publication Number | Publication Date |
---|---|
CN109301021A CN109301021A (zh) | 2019-02-01 |
CN109301021B true CN109301021B (zh) | 2021-04-02 |
Family
ID=59166730
Family Applications (3)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN201811045352.3A Expired - Fee Related CN109293823B (zh) | 2017-02-06 | 2017-02-06 | 固态红-转-黄上转换共聚物体系的制备方法 |
CN201710065979.4A Active CN106866874B (zh) | 2017-02-06 | 2017-02-06 | 固态红-转-黄上转换共聚物体系及其制备方法与应用 |
CN201811045848.0A Expired - Fee Related CN109301021B (zh) | 2017-02-06 | 2017-02-06 | 固态红-转-黄上转换共聚物体系的应用 |
Family Applications Before (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN201811045352.3A Expired - Fee Related CN109293823B (zh) | 2017-02-06 | 2017-02-06 | 固态红-转-黄上转换共聚物体系的制备方法 |
CN201710065979.4A Active CN106866874B (zh) | 2017-02-06 | 2017-02-06 | 固态红-转-黄上转换共聚物体系及其制备方法与应用 |
Country Status (1)
Country | Link |
---|---|
CN (3) | CN109293823B (zh) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN110229165B (zh) * | 2019-05-31 | 2020-11-06 | 苏州科技大学 | 上转换荧光探针罗丹明衍生物及其应用 |
CN111139663B (zh) * | 2020-01-16 | 2022-07-19 | 苏州科技大学 | 罗丹明衍生物作为蚕丝织物染色剂的应用 |
CN115181566B (zh) * | 2022-07-22 | 2023-07-04 | 苏州科技大学 | 一种以1,4-二(2’-氰基苯乙烯)苯为湮灭剂的固体上转换体系及其制备方法与应用 |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20140264257A1 (en) * | 2013-03-12 | 2014-09-18 | Steven M. Hughes | Group i-iii-vi material nano-crystalline core and group i-iii-vi material nano-crystalline shell pairing |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP2298849B1 (en) * | 2009-05-29 | 2012-08-29 | Sony Corporation | Polymeric nanoparticles comprising a medium for photon up-conversion |
WO2013162646A1 (en) * | 2012-04-22 | 2013-10-31 | Qd Vision, Inc. | Coated semiconductor nanocrystals and products including same |
CN104861106B (zh) * | 2015-04-27 | 2016-08-17 | 中国科学院理化技术研究所 | 一种基于三重态-三重态湮灭的上转换发光聚合物材料 |
CN105567220B (zh) * | 2016-01-22 | 2018-03-27 | 苏州科技学院 | 一种高效红转黄弱光上转换体系及其制备方法与应用 |
CN109880612B (zh) * | 2016-02-05 | 2022-05-17 | 苏州科技大学 | 以聚二甲基硅氧烷为基质的上转换树脂的制备方法 |
-
2017
- 2017-02-06 CN CN201811045352.3A patent/CN109293823B/zh not_active Expired - Fee Related
- 2017-02-06 CN CN201710065979.4A patent/CN106866874B/zh active Active
- 2017-02-06 CN CN201811045848.0A patent/CN109301021B/zh not_active Expired - Fee Related
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20140264257A1 (en) * | 2013-03-12 | 2014-09-18 | Steven M. Hughes | Group i-iii-vi material nano-crystalline core and group i-iii-vi material nano-crystalline shell pairing |
Also Published As
Publication number | Publication date |
---|---|
CN109293823A (zh) | 2019-02-01 |
CN109293823B (zh) | 2020-08-18 |
CN106866874B (zh) | 2019-01-01 |
CN109301021A (zh) | 2019-02-01 |
CN106866874A (zh) | 2017-06-20 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
Huang et al. | Ligand enhanced upconversion of near-infrared photons with nanocrystal light absorbers | |
CN109301021B (zh) | 固态红-转-黄上转换共聚物体系的应用 | |
JPWO2016204301A1 (ja) | 複合材料、フォトンアップコンバージョン材料およびフォトンアップコンバーター | |
CN113512056B (zh) | 一种单一分子量共轭芴-偶氮苯精确序列齐聚物及其合成方法与应用 | |
CN113105349B (zh) | 具有聚集诱导的发光化合物及超分子聚合荧光纳米材料和制备方法 | |
CN110461820B (zh) | 有机发光团 | |
CN109535066B (zh) | 基于无氧条件下利用光敏剂三线态激发态的分子组及其制备方法 | |
CN113072708B (zh) | 通过氢键-有机框架包覆提高螺吡喃光致变色性的方法 | |
JP2016074898A (ja) | フォトンアップコンバージョン組成物 | |
CN108947766B (zh) | 一种含氟四苯基乙烯化合物及其制备方法和用途 | |
Yang et al. | Solid-state reversible optical switch based on two dendritic molecules with dual sensitivity of mechanochromism and photochromism | |
CN109880612B (zh) | 以聚二甲基硅氧烷为基质的上转换树脂的制备方法 | |
CN113278155B (zh) | 一种近红外有机超分子组装体及其制备方法和应用 | |
CN105601560B (zh) | 弱光频率上转换三线态敏化剂及其应用 | |
Xue et al. | Synthesis, one/two-photon optical and electrochemical properties and the photopolymerization-sensitizing effect of anthracene-based dyes: influence of the donor groups | |
Fan et al. | Singlet fission in colloid nanoparticles of amphipathic 9, 10-bis (phenylethynyl) anthracene derivatives | |
CN104152137A (zh) | 芴-苝酰亚胺分子内能量转移荧光分化合物及其制备方法 | |
CN111607102A (zh) | 共价有机框架材料及其制备方法和应用 | |
CN111732950B (zh) | 氮杂蒽衍生物tta-uc弱光上转换体系及其制备方法与应用 | |
CN105969336B (zh) | 基于树枝形聚合物结构的三重态‑三重态湮灭上转换发光材料 | |
Kolcu et al. | Synthesis, optical and electrochemical abilities of highly soluble poly (epoxy-ether) s bearing perylene bisimide units and their enhanced thermal properties by curing process | |
CN111909186A (zh) | 一种红色荧光材料的制备方法 | |
EP2358765A1 (en) | Imidized polymers containing luminescent groups and method for obtaining them | |
Li et al. | Multistimuli-responsive small-molecule compound with aggregation-induced emission enhancement characteristics: preparation, properties and applications | |
CN114671882B (zh) | 一种三聚茚基桥联锌卟啉-香豆素星型三重态光敏剂及其制备方法和应用 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PB01 | Publication | ||
PB01 | Publication | ||
SE01 | Entry into force of request for substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
GR01 | Patent grant | ||
GR01 | Patent grant | ||
CF01 | Termination of patent right due to non-payment of annual fee | ||
CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20210402 |