Silicon-containing organic compound, application of silicon-containing organic compound, composition, adhesive film, preparation method and application of adhesive film, photovoltaic module and preparation method of photovoltaic module
By using organic compounds containing benzo five-membered heterocyclic structure and silicon-based in the encapsulation film of solar cell modules, the problem of low ultraviolet absorption and conversion efficiency in the prior art is solved, and efficient ultraviolet conversion and improved performance of solar cell modules are achieved.
Patent Information
- Application Number
- CN202311530509.2
- Authority / Receiving Office
- CN · China
- Patent Type
- Applications(China)
- Current Assignee / Owner
- Filing Date
- 2023-11-16
- Publication Date
- 2025-05-27
AI Technical Summary
The light-converting materials in existing packaging materials have poor absorption of ultraviolet rays, and the efficiency of converting ultraviolet rays into visible light is low, resulting in limited improvement in the conversion efficiency and weather resistance of solar cells.
An organic compound containing a benzo five-membered heterocyclic structure and a silicon group was developed and applied to an ultraviolet light conversion packaging film. By combining it with a matrix material, a photoinitiator, a light stabilizer, etc., a highly efficient ultraviolet light conversion composition is formed.
This organic compound can significantly improve the visible light transmittance of the ultraviolet conversion packaging film, absorb the ultraviolet rays well, and efficiently convert it into visible light, thereby improving the light conversion efficiency and weather resistance of solar photovoltaic modules.
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Figure CN120040491A_ABST
Abstract
Description
Technical Field
[0001] The present invention relates to the field of solar cells, and particularly to silicon-containing organic compounds and their applications, compositions, adhesive films and their preparation methods and applications, and photovoltaic modules and their preparation methods. Background Art
[0002] With the deterioration of the environment, the radiation of ultraviolet rays on humans is increasing day by day.
[0003] In the field of solar cells, some battery cells are severely aged after being irradiated by ultraviolet light. Especially for heterojunction modules, their ultra-high photoelectric conversion efficiency largely stems from the excellent surface passivation ability of intrinsic amorphous silicon to crystalline silicon. The drawback is that since the TCO film layer and the amorphous silicon film layer will absorb ultraviolet light, the current of its battery is lower than that of ordinary batteries, resulting in power attenuation of the module.
[0004] Therefore, heterojunction modules have high requirements for resisting ultraviolet light. Although the ultraviolet light cut-off layer and the ultraviolet light absorber can both block the radiation of ultraviolet light to the module, they also reduce the light conversion efficiency of the module. So in the photovoltaic field, it is not only necessary to prevent the radiation aging of solar cell modules by ultraviolet light, but also to have a film layer with high light transmittance in the visible light region, and at the same time improve the photoelectric conversion efficiency of the battery module.
[0005] A light conversion agent is a product that can absorb light with negative gain to the product and convert it into light with positive gain. It is added to the adhesive film as an additive or auxiliary agent to form a light conversion film.
[0006] The light conversion agent can not only absorb ultraviolet light, but also convert the absorbed ultraviolet light into visible light.
[0007] The functional principle of the light conversion agent is that after the material absorbs energy of a certain wavelength, electrons are excited to the excited state and are in a high-energy state. This energy can be transferred to the central ion, causing its electrons to transition from an unstable high-energy state back to a stable ground state. At the same time, during the return process, the energy is released in the form of light, thereby realizing light conversion.
[0008] However, the light conversion materials in the existing encapsulation materials have low visible light transmittance, poor absorption of ultraviolet light, and low efficiency of converting ultraviolet light into visible light. Therefore, the improvement of the conversion efficiency of solar cells and the weather resistance of solar cells is limited.
[0009] Therefore, it is particularly urgent to develop an ultraviolet light conversion agent with high light transmittance, which can absorb ultraviolet light, efficiently convert it into visible light, and has high weather resistance. Summary of the Invention
[0010] The purpose of the present invention is to overcome the problems in the prior art, such as low visible light transmittance, poor absorption of ultraviolet light by the light conversion material, and low efficiency of converting ultraviolet light into visible light.
[0011] To achieve the above object, a first aspect of the present invention provides an organic compound containing a benzofive-membered heterocyclic structure and a silicon group, and the organic compound has a structure shown in formula (I):
[0012]
[0013] Wherein, in formula (I),
[0014] X 1 is -N-R 1 , O or S;
[0015] X 2 is N or C;
[0016] Each n is the same or different and is independently selected from an integer of 0-6;
[0017] Each X is the same or different and is independently a linking group provided by acetylene leaving 2 H atoms or a linking group provided by an O atom, and each m is independently 0 or 1;
[0018] R 1 is selected from an alkyl group of C 1-12 , an alkyl group of C 2-12 substituted by at least one group in combination A, a phenyl group, a phenyl group substituted by at least one group in combination A, a biphenyl group, a biphenyl group substituted by at least one group in combination A, a pyridyl group, a pyridyl group substituted by at least one group in combination A, a cycloalkyl group of C 3-12 , a cycloalkyl group of C 3-12 substituted by at least one group in combination A; or R 1 does not exist;
[0019] R 2 is selected from an alkyl group of C 1-12 , an alkyl group of C 2-12 substituted by at least one group in combination A, an alkoxy group of C 1-12 , an alkoxy group of C 2-12 substituted by at least one group in combination A, a phenyl group, a phenyl group substituted by at least one group in combination A, a biphenyl group, a naphthyl group, an anthracenyl group, a phenanthryl group, a dibenzofuranyl group, a fluorenyl group substituted by at least one group in combination A, a cycloalkyl group of C 3-12 ;
[0020] L 1 and L 2 are the same or different and each independently exists or does not exist, and optionally existing L 1 and L 2Each independently selected from at least one group containing or not containing in combination A and containing or not containing heteroatoms of type A, a linking group provided by removing two H atoms from at least one substance among C 3-30 aromatic compounds; the heteroatoms of type A are selected from at least one of N, O, and S;
[0021] Each R 3 is the same or different, and each independently selected from C 1-12 alkyl, C alkyl substituted by at least one group in combination A 2-12 alkyl, C 1-12 alkoxy, C alkoxy substituted by at least one group in combination A 1-12 alkoxy, phenyl, phenyl substituted by at least one group in combination A, C 2-12 any one of alkenyl; or two adjacent R 3 groups together cyclize to form a silafluorene structure;
[0022] The combination A consists of C 1-6 alkyl, C 1-6 alkoxy, C 3-8 cycloalkyl, -OC(O)-R 11 , phenyl, C 2-6 alkenyl, -phenylene-Si(CH 3 ) 3 , -Si(CH 3 ) 3 , -O-glycidyl;
[0023] R 11 is selected from any one of C 1-12 alkyl, C 2-6 alkenyl.
[0024] The second aspect of the present invention provides the application of the organic compound containing a benzopentacyclic heterocyclic structure and a silicon group described in the first aspect in an encapsulation adhesive film.
[0025] The third aspect of the present invention provides a composition for an ultraviolet light-converting encapsulation adhesive film, the composition contains a light-converting agent, and the light-converting agent contains the organic compound containing a benzopentacyclic heterocyclic structure and a silicon group described in the first aspect of the present invention.
[0026] The fourth aspect of the present invention provides a method for preparing an ultraviolet light-converting encapsulation adhesive film, the method is carried out using the components in the composition for an ultraviolet light-converting encapsulation adhesive film described in the third aspect, including: successively kneading and molding the material I containing the components in the composition to obtain the ultraviolet light-converting encapsulation adhesive film.
[0027] The fifth aspect of the present invention provides an ultraviolet light-converting encapsulation film obtained by the method for preparing an ultraviolet light-converting encapsulation film described in the fourth aspect.
[0028] The sixth aspect of the present invention provides the application of the ultraviolet light-converting encapsulation film described in the fifth aspect in a photovoltaic device.
[0029] The seventh aspect of the present invention provides a photovoltaic module, which contains a photovoltaic glass, an encapsulation film layer I, a cell, an encapsulation film layer II, and a photovoltaic backsheet that are stacked in sequence. The materials forming the encapsulation film layer I and the encapsulation film layer II are each independently selected from at least one of the ultraviolet light-converting encapsulation films described in the fifth aspect.
[0030] The eighth aspect of the present invention provides a method for preparing the photovoltaic module described in the seventh aspect, and the method includes:
[0031] (1) Stacking a photovoltaic glass, an encapsulation film I, a cell, an encapsulation film II, and a photovoltaic backsheet in sequence to obtain an intermediate I;
[0032] (2) Performing a hot pressing treatment on the intermediate I to obtain the photovoltaic module;
[0033] The encapsulation film I and the encapsulation film II are each independently selected from at least one of the ultraviolet light-converting encapsulation films described in the fifth aspect.
[0034] When the organic compound of the present invention is added to a film, especially when used as an ultraviolet light-converting encapsulation film in a solar cell module, it has the advantage of high visible light transmittance. It can absorb ultraviolet light well and convert ultraviolet light into visible light, thereby significantly improving the light conversion efficiency and weather resistance of the solar photovoltaic module.
[0035] The inventors found that the ultraviolet light-converting encapsulation film containing the silicon-containing organic compound of the present invention has a lower yellowing index itself, so it can better maintain its ultraviolet light absorption performance during use, and thus can improve the weather resistance of the photovoltaic module. Detailed Embodiments
[0036] In the ranges disclosed herein, the endpoints and any values are not limited to the exact ranges or values, and these ranges or values should be understood to include values close to these ranges or values. For numerical ranges, the endpoint values of each range, between the endpoint values of each range and a single point value, and between single point values can be combined with each other to obtain one or more new numerical ranges, and these numerical ranges should be regarded as specifically disclosed herein.
[0037] In the present invention, without special explanation, similar groups have similar interpretations, and the present invention will not elaborate one by one.
[0038] "Optionally present L 1 and L 2 each independently selected from at least one group in combination A and containing or not containing heteroatoms of type A, and containing or not containing C 3-30 of the linking groups provided by the departure of two H atoms from at least one substance in the aromatic compound" means: L 1 and L 2 are present or absent; if present, then L 1 and L 2 are selected from the linking groups provided by the departure of two H atoms from at least one substance in C 3-30 of the aromatic compound, and the aromatic compound may contain substituents or may not contain substituents; if it contains substituents, then at least one group in combination A is used as a substituent; in addition, the aromatic compound may contain heteroatoms or may not contain heteroatoms; if it contains heteroatoms, then at least one of the heteroatoms of type A, and the number of heteroatoms may also be more than 1, and the heteroatoms of type A may be ring-forming atoms or non-ring-forming atoms; in addition, two positions in any position of C 3-30 of the aromatic compound that can depart H atoms depart H atoms to form a linking group. Exemplarily, if L 1 or L 2 is benzene, then the H atoms at two adjacent, opposite, or alternate positions on the benzene can be simultaneously departed to provide a linking group. Further, L 1 or L 2 can also be a linking group provided by at least two or at least three structures selected from C 3-30 of the aromatic compound. Exemplarily, L 1 or L 2 can be a linking group provided by benzene and dibenzothiophene, and in the benzene structure and the dibenzothiophene structure in this group, one H atom at any site that can depart one H atom is departed, so as to be connected to the parent nucleus structure.
[0039] In the present invention, the group provided by "phenyl-substituted benzene" as a linking group and the group provided by "biphenyl" as a linking group are different concepts. The group provided by "phenyl-substituted benzene" as a linking group means that H atoms at any two sites on the benzene that can depart H atoms depart, and the benzene structure is used as a linking group to be connected to the parent nucleus structure, and the benzene structure contains a substituent phenyl; while the group provided by "biphenyl" as a linking group means that in the two benzene structures in the biphenyl, one H atom at a site that can depart H atoms departs, so that the biphenyl structure is used as a linking group to be connected to the parent nucleus structure.
[0040] C 1-12The alkyl group represents a straight-chain or branched-chain alkyl group with a total of 1 to 12 carbon atoms (e.g., 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12).
[0041] C 3-30 The aromatic compound represents that the total number of carbon atoms of the aromatic compound is 3 to 30, for example, it can be 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30; including but not limited to benzene, biphenyl, terphenyl, naphthalene, anthracene, phenanthrene, etc.
[0042] "Each R 3 is the same or different and each independently selected from C 1-12 alkyl group, C 2-12 alkyl group substituted by at least one group in combination A, C 1-12 alkoxy group, C 1-12 alkoxy group substituted by at least one group in combination A, phenyl group, phenyl group substituted by at least one group in combination A, C 2-12 any one of the alkenyl groups" means that any R 3 in any one group can be the same or different and each independently selected from the corresponding defined groups. When "adjacent two R 3 groups cyclize together to form a silafluorene structure", the remaining R 3 groups are selected from the corresponding defined groups.
[0043] "C 2-12 alkenyl group" means a hydrocarbon group with a total of 2 to 12 carbon atoms, for example, a hydrocarbon group with a total of 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12 carbon atoms, which contains at least one double bond, and there is no special requirement for the specific position of the double bond, which can be at the head, middle or end of the hydrocarbon group. This group can be a straight-chain or branched-chain hydrocarbon group.
[0044] " - phenylene - Si(CH 3 ) 3 " The "phenylene" in it means the group provided by the departure of any two H in benzene, one end of this phenylene is connected to the parent nucleus structure, and the other end is connected to the trimethylsilyl group.
[0045] As described above, the first aspect of the present invention provides an organic compound containing a benzofive-membered heterocyclic structure and a silicon group, and this organic compound has the structure shown in formula (I).
[0046] According to a preferred specific embodiment, in formula (I),
[0047] X 1is -N-R 1 , O or S;
[0048] X 2 is N or C;
[0049] Each n is the same or different and is independently 0, 1, 2 or 3;
[0050] Each X is the same or different and is independently a linking group provided by acetylene leaving two H atoms or a linking group provided by an O atom, and each m is independently 0 or 1;
[0051] R 1 is selected from C 1-12 alkyl, C 2-12 alkyl substituted by at least one group in combination A, phenyl, phenyl substituted by at least one group in combination A, biphenyl, pyridyl, C 3-12 cycloalkyl; or R 1 does not exist;
[0052] R 2 is selected from C 1-12 alkyl, C 2-12 alkyl substituted by at least one group in combination A, C 1-12 alkoxy, phenyl, phenyl substituted by at least one group in combination A, biphenyl, naphthyl, anthracenyl, phenanthryl, dibenzofuranyl, fluorenyl substituted by at least one group in combination A, C 3-12 cycloalkyl;
[0053] L 1 and L 2 are the same or different and each independently exists or does not exist. Optionally present L 1 and L 2 each independently are selected from the linking groups provided by leaving two H atoms from at least one of benzene, benzene containing at least one group in combination A, biphenyl, biphenyl containing at least one group in combination A, naphthalene, anthracene, phenanthrene, pyridine, pyrimidine, quinoline, isoquinoline, quinazoline, quinoxaline, furan, thiophene, pyrrole, pyrrole containing at least one group in combination A, indole, indole containing at least one group in combination A, benzimidazole, benzimidazole containing at least one group in combination A, benzoxazole, benzoxazole containing at least one group in combination A, benzothiazole, benzothiazole containing at least one group in combination A, benzotriazole, fluorene containing at least one group in combination A, dibenzofuran, dibenzothiophene, carbazole containing at least one group in combination A, pyrene, perylene;
[0054] Each R 3 is the same or different and each independently is selected from C1-12 alkyl, C substituted by at least one group in combination A 2-12 alkyl, C 1-12 alkoxy, C substituted by at least one group in combination A 1-12 alkoxy, phenyl, phenyl substituted by at least one group in combination A, C 2-12 any one of alkenyl; or two adjacent R 3 groups cyclize together to form a silafluorene structure;
[0055] The combination A consists of C 1-6 alkyl, C 1-6 alkoxy, C 3-8 cycloalkyl, -OC(O)-R 11 , phenyl, C 2-6 alkenyl, -phenylene-Si(CH 3 ) 3 , -Si(CH 3 ) 3 , -O-glycidyl;
[0056] R 11 is selected from any one of C 1-12 alkyl, C 2-6 alkenyl;
[0057] According to another preferred embodiment, in formula (I),
[0058] X 1 is -N-R 1 , O or S;
[0059] X 2 is N or C;
[0060] Each n is the same and is 0 or 1;
[0061] Each X is the same and is a linking group provided by acetylene leaving 2 H atoms, or a linking group provided by an O atom, and each m is the same and is 0 or 1;
[0062] R 1 is selected from C 1-8 alkyl, C alkyl substituted by at least one group in combination A, phenyl, phenyl substituted by at least one group in combination A, biphenyl, pyridyl, C 2-12 cycloalkyl; or R 3-10 does not exist; 1 ;
[0063] R 2 is selected from C 1-8 alkyl, C alkyl substituted by at least one group in combination A 2-12An alkyl group, C 1-8 An alkoxy group, phenyl group, phenyl group substituted by at least one group in combination A, biphenyl group, naphthyl group, anthracenyl group, phenanthryl group, dibenzofuranyl group, fluorene group substituted by at least one group in combination A, C 3-10 Any one of cycloalkyl groups;
[0064] L 1 And L 2 Are the same or different, each independently present or absent, and optionally present L 1 And L 2 Each independently selected from benzene, benzene containing at least one group in combination A, biphenyl, biphenyl containing at least one group in combination A, naphthalene, anthracene, phenanthrene, pyridine, pyrimidine, quinoline, isoquinoline, quinazoline, quinoxaline, furan, thiophene, pyrrole, pyrrole containing at least one group in combination A, indole, indole containing at least one group in combination A, benzimidazole, benzimidazole containing at least one group in combination A, benzoxazole, benzoxazole containing at least one group in combination A, benzothiazole, benzothiazole containing at least one group in combination A, benzotriazole, fluorene containing at least one group in combination A, dibenzofuran, dibenzothiophene, carbazole containing at least one group in combination A, pyrene, perylene, and the linking groups provided by removing two H atoms from at least one of these substances;
[0065] Each R 3 Are the same or different, each independently selected from C 1-12 Alkyl groups, C alkyl groups substituted by at least one group in combination A 2-12 Alkyl groups, C 1-8 Alkoxy groups, C alkoxy groups substituted by at least one group in combination A 2-12 Alkoxy groups, phenyl groups, phenyl groups substituted by at least one group in combination A, C 2-12 Alkenyl groups; or two adjacent R 3 Groups together cyclize to form a silafluorene structure;
[0066] The said combination A consists of C 1-6 Alkyl groups, C 1-6 Alkoxy groups, C 3-8 Cycloalkyl groups, -OC(O)-R 11 , phenyl groups, C 2-6 Alkenyl groups, -phenylene-Si(CH 3 ) 3 , -Si(CH 3 ) 3 , -O-glycidyl;
[0067] R 11 Selected from C 1-8 Alkyl groups, C2-6 any one of the alkenyl groups.
[0068] According to another preferred embodiment, in formula (I),
[0069] X 1 is -N-R 1 , O or S;
[0070] X 2 is N or C;
[0071] Each n is the same and is 0 or 1;
[0072] Each X is the same and is the linking group provided by acetylene leaving 2 H atoms, or the linking group provided by an O atom, and each m is the same and is 0 or 1;
[0073] R 1 is selected from C 1-8 alkyl of, alkyl of C substituted by at least one group in combination A 2-12 , phenyl, phenyl substituted by at least one group in combination A, biphenyl, pyridyl, C 3-10 any one of the cycloalkyls of; or R 1 does not exist;
[0074] R 2 is selected from C 1-8 alkyl of, alkyl of C substituted by at least one group in combination A 2-12 , C 1-8 alkoxy of, phenyl, phenyl substituted by at least one group in combination A, biphenyl, naphthyl, anthracenyl, phenanthryl, dibenzofuranyl, fluorenyl substituted by at least one group in combination A, C 3-10 any one of the cycloalkyls of;
[0075] L 1 and L 2 are the same, L 1 and L 2 exist or do not exist, and optionally existing L 1 and L 2 are the linking groups provided by benzene and / or biphenyl leaving two H atoms;
[0076] Each R 3 is the same or different and is independently selected from C 1-12 alkyl of, alkyl of C substituted by at least one group in combination A 2-12 , C 1-8 alkoxy of, alkoxy of C substituted by at least one group in combination A 2-12 , phenyl, phenyl substituted by at least one group in combination A, C 2-12Any one of the alkenyl groups; or two adjacent R 3 groups together cyclize to form a silafluorene structure;
[0077] The combination A consists of C 1-6 alkyl groups, C 1-6 alkoxy groups, C 3-8 cycloalkyl groups, -OC(O)-R 11 , phenyl, C 2-6 alkenyl groups, -phenylene-Si(CH 3 ) 3 , -Si(CH 3 ) 3 , -O-glycidyl;
[0078] R 11 is selected from any one of C 1-8 alkyl groups, C 2-6 alkenyl groups.
[0079] According to a particularly preferred specific embodiment, the organic compound represented by formula (I) is selected from any one of Compound 1 to Compound 44, Compound 62, Compound 63, Compound 86 to Compound 127, Compound 143 to Compound 145, Compound 163 to Compound 196, Compound 205 to Compound 210, Compound 212 to Compound 220.
[0080] According to another particularly preferred specific embodiment, in formula (I),
[0081] X 1 is -N-R 1 ;
[0082] X 2 is N or C;
[0083] Each n is the same and is 0 or 1;
[0084] Each X is the same and is the linking group provided by acetylene leaving 2 H atoms, or the linking group provided by an O atom, and each m is the same and is 0 or 1;
[0085] R 1 is selected from any one of C 1-8 alkyl groups, C 2-12 alkyl groups substituted by at least one group in combination A, phenyl, phenyl substituted by at least one group in combination A, biphenyl, pyridyl, C 3-10 cycloalkyl groups; or R 1 does not exist;
[0086] R 2 is selected from C 1-8alkyl group, C substituted by at least one group in combination A 2-12 alkyl group, C 1-8 alkoxy group, phenyl group, phenyl group substituted by at least one group in combination A, biphenyl group, naphthyl group, anthryl group, phenanthryl group, dibenzofuranyl group, fluorenyl group substituted by at least one group in combination A, C 3-10 any one of cycloalkyl groups;
[0087] L 1 and L 2 are the same, L 1 and L 2 exist or not, optionally present L 1 and L 2 is a linking group provided by removing two H atoms from at least one substance selected from benzene, benzene containing at least one group in combination A, biphenyl, biphenyl containing at least one group in combination A, naphthalene, anthracene, phenanthrene, pyridine, pyrimidine, quinoline, isoquinoline, quinazoline, quinoxaline, furan, thiophene, pyrrole, pyrrole containing at least one group in combination A, indole, indole containing at least one group in combination A, benzimidazole, benzimidazole containing at least one group in combination A, benzoxazole, benzoxazole containing at least one group in combination A, benzothiazole, benzothiazole containing at least one group in combination A, benzotriazole;
[0088] each R 3 is the same or different and is independently selected from C 1-12 alkyl group, C substituted by at least one group in combination A 2-12 alkyl group, C 1-8 alkoxy group, C substituted by at least one group in combination A 2-12 alkoxy group, phenyl group, phenyl group substituted by at least one group in combination A, C 2-12 alkenyl group; or two adjacent R 3 groups together cyclize to form a silafluorene structure;
[0089] The combination A consists of C 1-6 alkyl group, C 1-6 alkoxy group, C 3-8 cycloalkyl group, -OC(O)-R 11 , phenyl group, C 2-6 alkenyl group, -phenylene-Si(CH 3 ) 3 , -Si(CH 3 ) 3 , -O-glycidyl;
[0090] R 11 is selected from C 1-8 alkyl group, C2-6 any one of the alkenyl groups
[0091] According to another particularly preferred embodiment, the organic compound represented by formula (I) is selected from any one of Compounds 1 to 96 and Compounds 208 to 227.
[0092] According to another particularly preferred embodiment, in formula (I),
[0093] X 1 is -N-R 1 ;
[0094] X 2 is N;
[0095] each n is the same and is 0 or 1;
[0096] each X is the same and is the linking group provided by acetylene leaving 2 H atoms, or the linking group provided by an O atom, and each m is the same and is 0 or 1;
[0097] R 1 is selected from an alkyl group of C 1-8 , an alkyl group of C 2-12 substituted by at least one group in combination A, a phenyl group, a phenyl group substituted by at least one group in combination A, a biphenyl group, a pyridyl group, and a cycloalkyl group of C 3-10 ; or R 1 does not exist;
[0098] R 2 is selected from an alkyl group of C 1-8 , an alkyl group of C 2-12 substituted by at least one group in combination A, an alkoxy group of C 1-8 , a phenyl group, a phenyl group substituted by at least one group in combination A, a biphenyl group, a naphthyl group, an anthracenyl group, a phenanthryl group, a dibenzofuranyl group, a fluorenyl group substituted by at least one group in combination A, and a cycloalkyl group of C 3-10 ;
[0099] L 1 and L 2 are the same, L 1 and L 2 are present or absent, and optionally present L 1 and L 2A linking group formed by removing two H atoms from at least one substance selected from benzene, benzene containing at least one group in combination A, biphenyl, biphenyl containing at least one group in combination A, naphthalene, anthracene, phenanthrene, pyridine, pyrimidine, quinoline, isoquinoline, quinazoline, quinoxaline, furan, thiophene, pyrrole, pyrrole containing at least one group in combination A, indole, indole containing at least one group in combination A, benzimidazole, benzimidazole containing at least one group in combination A, benzoxazole, benzoxazole containing at least one group in combination A, benzothiazole, benzothiazole containing at least one group in combination A, benzotriazole;
[0100] Each R 3 is the same or different and is independently selected from C 1-12 alkyl, C 2-12 alkyl substituted by at least one group in combination A, C 1-8 alkoxy, C 2-12 alkoxy substituted by at least one group in combination A, phenyl, phenyl substituted by at least one group in combination A, C 2-12 any one of alkenyl; or two adjacent R 3 groups together cyclize to form a silafluorene structure;
[0101] The combination A consists of C 1-6 alkyl, C 1-6 alkoxy, C 3-8 cycloalkyl, -OC(O)-R 11 , phenyl, C 2-6 alkenyl, -phenylene-Si(CH 3 ) 3 , -Si(CH 3 ) 3 , -O-glycidyl;
[0102] R 11 is selected from C 1-8 alkyl, C 2-6 any one of alkenyl.
[0103] In a particularly preferred case, the organic compound represented by formula (I) is selected from any one of compounds 208 to 227.
[0104] According to another particularly preferred specific embodiment, the organic compound represented by formula (I) is selected from any one of the following:
[0105]
[0106]
[0107]
[0108]
[0109]
[0110]
[0111] The silicon-containing organic compound provided by the present invention can not only improve the transmittance of visible light, strongly absorb ultraviolet light, and then convert it into visible light and radiate it out, but also have a higher transmittance in the visible light region, promote the absorption of visible light by solar cells, and improve the photoelectric conversion efficiency.
[0112] As described above, the second aspect of the present invention provides the application of the organic compound containing a benzo five-membered heterocyclic structure and a silicon group described in the first aspect in a glue film.
[0113] Preferably, the glue film is an encapsulation glue film; more preferably, the glue film is a light conversion encapsulation glue film; particularly preferably, the glue film is an ultraviolet light conversion encapsulation glue film.
[0114] As described above, the third aspect of the present invention provides a composition for an ultraviolet light conversion encapsulation glue film, which composition contains a light conversion agent, and the light conversion agent contains the organic compound containing a benzo five-membered heterocyclic structure and a silicon group described in the first aspect of the present invention.
[0115] Preferably, the composition further contains a matrix material and at least one auxiliary agent selected from photoinitiators, light stabilizers, crosslinking agents, co-crosslinking agents, antioxidants, and silane coupling agents; relative to 100 parts by weight of the matrix material, the content of the light conversion agent is 0.005 - 2 parts, the content of the photoinitiator is 0 - 2 parts by weight, the content of the light stabilizer is 0.1 - 1 part, the content of the crosslinking agent is 0 - 3 parts, the content of the co-crosslinking agent is 0 - 2 parts, the content of the antioxidant is 0.05 - 1 part, and the content of the silane coupling agent is 0.2 - 1 part.
[0116] More preferably, relative to 100 parts by weight of the matrix material, the content of the light conversion agent is 0.01 - 1 part, the content of the photoinitiator is 0.1 - 2 parts by weight, the content of the light stabilizer is 0.1 - 1 part, the content of the crosslinking agent is 0.1 - 3 parts, the content of the co-crosslinking agent is 0.1 - 2 parts, the content of the antioxidant is 0.05 - 1 part, and the content of the silane coupling agent is 0.2 - 1 part.
[0117] Preferably, the matrix material is an ethylene copolymer.
[0118] More preferably, the matrix material is selected from at least one of ethylene-vinyl acetate copolymer, ethylene-butene copolymer, ethylene-octene copolymer, ethylene-methyl acrylate copolymer, ethylene-ethyl acrylate copolymer, ethylene-vinyl acetate-based terpolymer, ethylene-methyl acrylate-based terpolymer, ethylene-ethyl acrylate-based terpolymer, ethylene-methyl methacrylate-based terpolymer, ethylene-ethyl methacrylate-based terpolymer, and ethylene-α-olefin copolymer.
[0119] Particularly preferably, the matrix material is ethylene-vinyl acetate copolymer.
[0120] Further preferably, the matrix material is ethylene-vinyl acetate copolymer, and the content of vinyl acetate structural units in the ethylene-vinyl acetate copolymer is 25-35 wt%, the melt index of the ethylene-vinyl acetate copolymer is 0.1-40 g / min, the melting point is 40-90 °C, and the light transmittance is ≥90%.
[0121] Preferably, the photoinitiator is selected from any one or a mixture of at least two of 2-hydroxy-2-methyl-1-phenylpropanone, 1-hydroxycyclohexyl phenyl ketone, benzophenone, (2,4,6-trimethylbenzoyl) diphenylphosphine oxide, 2-benzyl-2-dimethylamino-1-(4-morpholinophenyl) butanone, 2-hydroxy-2-methyl-1-phenylpropanone (2-hydroxy-1-(4-(2-hydroxy-2-methylpropanoyl)phenyl)benzyl)-2-methyl-1-propanone, titanocene photoinitiators, thioxanthone / iodonium salt systems, organic peroxide systems, borate / dye systems, hexaarylbiimidazole / dye systems, coumarinone / dye systems, benzoylacetal photoinitiators, acetophenone photoinitiators, anthraquinone photoinitiators and their derivatives, benzoate photoinitiators, bicyclic diketone compounds, and camphorquinone.
[0122] Preferably, the light stabilizer is selected from one or a mixture of at least two of bis(2,2,6,6-tetramethyl-4-piperidyl) sebacate, bis(2,2,6,6-tetramethyl-4-piperidyl) decanedioate, 2-(2'-hydroxy-5'-methylphenyl) benzotriazole, [[3,5-di-tert-butyl-4-hydroxyphenyl]methyl] dibutyl malonate bis(1,2,2,6,6-pentamethyl-4-piperidyl) ester, and bis(2,2,6,6-tetramethyl-4-piperidyl) sebacate.
[0123] Preferably, the crosslinking agent is selected from one or a mixture of at least two of tert-butyl peroxy-2-ethylhexyl carbonate, tert-butyl peroxyisopropyl carbonate, cyclohexanone peroxide, tert-butyl hydroperoxide, dicumyl peroxide, di(tert-butylperoxyisopropyl)benzene, benzoyl peroxide, di(2,4-dichlorobenzoyl) peroxide, tert-butyl peroxybenzoate, tert-butyl peroxy-2-ethylhexyl carbonate, tert-butyl peroxyacetate, tert-butyl peroxy-3,5,5-trimethylhexanoate, bis(4-tert-butylcyclohexyl) peroxydicarbonate, tert-amyl peroxy-2-ethylhexyl carbonate, 2,5-dimethyl-2,5-bis(tert-butylperoxy)hexane, 1,1-di(tert-butylperoxy)cyclohexane, 1,1-bis(tert-butylperoxy)-3,3,5-trimethylcyclohexane.
[0124] Preferably, the co-crosslinking agent is selected from one or a mixture of at least two of triallyl isocyanurate, ethylene glycol dimethacrylate, N,N'-m-phenylenebismaleimide, trimethylolpropane trimethacrylate, trimethylolpropane triacrylate, ethoxylated trimethylolpropane triacrylate, propoxylated glycerol triacrylate, and ethoxylated pentaerythritol tetraacrylate.
[0125] Preferably, the antioxidant is selected from one or a mixture of at least two of 2,6-di-tert-butyl-p-cresol, bis(2,4-di-tert-butylphenyl)pentaerythritol diphosphite, distearyl pentaerythritol diphosphite, isooctyl β-(3,5-di-tert-butyl-4-hydroxybenzyl)propionate, 1,3,5-tris(3,5-di-tert-butyl-4-hydroxybenzyl)isocyanuric acid, n-octadecyl β-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate, pentaerythritol tetra[β-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate], 2,2'-methylenebis(4-methyl-6-tert-butylphenol), tetra(2,4-di-tert-butylphenyl-4,4'-biphenyl) diphosphite, tris(2,4-di-tert-butylphenyl) phosphite, tris(nonylphenyl) phosphite.
[0126] Preferably, the silane coupling agent is selected from one or a mixture of at least two of vinyltriethoxysilane, vinyltrimethoxysilane, vinyltris(2-methoxyethoxy)silane, 3-triethoxysilyl-1-propylamine, (triethoxysilyl)ethylene, γ-glycidoxypropyltrimethoxysilane, vinyltrichlorosilane, γ-methacryloxypropyltrimethoxysilane, γ-methacryloxypropyltriisopropoxysilane, 3-mercaptopropyltrimethoxysilane, 3-mercaptopropyltriethoxysilane.
[0127] As described above, the fourth aspect of the present invention provides a method for preparing an ultraviolet light-converting encapsulation film, which is carried out using the components in the composition for the ultraviolet light-converting encapsulation film described in the third aspect, including: successively kneading and molding the material I containing the components in the composition to obtain the ultraviolet light-converting encapsulation film.
[0128] Preferably, the method for preparing the ultraviolet light-converting encapsulation film includes: uniformly mixing a matrix material, an ultraviolet light converter, a light stabilizer, a crosslinking agent, a co-crosslinking agent, an antioxidant, and a silane coupling agent, and then successively carrying out kneading and casting molding to obtain the ultraviolet light-converting encapsulation film.
[0129] Optionally, the process of casting molding is carried out in a casting machine, and through plasticizing extrusion, stretching, traction, and winding, the ultraviolet light-converting encapsulation film is obtained.
[0130] Preferably, the conditions for kneading include: the kneading temperature is 70°C - 120°C; the kneading time is 10 min - 40 min; the stirring speed is 100 rpm - 300 rpm.
[0131] As described above, the fifth aspect of the present invention provides an ultraviolet light-converting encapsulation film obtained by the method for preparing an ultraviolet light-converting encapsulation film described in the fourth aspect.
[0132] Preferably, the thickness of the ultraviolet light-converting encapsulation film is 0.3 mm - 0.8 mm; particularly preferably, the thickness of the ultraviolet light-converting encapsulation film is 0.5 mm.
[0133] As described above, the sixth aspect of the present invention provides the application of the ultraviolet light-converting encapsulation film described in the fifth aspect in a photovoltaic device.
[0134] As described above, the seventh aspect of the present invention provides a photovoltaic module, which contains a photovoltaic glass, an encapsulation film layer I, a cell, an encapsulation film layer II, and a photovoltaic backsheet that are successively stacked, and the materials forming the encapsulation film layer I and the encapsulation film layer II are each independently selected from at least one of the ultraviolet light-converting encapsulation films described in the fifth aspect.
[0135] As described above, the eighth aspect of the present invention provides a method for preparing the photovoltaic module described in the seventh aspect, and the method includes:
[0136] (1) Successively stacking and placing a photovoltaic glass, an encapsulation film I, a cell, an encapsulation film II, and a photovoltaic backsheet to obtain an intermediate I;
[0137] (2) Carrying out hot pressing treatment on the intermediate I to obtain the photovoltaic module;
[0138] The encapsulation adhesive film I and the encapsulation adhesive film II are each independently selected from at least one of the ultraviolet light-converting encapsulation adhesive films described in the fifth aspect.
[0139] Preferably, the method for preparing the photovoltaic module includes: sequentially stacking a photovoltaic glass, the ultraviolet light-converting encapsulation adhesive film, a cell, the ultraviolet light-converting encapsulation adhesive film, and a photovoltaic backsheet, and then performing heat pressing to obtain the photovoltaic module.
[0140] Preferably, in step (2), the conditions of the hot pressing treatment include: a heating temperature of 80-170 °C, a pressing pressure of 40 KPa-70 KPa, and a pressing time of 15-30 min.
[0141] The present invention will be described in detail below by way of examples.
[0142] For those not specifying specific experimental steps or conditions in the following examples, the operations or conditions of the known experimental steps described in the literature in this field can be followed. For the reagents or instruments without indicating the manufacturer, they are all conventional reagent products that can be obtained through commercial purchase.
[0143] Unless otherwise specified, the room temperature described below means 25±1 °C.
[0144] In the ethylene-vinyl acetate copolymer used in the present invention, the content of the vinyl acetate structural unit is 28 wt%, the melt index of the ethylene-vinyl acetate copolymer is 20 g / 10 min (under the test conditions of 190 °C / 2.16 kg), and the melting point is 75 °C.
[0145] Preparation Example 1: Synthesis of Compound 1
[0146]
[0147] Synthesis of Compound 1: Dissolve 0.1 mol of 4,7-dibromo-1,2-diphenyl-1H-benzimidazole in 550 ml of toluene solvent, introduce nitrogen and stir, sequentially add 0.2 mol of 4-(trimethylsilyl)phenylboronic acid, 0.5 mol of potassium carbonate, and 0.3 mmol of tetrakis(triphenylphosphine)palladium, heat to reflux, after 6 h, detect by HPLC that the raw materials have basically reacted completely, stop the reaction, cool down and filter to obtain the crude product, which is completely soluble in toluene, spin-dry the filtrate under reduced pressure, and obtain Compound 1 (yield: 79.2%) by column chromatography for the residue.
[0148] Mass spectrometry: C37H38N2Si2, theoretical value: 566.26, measured value: 566.2. 1H-NMR (400 MHz, CDCl3) (ppm) δ = 0.18 - 0.31 (18H, s), 7.35 - 7.66 (12H, m), 7.71 - 7.79 (4H, m), 8.23 - 8.32 (2H, m), 8.36 - 8.39 (2H, s).
[0149] Preparation Example 2: Synthesis of Compound 12
[0150]
[0151] Synthesis of Compound 12: The synthesis method was the same as that of Compound 1, and Compound 12 was obtained (yield: 80.1%).
[0152] Mass spectrometry: C67H50N2Si2, theoretical value: 939.32, measured value: 939.3. 1H-NMR (400 MHz, CDCl3) (ppm) δ = 7.33 - 7.53 (38H, m), 7.58 - 7.68 (4H, m), 7.84 - 7.90 (4H, m), 8.24 - 8.32 (2H, m), 8.36 - 8.39 (2H, s).
[0153] Preparation Example 3: Synthesis of Compound 89
[0154]
[0155] Synthesis of Intermediate 89-1: 0.1 mol of 4,7-dibromo-2-chloro-1H-benzimidazole was dissolved in 500 ml of THF solvent at 50 °C, 0.3 mol of potassium tert-butoxide and 0.2 mol of methyl iodide were added, and the reaction was carried out at 50 °C for 2 h. HPLC detected that the raw materials had basically reacted completely, and the reaction was stopped. After cooling, most of the solvent was removed by rotary evaporation under reduced pressure. Deionized water was added to the mixture, and the solid was filtered, washed with methanol, and dried to obtain Intermediate 89-1 (yield: 96%).
[0156] Synthesis of Intermediate 89-2: 0.096 mol of Intermediate 89-1 was dissolved in 350 ml of 1,4-dioxane solvent, stirred under nitrogen, and 0.201 mol of bis(pinacolato)diboron, 0.48 mol of potassium acetate, and 0.29 mmol of ferrocene dichloropalladium were added successively. The temperature was raised to reflux for reaction. After 4 h, HPLC detected that the raw materials had basically reacted completely, and the reaction was stopped. The reaction solution was dried under reduced pressure, and the residue was obtained by column chromatography to obtain Intermediate 89-2 (yield: 76.9%).
[0157] Synthesis of Intermediate 89-3: 0.07 mol of Intermediate 89-2 was dissolved in 300 ml of toluene solvent, nitrogen was introduced and stirred, and 0.07 mol of (3,3-dimethylbutyl)boronic acid, 0.175 mol of potassium carbonate, and 0.07 mmol of tetrakis(triphenylphosphine)palladium were added successively. The temperature was raised to reflux. After 4 h, HPLC detection showed that the raw materials had basically reacted completely. The reaction was stopped, and after cooling, filtration was carried out to obtain the crude product. The crude product was completely soluble in toluene. The filtrate was rotary evaporated under reduced pressure, and the residue was obtained through column chromatography to obtain Intermediate 89-3 (yield: 76.5%).
[0158] Synthesis of Compound 89: The synthesis method was the same as that of Compound 1, and Compound 89 was obtained (yield: 75.4%).
[0159] Mass spectrum: C38H56N2Si2, theoretical value: 597.05, measured value: 597.0. 1H-NMR (400 MHz, CDCl3) (ppm) δ = 0.22 - 0.27 (12H, s), 0.86 - 1.02 (27H, d), 1.63 - 1.74 (2H, m), 2.82 - 2.92 (2H, m), 3.71 - 3.76 (3H, s), 7.54 - 7.64 (4H, m), 7.70 - 7.78 (4H, m), 8.36 - 8.39 (2H, s).
[0160] Preparation Example 4: Synthesis of Compound 92
[0161]
[0162] Synthesis of Compound 92: The synthesis method was the same as that of Compound 1, and Compound 92 was obtained (yield: 76.0%).
[0163] Mass spectrum: C37H54N2O6Si2, theoretical value: 679.02, measured value: 679.0. 1H-NMR (400 MHz, CDCl3) (ppm) δ = 0.85 - 0.97 (6H, m), 1.14 - 1.27 (18H, m), 1.51 - 1.68 (3H, m), 2.80 - 2.92 (2H, m), 3.70 - 3.90 (15H, m), 7.32 - 7.42 (4H, m), 7.71 - 7.82 (4H, m), 8.35 - 8.40 (2H, s).
[0164] Preparation Example 5: Synthesis of Compound 95
[0165]
[0166] Synthesis of Intermediate 95-1: The synthesis method was the same as that of Compound 1, and Intermediate 95-1 was obtained (yield: 79.9%).
[0167] Synthesis of Intermediate 95-2: The synthesis method is the same as that of Intermediate 89-3, and Intermediate 95-2 is obtained (yield: 72.5%).
[0168] Synthesis of Intermediate 95-3: The synthesis method is the same as that of Intermediate 89-2, and Intermediate 95-5 is obtained (yield: 75.4%).
[0169] Synthesis of Compound 95: The synthesis method is the same as that of Compound 1, and Compound 95 is obtained (yield: 77.0%).
[0170] Mass spectrometry: C43H56N2O6Si2, theoretical value: 753.10, measured value: 753.1. 1H-NMR (400 MHz, CDCl3) (ppm) δ = 0.20 - 0.29 (12H, s), 1.34 - 1.61 (8H, m), 1.82 - 2.06 (11H, m), 2.82 - 2.91 (2H, m), 3.71 - 3.78 (3H, s), 4.04 - 4.22 (6H, m), 6.34 - 6.49 (4H, m), 7.52 - 7.78 (8H, m), 8.32 - 8.37 (2H, s).
[0171] Preparation Example 6: Synthesis of Compound 97
[0172]
[0173] Synthesis of Compound 97: The synthesis method is the same as that of Compound 1, and Compound 97 is obtained (yield: 78.2%).
[0174] Mass spectrometry: C31H33NOSi2, theoretical value: 491.78, measured value: 491.7. 1H-NMR (400 MHz, CDCl3) (ppm) δ = 0.21 - 0.29 (18H, s), 7.54 - 7.79 (11H, m), 7.93 - 7.99 (2H, s), 8.13 - 8.22 (2H, m).
[0175] Preparation Example 7: Synthesis of Compound 156
[0176]
[0177] Synthesis of Intermediate 156-1: The synthesis method is the same as that of Intermediate 89-2, and Intermediate 156-1 is obtained (yield: 76.3%).
[0178] Synthesis of Intermediate 156-2: The synthesis method is the same as that of Intermediate 89-3, and Intermediate 156-2 is obtained (yield: 77.8%).
[0179] Synthesis of Compound 156: The synthesis method was the same as that of Compound 1, and Compound 156 was obtained (yield: 76.9%).
[0180] Mass spectrometry: C37H41NOSi2, theoretical value: 571.91, measured value: 571.9. 1H-NMR (400 MHz, CDCl3) (ppm) δ = 0.18 - 0.31 (18H, s), 0.83 - 0.95 (3H, m), 1.21 - 1.38 (2H, m), 1.52 - 1.66 (2H, m), 2.90 - 3.02 (2H, m), 7.28 - 7.45 (6H, m), 7.61 - 7.70 (2H, d), 7.84 - 7.99 (4H, m), 8.90 - 9.00 (2H, s).
[0181] Preparation Example 8: Synthesis of Compound 197
[0182]
[0183] Synthesis of Intermediate 197-1: The synthesis method was the same as that of Intermediate 89-2, and Intermediate 197-1 was obtained (yield: 78.4%).
[0184] Synthesis of Intermediate 197-2: The synthesis method was the same as that of Compound 1, and Intermediate 197-2 was obtained (yield: 79.9%).
[0185] Synthesis of Compound 197: The synthesis method was the same as that of Intermediate 89-3, and Compound 197 was obtained (yield: 77.3%).
[0186] Mass spectrometry: C27H35N3OSi2, theoretical value: 489.83, measured value: 489.8. 1H-NMR (400 MHz, CDCl3) (ppm) δ = 0.19 - 0.49 (18H, s), 0.82 - 0.96 (3H, m), 1.18 - 1.39 (2H, m), 1.49 - 1.68 (2H, m), 2.73 - 2.96 (2H, m), 7.59 - 7.87 (4H, m), 8.09 - 8.25 (2H, d), 8.70 - 8.83 (2H, s).
[0187] Preparation Example 9: Synthesis of Compound 210
[0188]
[0189] Synthesis of intermediate 210-1: 0.1 mol of 2H-benzo[D][1,2,3]triazole was dissolved in 120 ml of toluene, 0.1 mol of isobutyl bromide, 0.25 mol of sodium tert-butoxide, 0.3 mmol of tris(dibenzylideneacetone)dipalladium, and 0.3 mmol of tri-tert-butylphosphine were added, and the mixture was stirred under nitrogen, and the temperature was raised to reflux. After 4 hours, the reaction of the raw materials was detected to be complete, and the reaction solution was decompressed and dried, and the compound intermediate 210-1 was obtained by column chromatography. (Yield: 67.1%)
[0190] Synthesis of intermediate 210-2: 0.06 mol of intermediate 210-1 was dissolved in 100 ml of N,N-dimethylformamide) under nitrogen protection, and 0.6 ml (0.06 mol) of bromine water was added dropwise. After the addition was completed, the temperature was raised to 60°C and stirred for 20 hours. HPLC detected that the reaction of the raw materials was basically completed. The reaction solution was cooled to room temperature and quenched with water. After stirring for 30 minutes, the crude product was filtered and dried and recrystallized from toluene and ethanol to obtain intermediate 210-2 (yield: 60.8%).
[0191] Synthesis of Compound 210: The synthesis method was the same as that of Compound 1 to obtain Compound 210 (yield: 79.0%).
[0192] Mass spectrum: C28H37N3Si2, theoretical value: 471.80, measured value: 471.8. 1H-NMR (400MHz, CDCl3) (ppm) δ = 0.23~0.27 (18H, s), 0.80~0.99 (6H, d), 1.91~2.16 (1H, m), 4.93~5.05 (2H, m), 7.52~7.80 (8H, m), 7.99~8.07 (2H, s).
[0193] Preparation Example 10: Synthesis of Compound 214
[0194]
[0195] Synthesis of Compound 214: The synthesis method was the same as that of Compound 1 to obtain Compound 214 (yield: 79.3%).
[0196] Mass spectrum: C28H37N3O6Si2, theoretical value: 567.79, measured value: 567.7. 1H-NMR (400MHz, CDCl3) (ppm) δ = 0.86 ~ 0.95 (6H, d), 1.95 ~ 2.16 (1H, m), 3.50 ~ 3.59 (18H, s), 4.98 ~ 5.06 (2H, d), 7.33 ~ 7.41 (4H, m), 7.72 ~ 7.81 (4H, m), 8.02 ~ 8.06 (2H, s).
[0197] Preparation Example 11: Synthesis of Compound 218
[0198]
[0199] Synthesis of Intermediate 218-1: The synthesis method was the same as that of Compound 1, and Intermediate 218-1 was obtained (yield: 78.1%).
[0200] Synthesis of Intermediate 218-2: The synthesis method was the same as that of Intermediate 89-2, and Intermediate 218-2 was obtained (yield: 75.5%).
[0201] Synthesis of Compound 218: The synthesis method was the same as that of Compound 1, and Compound 218 was obtained (yield: 77.3%).
[0202] Mass spectrometry: C40H53N3O4Si2, theoretical value: 696.05, measured value: 696.0. 1H-NMR (400 MHz, CDCl3) (ppm) δ = 0.18 - 0.32 (12H, s), 0.86 - 0.95 (6H, d), 1.35 - 1.63 (8H, m), 1.94 - 2.14 (7H, m), 4.13 - 4.27 (4H, m), 4.95 - 5.05 (2H, d), 6.36 - 6.53 (4H, m), 7.54 - 7.79 (8H, m), 7.98 - 8.04 (2H, s).
[0203] Preparation Example 12: Synthesis of Compound 219
[0204]
[0205] Synthesis of Intermediate 219-1: The synthesis method was the same as that of Intermediate 210-1, and Intermediate 219-1 was obtained (yield: 68.1%).
[0206] Synthesis of Intermediate 219-2: The synthesis method was the same as that of Intermediate 210-2, and Intermediate 219-2 was obtained (yield: 58.5%).
[0207] Synthesis of Intermediate 219-3: The synthesis method was the same as that of Compound 1, and Intermediate 219-3 was obtained (yield: 78.5%).
[0208] Synthesis of Intermediate 219-4: The synthesis method was the same as that of Intermediate 89-2, and Intermediate 219-4 was obtained (yield: 76.2%).
[0209] Synthesis of Compound 219: The synthesis method was the same as that of Compound 1, and Compound 219 was obtained (yield: 74.6%).
[0210] Mass spectrometry: C41H53N3O6Si2, theoretical value: 740.06, measured value: 740.0. 1H-NMR (400 MHz, CDCl3) (ppm) δ = 0.20 - 0.31 (12H, s), 1.35 - 1.61 (8H, m), 1.97 - 2.16 (11H, m), 4.08 - 4.26 (8H, m), 6.37 - 6.52 (4H, m), 7.53 - 7.81 (8H, m), 8.02 - 8.09 (2H, s).
[0211] Preparation Example 13: Synthesis of Compound 220
[0212]
[0213] Synthesis of Intermediate 220-1: The synthesis method is the same as that of Intermediate 210-1, and Intermediate 220-1 is obtained (yield: 68.4%).
[0214] Synthesis of Intermediate 220-2: The synthesis method is the same as that of Intermediate 210-2, and Intermediate 220-2 is obtained (yield: 59.1%).
[0215] Synthesis of Compound 220: The synthesis method is the same as that of Compound 1, and Compound 220 is obtained (yield: 76.3%).
[0216] Mass spectrometry: C40H45N3Si2, theoretical value: 623.99, measured value: 623.9. 1H-NMR (400 MHz, CDCl3) (ppm) δ = 0.19 - 0.32 (18H, s), 0.84 - 0.93 (3H, m), 1.17 - 1.36 (2H, m), 1.87 - 2.03 (2H, m), 4.11 - 4.21 (2H, m), 7.21 - 7.30 (8H, s), 7.54 - 7.79 (8H, m), 8.05 - 8.11 (2H, s).
[0217] Preparation Example 14: Synthesis of Compound 221
[0218]
[0219] Synthesis of Intermediate 221-1: The synthesis method is the same as that of Intermediate 210-1, and Intermediate 221-1 is obtained (yield: 67.4%).
[0220] Synthesis of Intermediate 221-2: The synthesis method is the same as that of Intermediate 210-2, and Intermediate 221-2 is obtained (yield: 59.0%).
[0221] Synthesis of Compound 221: The synthesis method was the same as that of Compound 1, and Compound 221 was obtained (yield: 76.6%).
[0222] Mass spectrometry: C34H49N3Si2, theoretical value: 555.96, measured value: 555.9. 1H-NMR (400 MHz, CDCl3) (ppm) δ = 0.18 - 0.31 (18H, s), 0.83 - 0.93 (3H, m), 1.15 - 1.41 (6H, m), 1.86 - 2.03 (2H, m), 2.31 - 2.39 (6H, s), 2.55 - 2.62 (6H, s), 4.04 - 4.17 (2H, m), 7.48 - 7.55 (2H, s), 7.67 - 7.74 (2H, s), 7.96 - 8.02 (2H, s).
[0223] Preparation Example 15: Synthesis of Compound 222
[0224]
[0225] Synthesis of Compound 222: The synthesis method was the same as that of Compound 1, and Compound 222 was obtained (yield: 76.5%).
[0226] Mass spectrometry: C28H39N5Si2, theoretical value: 501.83, measured value: 501.8. 1H-NMR (400 MHz, CDCl3) (ppm) δ = 0.26 - 0.42 (18H, s), 0.80 - 0.96 (3H, m), 1.15 - 1.41 (6H, m), 1.86 - 2.04 (2H, m), 4.07 - 4.23 (2H, m), 7.64 - 7.83 (4H, m), 8.26 - 8.35 (2H, s), 8.73 - 8.83 (2H, s).
[0227] Preparation Example 16: Synthesis of Compound 226
[0228]
[0229] Synthesis of Intermediate 226-1: 0.1 mol of 2-methoxy-5-(trimethylsilyl)aniline was dissolved in 200 ml of dichloromethane, cooled to 0 °C, and 0.13 mol of boron tribromide was added. The mixture was stirred at 0 °C for 24 h. After the reaction was completed, an aqueous sodium bicarbonate solution was added to quench the reaction, and then the mixture was extracted three times with dichloromethane. After drying over anhydrous magnesium sulfate, the reaction solution was concentrated under reduced pressure and the residue was purified by column chromatography to obtain Intermediate 226-1.
[0230] (Yield: 90%)
[0231] Synthesis of Intermediate 226-2: Under nitrogen protection, 0.09 mol of Intermediate 226-1 was dissolved in 200 ml of THF, and 0.09 mol of formyl chloride was added dropwise. Hydrochloric acid gas was generated during the dropping process (absorbed with aqueous KOH solution). The temperature was raised to reflux and stirred for 3 h. HPLC detection showed that the raw materials had basically reacted. The temperature was lowered, deionized water was added, and the mixture was filtered and dried to obtain 14 g of solid.
[0232] 14 g of the solid and 1.4 g of p-toluenesulfonic acid were dissolved in 140 ml of NMP. Under nitrogen protection, the temperature was raised to reflux and stirred for 2 h. HPLC detection showed that the raw materials had basically reacted. The temperature was lowered, deionized water was added, and the mixture was filtered and dried to obtain Intermediate 226-2 (yield: 72.0%).
[0233] Synthesis of Intermediate 226-3: The synthesis method was the same as that of Intermediate 89-2, and Intermediate 226-3 was obtained (yield: 72.8%).
[0234] Synthesis of Intermediate 226-4: The synthesis method was the same as that of Intermediate 210-1, and Intermediate 226-4 was obtained (yield: 65.4%).
[0235] Synthesis of Intermediate 226-5: The synthesis method was the same as that of Intermediate 210-2, and Intermediate 226-5 was obtained (yield: 55.9%).
[0236] Synthesis of Compound 226: The synthesis method was the same as that of Compound 1, and Compound 226 was obtained (yield: 77.8%).
[0237] Mass spectrometry: C32H39N5O2Si2, theoretical value: 581.87, measured value: 581.8. 1H-NMR (400 MHz, CDCl3) (ppm) δ = 0.20 - 0.30 (18H, s), 0.86 - 0.95 (3H, s), 1.78 - 1.89 (2H, m), 4.18 - 4.29 (2H, m), 7.35 - 7.51 (4H, m), 7.68 - 7.77 (2H, d), 8.17 - 8.22 (2H, s).
[0238] Examples of Encapsulation Adhesive Film
[0239] The preparation method of the encapsulation adhesive film includes the following steps:
[0240] The matrix material, ultraviolet light converter, photoinitiator, light stabilizer, crosslinking agent, co-crosslinking agent, antioxidant, and silane coupling agent were mixed evenly in a mixing kettle and then put into a twin-screw extruder. They were kneaded at 90 °C at a speed of 200 rpm, and then through plasticizing extrusion, stretching, traction, and winding in a casting machine, an ultraviolet light-converting encapsulation adhesive film with a thickness of 0.5 mm was obtained.
[0241] Encapsulation adhesive film Example 1:
[0242] This example provides an ultraviolet light-converting encapsulation adhesive film, which is prepared by the above-mentioned preparation method. Among them, the matrix material is 100 g of ethylene-vinyl acetate copolymer, the ultraviolet light-converting agent is 0.1 g of Compound 1, the photoinitiator is 1 g of 2-benzyl-2-dimethylamino-1-(4-morpholinophenyl) butanone, the light stabilizer is 0.1 g of bis(2,2,6,6-tetramethylpiperidin-4-yl) sebacate, the crosslinking agent is 0.5 g of 2-ethylhexyl peroxycarbonate, the co-crosslinking agent is 0.5 g of N,N′-m-phenylene bismaleimide, the antioxidant is 0.05 g of tris(nonylphenyl) phosphite, and the silane coupling agent is 0.2 g of 3-mercaptopropyltriethoxysilane.
[0243] Encapsulation adhesive film Example 2:
[0244] This example provides an ultraviolet light-converting encapsulation adhesive film, which is prepared by the same method as Encapsulation adhesive film Example 1. The difference is that:
[0245] The ultraviolet light-converting agent in this example is 0.05 g of Compound 1.
[0246] The rest are the same as those in Encapsulation adhesive film Example 1.
[0247] Encapsulation adhesive film Example 3:
[0248] This example provides an ultraviolet light-converting encapsulation adhesive film, which is prepared by the same method as Encapsulation adhesive film Example 1. The difference is that:
[0249] The ultraviolet light-converting agent in this example is 0.3 g of Compound 1.
[0250] The rest are the same as those in Encapsulation adhesive film Example 1.
[0251] Encapsulation adhesive film Example 4:
[0252] This example provides an ultraviolet light-converting encapsulation adhesive film, which is prepared by the same method as Encapsulation adhesive film Example 1. The difference is that:
[0253] The silane coupling agent in this example is 0.2 g of γ-methacryloxypropyltriisopropoxysilane (that is, 0.2 g of γ-methacryloxypropyltriisopropoxysilane is used to replace 3-mercaptopropyltriethoxysilane in Encapsulation adhesive film Example 1), and the rest are the same as those in Encapsulation adhesive film Example 1.
[0254] Encapsulation adhesive film Examples 5 - 20:
[0255] The encapsulation film Examples 5 - 20 were prepared by a method similar to that of Encapsulation Film Example 1, except that Compound 1 in Encapsulation Film Example 1 was replaced with the compounds in Table 1.
[0256] Encapsulation Film Comparative Examples 1 - 3:
[0257] The encapsulation film Comparative Examples 1 - 3 were prepared by a method similar to that of Encapsulation Film Example 1, except that the ultraviolet light converting agents in Encapsulation Film Example 1 were replaced with the following Ref1, Ref2, and Ref3, respectively.
[0258]
[0259] Test Example
[0260] Performance tests were carried out on the ultraviolet light converting encapsulation films obtained from Encapsulation Film Examples 1 - 20 and Encapsulation Film Comparative Examples 1 - 3:
[0261] The test standard for light transmittance was carried out with reference to GB / T29848 - 2018, and a specific ultraviolet - visible spectrophotometer (PerkinElmer LAMBDA 950) was used for testing; the visible light band was tested;
[0262] The test for ultraviolet light radiation resistance performance was carried out with reference to the International Electrotechnical Commission standard IEC61345. Test conditions: the surface temperature of the specimen was 60 °C, the wavelength was 280 - 400 nm, the radiation intensity was 15 KWh / m 2 , and the irradiation time was 1000 hours. Characterization method: the yellowness index (ΔYi) was tested according to GB2409 - 80 "Test Method for Plastics Yellow Index";
[0263] The photovoltaic modules containing Encapsulation Film Examples 1 - 20 and Encapsulation Film Comparative Examples 1 - 3 were tested for photovoltaic conversion efficiency. The preparation method of the photovoltaic module was as follows: the photovoltaic glass, the ultraviolet light converting encapsulation film, the cell, the ultraviolet light converting encapsulation film, and the photovoltaic backsheet were stacked neatly and placed in a laminator for lamination at 100 °C for 20 min, the lamination pressure was 60 KPa, taken out and cooled to obtain the photovoltaic module (the two ultraviolet light converting encapsulation films in the same photovoltaic module were of the same type).
[0264] Photovoltaic conversion efficiency test: A standard sunlight was emitted by a solar simulator for testing (spectrum AM1.5G, incident power 100 mW / cm 2 , temperature 25 °C).
[0265] The test results are shown in Table 1.
[0266] The calculation method of the improvement rate of photoelectric conversion in Table 1 is as follows: taking the photoelectric conversion efficiency of Comparative Example 1 of the encapsulant film as the comparison standard of 100%, the photoelectric conversion efficiencies of the remaining encapsulant films are respectively compared with it to calculate the improvement rate.
[0267] Improvement rate of photoelectric conversion % = (Photoelectric conversion efficiency of the encapsulant film in the current example - Photoelectric conversion efficiency of Comparative Example 1 of the encapsulant film) / Photoelectric conversion efficiency of Comparative Example 1 of the encapsulant film × 100%
[0268] Table 1
[0269] Example Ultraviolet light conversion agent Visible light transmittance % Improvement rate of photoelectric conversion % UV yellowing index (ΔYi) Encapsulation adhesive film Example 1 Compound 1 92.51 0.68 0.8 Encapsulation adhesive film Example 2 Compound 1 92.00 0.34 0.8 Encapsulation adhesive film Example 3 Compound 1 93.90 1.19 0.9 Encapsulation adhesive film Example 4 Compound 1 92.50 0.65 0.8 Encapsulation adhesive film Example 5 Compound 12 92.45 0.64 0.9 Encapsulation adhesive film Example 6 Compound 89 92.75 0.71 0.8 Encapsulation adhesive film Example 7 Compound 92 92.37 0.60 0.9 Encapsulation adhesive film Example 8 Compound 95 92.64 0.69 0.8 Encapsulation adhesive film Example 9 Compound 97 92.90 0.75 0.9 Encapsulation adhesive film Example 10 Compound 156 92.82 0.74 0.8 Encapsulation adhesive film Example 11 Compound 197 92.27 0.58 0.7 Encapsulation adhesive film Example 12 Compound 210 94.41 1.01 0.6 Encapsulation adhesive film Example 13 Compound 213 94.38 0.97 0.8 Encapsulation adhesive film Example 14 Compound 214 93.16 0.89 0.7 Encapsulation adhesive film Example 15 Compound 218 93.37 0.93 0.6 Encapsulation adhesive film Example 16 Compound 219 93.25 0.92 0.6 Encapsulation adhesive film Example 17 Compound 220 93.59 0.95 0.7 Encapsulation adhesive film Example 18 Compound 221 93.88 0.97 0.7 Encapsulation adhesive film Example 19 Compound 222 92.97 0.82 0.8 Encapsulation adhesive film Example 20 Compound 226 93.04 0.87 0.6 Encapsulation adhesive film Comparative Example 1 Ref1 89.02 -- 3.0 Encapsulation adhesive film Comparative Example 2 Ref2 89.34 0.32 1.8 Encapsulation adhesive film Comparative Example 3 Ref3 89.53 0.41 1.9
[0270] From the above results, it can be seen that when the organic compound provided by the present invention is added to the film, especially when it is used as an ultraviolet light conversion encapsulant film in a solar cell module, it has the advantage of high visible light transmittance. It can absorb ultraviolet light well and convert ultraviolet light into visible light, thereby significantly improving the light conversion efficiency and weather resistance of the solar photovoltaic module.
[0271] The preferred embodiments of the present invention have been described in detail above. However, the present invention is not limited thereto. Within the scope of the technical concept of the present invention, various simple modifications can be made to the technical solutions of the present invention, including any other suitable combination of each technical feature. These simple modifications and combinations should also be regarded as the content disclosed by the present invention and fall within the protection scope of the present invention.
Claims
1. An organic compound containing a benzo five-membered heterocyclic structure and a silicon group, characterized in that, the organic compound has the structure shown in formula (I): Wherein, in formula (I), X 1 is -N-R 1 , O or S; X 2 is N or C; each n is the same or different and is independently selected from integers of 0-6; each X is the same or different and is independently a linking group provided by acetylene leaving 2 H atoms, or a linking group provided by an O atom, and each m is independently 0 or 1; R 1 selected from C 1-12 alkyl, C alkyl substituted by at least one group in combination A 2-12 alkyl, phenyl, phenyl substituted by at least one group in combination A, biphenyl, biphenyl substituted by at least one group in combination A, pyridyl, pyridyl substituted by at least one group in combination A, C 3-12 cycloalkyl, C cycloalkyl substituted by at least one group in combination A 3-12 cycloalkyl of any one of them; or R 1 does not exist; R 2 selected from C 1-12 alkyl, C alkyl substituted by at least one group in combination A 2-12 alkyl, C 1-12 alkoxy, C alkoxy substituted by at least one group in combination A 2-12 alkoxy, phenyl, phenyl substituted by at least one group in combination A, biphenyl, naphthyl, anthracenyl, phenanthryl, dibenzofuranyl, fluorenyl substituted by at least one group in combination A, C 3-12 any one of cycloalkyl; L 1 and L 2 are the same or different, each independently present or absent, and optionally present L 1 and L 2 each independently selected from at least one group containing or not containing at least one group in combination A and containing or not containing heteroatoms of type A and C 3-30 a linking group provided by removing two H atoms from at least one substance selected from aromatic compounds; the heteroatoms of type A are selected from at least one of N, O, and S; Each R 3 is the same or different and is independently selected from C 1-12 alkyl, C alkyl substituted by at least one group in combination A 2-12 alkoxy, C alkoxy substituted by at least one group in combination A 1-12 phenyl, phenyl substituted by at least one group in combination A, C 1-12 alkenyl; or two adjacent R 2-12 groups together cyclize to form a silafluorene structure; 3 The combination A consists of C 1-6 alkyl groups of, C 1-6 alkoxy groups of, C 3-8 cycloalkyl groups of, -OC(O)-R 11 , phenyl, C 2-6 alkenyl groups of, -phenylene-Si(CH 3 ) 3 , -Si(CH 3 ) 3 , -O-glycidyl; R 11 Selected from C 1-12 alkyl, C 2-6 any one of alkenyls.
2. The organic compound according to claim 1, characterized in that, in formula (I), X 1 is -N-R 1 , O or S; X 2 is N or C; each n is the same or different and is independently 0, 1, 2 or 3; each X is the same or different and is independently a linking group provided by acetylene leaving 2 H atoms, or a linking group provided by an O atom, and each m is independently 0 or 1; R 1 is selected from C 1-12 alkyl, C alkyl substituted by at least one group in combination A 2-12 alkyl, phenyl, phenyl substituted by at least one group in combination A, biphenyl, pyridyl, C 3-12 cycloalkyl of ; or R 1 does not exist; R 2 An alkyl group selected from C 1-12 alkyl group, C alkyl group substituted by at least one group in combination A 2-12 alkoxy group, phenyl group, phenyl group substituted by at least one group in combination A, biphenyl group, naphthyl group, anthracenyl group, phenanthryl group, dibenzofuranyl group, fluorenyl group substituted by at least one group in combination A, C 1-12 any one of cycloalkyl groups; 3-12 L 1 and L 2 are the same or different, each independently present or absent, and optionally present L 1 and L 2 each independently is selected from at least one substance leaving two H atoms provided by benzene, benzene containing at least one group in combination A, biphenyl, biphenyl containing at least one group in combination A, naphthalene, anthracene, phenanthrene, pyridine, pyrimidine, quinoline, isoquinoline, quinazoline, quinoxaline, furan, thiophene, pyrrole, pyrrole containing at least one group in combination A, indole, indole containing at least one group in combination A, benzimidazole, benzimidazole containing at least one group in combination A, benzoxazole, benzoxazole containing at least one group in combination A, benzothiazole, benzothiazole containing at least one group in combination A, benzotriazole, fluorene containing at least one group in combination A, dibenzofuran, dibenzothiophene, carbazole containing at least one group in combination A, pyrene, perylene; Each R 3 is the same or different and is independently selected from C 1-12 alkyl, C alkyl substituted by at least one group in combination A 2-12 alkyl, C 1-12 alkoxy, C alkoxy substituted by at least one group in combination A 1-12 alkoxy, phenyl, phenyl substituted by at least one group in combination A, C 2-12 any one of alkenyl; or two adjacent R 3 groups together cyclize to form a silafluorene structure; The combination A consists of C 1-6 alkyl groups of, C 1-6 alkoxy groups of, C 3-8 cycloalkyl groups of, -OC(O)-R 11 , phenyl groups, C 2-6 alkenyl groups of, -phenylene-Si(CH 3 ) 3 , -Si(CH 3 ) 3 , and -O-glycidyl; R 11 selected from any one of alkyl groups of C 1-12 and alkenyl groups of C 2-6 ; Preferably, in formula (I), X 1 is -N-R 1 , O or S; X 2 is N or C; each n is the same and is 0 or 1; each X is the same and is a linking group provided by acetylene leaving 2 H atoms, or a linking group provided by an O atom, and each m is the same and is 0 or 1; R 1 is selected from C 1-8 alkyl, C alkyl substituted by at least one group in combination A 2-12 alkyl, phenyl, phenyl substituted by at least one group in combination A, biphenyl, pyridyl, C 3-10 cycloalkyl of any one; or R 1 does not exist; R 2 An alkyl group selected from C 1-8 alkyl group substituted by at least one group in combination A, C 2-12 alkyl group, C 1-8 alkoxy group, phenyl group, phenyl group substituted by at least one group in combination A, biphenyl group, naphthyl group, anthracenyl group, phenanthryl group, dibenzofuranyl group, fluorenyl group substituted by at least one group in combination A, C 3-10 any one of cycloalkyl groups; L 1 and L 2 are the same or different, each independently present or absent, and optionally present L 1 and L 2 each independently is selected from the group consisting of benzene, benzene containing at least one group in combination A, biphenyl, biphenyl containing at least one group in combination A, naphthalene, anthracene, phenanthrene, pyridine, pyrimidine, quinoline, isoquinoline, quinazoline, quinoxaline, furan, thiophene, pyrrole, pyrrole containing at least one group in combination A, indole, indole containing at least one group in combination A, benzimidazole, benzimidazole containing at least one group in combination A, benzoxazole, benzoxazole containing at least one group in combination A, benzothiazole, benzothiazole containing at least one group in combination A, benzotriazole, fluorene containing at least one group in combination A, dibenzofuran, dibenzothiophene, carbazole containing at least one group in combination A, pyrene, perylene; a linking group provided by removing two H atoms from at least one of the substances Each R 3 is the same or different and is independently selected from C 1-12 alkyl, C 2-12 alkyl substituted by at least one group in combination A, C 1-8 alkoxy, C 2-12 alkoxy substituted by at least one group in combination A, phenyl, phenyl substituted by at least one group in combination A, C 2-12 any one of alkenyl; or two adjacent R 3 groups together cyclize to form a silafluorene structure; The combination A consists of C 1-6 alkyl groups, C 1-6 alkoxy groups, C 3-8 cycloalkyl groups, -OC(O)-R 11 , phenyl groups, C 2-6 alkenyl groups, -phenylene-Si(CH 3 ) 3 , -Si(CH 3 ) 3 , and -O-glycidyl; R 11 selected from any one of alkyl groups of C 1-8 and alkenyl groups of C 2-6 .
3. The organic compound according to claim 1 or 2, characterized in that, in formula (I), X 1 is -N-R 1 , O or S; X 2 is N or C; each n is the same and is 0 or 1; each X is the same and is a linking group provided by acetylene leaving 2 H atoms, or a linking group provided by an O atom, and each m is the same and is 0 or 1; R 1 is selected from C 1-8 alkyl, C alkyl substituted by at least one group in combination A 2-12 , phenyl, phenyl substituted by at least one group in combination A, biphenyl, pyridyl, C 3-10 cycloalkyl; or R 1 does not exist; R 2 selected from C 1-8 alkyl groups, C alkyl groups substituted by at least one group in combination A 2-12 alkyl groups, C 1-8 alkoxy groups, phenyl groups, phenyl groups substituted by at least one group in combination A, biphenyl groups, naphthyl groups, anthracenyl groups, phenanthryl groups, dibenzofuranyl groups, fluorenyl groups substituted by at least one group in combination A, C 3-10 any one of cycloalkyl groups; L 1 is the same as L 2 L 1 and L 2 either exists or does not exist, and optionally the existing L 1 and L 2 is a linking group provided by removing two H atoms from benzene and / or biphenyl; Each R 3 is the same or different and is independently selected from C 1-12 alkyl, C alkyl substituted by at least one group in combination A 2-12 alkoxy, C alkoxy substituted by at least one group in combination A 1-8 phenyl, phenyl substituted by at least one group in combination A, C 2-12 alkenyl; or two adjacent R 2-12 groups together cyclize to form a silafluorene structure; 3 The combination A consists of C 1-6 alkyl groups of 1-6 alkoxy groups of 3-8 cycloalkyl groups of, -OC(O)-R 11 , phenyl groups, C 2-6 alkenyl groups of, -phenylene-Si(CH 3 ) 3 , -Si(CH 3 ) 3 , and -O-glycidyl; R 11 selected from alkyl of C 1-8 , alkenyl of C 2-6 ; any one of them Preferably, the organic compound shown in formula (I) is selected from any one of the following:
4. The organic compound according to claim 1 or 2, characterized in that, in formula (I), X 1 is -N-R 1 ; X 2 is N or C; each n is the same and is 0 or 1; each X is the same and is a linking group provided by acetylene leaving 2 H atoms, or a linking group provided by an O atom, and each m is the same and is 0 or 1; R 1 is selected from C 1-8 alkyl, C alkyl substituted by at least one group in combination A 2-12 alkyl, phenyl, phenyl substituted by at least one group in combination A, biphenyl, pyridyl, C 3-10 cycloalkyl of; or R 1 does not exist; R 2 An alkyl group selected from C 1-8 An alkyl group of C substituted by at least one group in combination A 2-12 An alkyl group of C 1-8 An alkoxy group of C, a phenyl group, a phenyl group substituted by at least one group in combination A, a biphenyl group, a naphthyl group, an anthracenyl group, a phenanthryl group, a dibenzofuranyl group, a fluorene group substituted by at least one group in combination A, a cycloalkyl group of C 3-10 Any one of them; L 1 is the same as L 2 and L 1 exist or not, and optionally the existing L 2 and L 1 and L 2 is a linking group provided by removing two H atoms from at least one substance selected from benzene, benzene containing at least one group in combination A, biphenyl, biphenyl containing at least one group in combination A, naphthalene, anthracene, phenanthrene, pyridine, pyrimidine, quinoline, isoquinoline, quinazoline, quinoxaline, furan, thiophene, pyrrole, pyrrole containing at least one group in combination A, indole, indole containing at least one group in combination A, benzimidazole, benzimidazole containing at least one group in combination A, benzoxazole, benzoxazole containing at least one group in combination A, benzothiazole, benzothiazole containing at least one group in combination A, benzotriazole; Each R 3 is the same or different and is independently selected from C 1-12 alkyl groups, C 2-12 alkyl groups substituted by at least one group in combination A, C 1-8 alkoxy groups, C 2-12 alkoxy groups substituted by at least one group in combination A, phenyl, phenyl substituted by at least one group in combination A, C 2-12 any one of alkenyl groups; or two adjacent R 3 groups together cyclize to form a silafluorene structure; The combination A consists of C 1-6 alkyl groups of, C 1-6 alkoxy groups of, C 3-8 cycloalkyl groups of, -OC(O)-R 11 , phenyl groups, C 2-6 alkenyl groups of, -phenylene-Si(CH 3 ) 3 , -Si(CH 3 ) 3 , and -O-glycidyl; R 11 Selected from C 1-8 alkyl, C 2-6 any one of alkenyl; Preferably, the organic compound shown in formula (I) is selected from any one of the following:
5. The organic compound according to claim 1 or 2, characterized in that, in formula (I), X 1 is -N-R 1 ; X 2 is N; each n is the same and is 0 or 1; each X is the same and is a linking group provided by acetylene leaving 2 H atoms, or a linking group provided by an O atom, and each m is the same and is 0 or 1; R 1 An alkyl group selected from C 1-8 alkyl group, a phenyl group substituted by at least one group in combination A, a biphenyl group, a pyridyl group, a C 2-12 cycloalkyl group; or R 3-10 is absent; 1 R 2 An alkyl group selected from C 1-8 , an alkyl group of C substituted by at least one group in combination A 2-12 , an alkyl group of C 1-8 , an alkoxy group of C, phenyl, phenyl substituted by at least one group in combination A, biphenyl, naphthyl, anthracenyl, phenanthryl, dibenzofuranyl, fluorenyl substituted by at least one group in combination A, a cycloalkyl group of C 3-10 ; any one of them L 1 and L 2 is the same, L 1 and L 2 is present or absent, and optionally present L 1 and L 2 is a linking group provided by removing two H atoms from at least one substance selected from benzene, benzene containing at least one group in combination A, biphenyl, biphenyl containing at least one group in combination A, naphthalene, anthracene, phenanthrene, pyridine, pyrimidine, quinoline, isoquinoline, quinazoline, quinoxaline, furan, thiophene, pyrrole, pyrrole containing at least one group in combination A, indole, indole containing at least one group in combination A, benzimidazole, benzimidazole containing at least one group in combination A, benzoxazole, benzoxazole containing at least one group in combination A, benzothiazole, benzothiazole containing at least one group in combination A, benzotriazole; Each R 3 is the same or different and is independently selected from C 1-12 alkyl groups, C 2-12 alkyl groups substituted by at least one group in combination A, C 1-8 alkoxy groups, C 2-12 alkoxy groups substituted by at least one group in combination A, phenyl, phenyl substituted by at least one group in combination A, C 2-12 any one of alkenyl groups; or two adjacent R 3 groups together cyclize to form a silafluorene structure; The combination A consists of C 1-6 alkyl groups of 1-6 alkoxy groups of 3-8 cycloalkyl groups of, -OC(O)-R 11 , phenyl groups, C 2-6 alkenyl groups of, -phenylene-Si(CH 3 ) 3 , -Si(CH 3 ) 3 , and -O-glycidyl; R 11 selected from alkyl of C 1-8 , alkenyl of C 2-6 ; any one of them Preferably, the organic compound shown in formula (I) is selected from any one of the following:
6. The organic compound according to claim 1 or 2, characterized in that, the organic compound shown in formula (I) is selected from any one of the following:
7. Use of the organic compound containing a benzo five-membered heterocyclic structure and a silicon group according to any one of claims 1-6 in a glue film; Preferably, the glue film is an encapsulation glue film; Preferably, the glue film is a light conversion encapsulation glue film; Preferably, the glue film is an ultraviolet light conversion encapsulation glue film.
8. A composition for an ultraviolet light conversion encapsulation glue film, characterized in that, the composition contains a light conversion agent, and the light conversion agent contains the organic compound containing a benzo five-membered heterocyclic structure and a silicon group according to any one of claims 1-6; Preferably, the composition further contains a matrix material and at least one auxiliary agent selected from photoinitiators, light stabilizers, crosslinking agents, co-crosslinking agents, antioxidants, and silane coupling agents; relative to 100 parts by weight of the matrix material, the content of the light conversion agent is 0.005 - 2 parts, the content of the photoinitiator is 0 - 2 parts by weight, the content of the light stabilizer is 0.1 - 1 part, the content of the crosslinking agent is 0 - 3 parts, the content of the co-crosslinking agent is 0 - 2 parts, the content of the antioxidant is 0.05 - 1 part, and the content of the silane coupling agent is 0.2 - 1 part; More preferably, relative to 100 parts by weight of the matrix material, the content of the light conversion agent is 0.01 - 1 part, the content of the photoinitiator is 0.1 - 2 parts by weight, the content of the light stabilizer is 0.1 - 1 part, the content of the crosslinking agent is 0.1 - 3 parts, the content of the co-crosslinking agent is 0.1 - 2 parts, the content of the antioxidant is 0.05 - 1 part, and the content of the silane coupling agent is 0.2 - 1 part; Preferably, the matrix material is an ethylene copolymer; Preferably, the matrix material is selected from at least one of ethylene-vinyl acetate copolymer, ethylene-butene copolymer, ethylene-octene copolymer, ethylene-methyl acrylate copolymer, ethylene-ethyl acrylate copolymer, ethylene-vinyl acetate-based terpolymer, ethylene-methyl acrylate-based terpolymer, ethylene-ethyl acrylate-based terpolymer, ethylene-methyl methacrylate-based terpolymer, ethylene-ethyl methacrylate-based terpolymer, and ethylene-α-olefin copolymer; Preferably, the matrix material is ethylene-vinyl acetate copolymer; Preferably, the matrix material is ethylene-vinyl acetate copolymer, and the content of vinyl acetate structural units in the ethylene-vinyl acetate copolymer is 25 - 35 wt%, the melt index of the ethylene-vinyl acetate copolymer is 0.1 - 40 g / min, the melting point is 40 - 90 °C, and the light transmittance is ≥90%; 9. A method for preparing an ultraviolet light-converting encapsulation film, characterized in that, this method is carried out using the components in the composition for ultraviolet light-converting encapsulation film according to claim 8, including: Mixing and molding the material I containing the components in the composition in sequence to obtain the ultraviolet light-converting encapsulation film; Preferably, the conditions for mixing include: the mixing temperature is 70 °C - 120 °C; the mixing time is 10 min - 40 min; the stirring speed is 100 rpm - 300 rpm.
10. An ultraviolet light-converting encapsulation film obtained by the method for preparing an ultraviolet light-converting encapsulation film according to claim 9; Preferably, the thickness of the ultraviolet light-converting encapsulation film is 0.3 mm - 0.8 mm.
11. Application of the ultraviolet light-converting encapsulation film according to claim 10 in a photovoltaic device.
12. A photovoltaic module, characterized in that, this photovoltaic module contains a photovoltaic glass, an encapsulation film layer I, a battery cell, an encapsulation film layer II, and a photovoltaic backsheet which are stacked in sequence, The materials for forming the encapsulation adhesive film layer I and the encapsulation adhesive film layer II are each independently selected from at least one of the ultraviolet light conversion encapsulation adhesive films described in claim 10.
13. A method for manufacturing the photovoltaic module according to claim 12, characterized in that the method comprises: (1) sequentially stacking and placing a photovoltaic glass, an encapsulation adhesive film I, a cell, an encapsulation adhesive film II, and a photovoltaic backsheet to obtain an intermediate I; (2) subjecting the intermediate I to a hot pressing treatment to obtain the photovoltaic module; the encapsulation adhesive film I and the encapsulation adhesive film II are each independently selected from at least one of the ultraviolet light conversion encapsulation adhesive films described in claim 10; preferably, in step (2), the conditions of the hot pressing treatment include: a heating temperature of 80 - 170 °C, a pressing pressure of 40 KPa - 70 KPa, and a pressing time of 15 - 30 min.