Bird safety glass film, preparation method and bird safety glass components

A mesh-structured liquid polysiloxane film, prepared using silicon-containing monomers with a conjugated π-electron architecture, absorbs ultraviolet light, solving the problem of birds being unable to recognize glass and thus reducing bird collisions and deaths, while maintaining the building's aesthetics and the film's stability.

CN116001388BActive Publication Date: 2025-10-31ZHEJIANG JINGYI NEW MATERIAL TECH CO LTD
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Patent Information

Application Number
CN202211723049.0
Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
Filing Date
2022-12-30
Publication Date
2025-10-31
Estimated Expiration
2042-12-30

AI Technical Summary

Technical Problem

Existing technologies are insufficient to effectively reduce bird collisions with glass, especially since the transparency and reflective properties of glass make it difficult for birds to see, leading to the deaths of many birds. At the same time, existing solutions are either aesthetically unappealing or have limited effectiveness.

Method used

A transparent safety window film for birds was prepared by using a specific type of silicon-containing monomer with a conjugated π electron system structure to form a network structure through cross-linking and curing. This film absorbs ultraviolet rays from sunlight while remaining transparent to visible light.

Benefits of technology

It significantly reduces bird collisions with glass, maintains the aesthetics of buildings, extends the stability of the film, and is suitable for large-scale promotion.

✦ Generated by Eureka AI based on patent content.

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Abstract

This invention provides a bird safety glass film, its preparation method, and a bird safety glass assembly. By introducing specific types of silicon-containing monomers with a conjugated π-electron structure, liquid polysiloxane is prepared. Then, through cross-linking and curing, solid siloxane polymers are obtained from the liquid polysiloxane, forming a transparent macromolecular polymer film with a network structure. This film absorbs ultraviolet rays from sunlight while keeping visible light unaffected, thus achieving a visual effect that is visible to birds but transparent to humans. The network macromolecular structure results in a more uniform distribution of functional monomers and a more stable chemical state of functional groups, significantly improving the stability of the film or glass assembly and extending its service life, making it suitable for large-scale application.
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Description

Technical Field

[0001] This invention relates to a glass film for preventing or minimizing bird deaths from collisions with window glass, and particularly to a bird safety glass film, its preparation method, and a bird safety glass assembly. Background Technology

[0002] Bird deaths from collisions with window glass are one of the biggest threats to bird populations after habitat destruction. Due to the reflective and transparent nature of glass, birds often don't perceive it as an obstacle, leading to frequent collisions. Millions of birds die each year from these collisions with glass on buildings.

[0003] Nearly 300 species have been reported as victims of glass collisions, including hummingbirds, woodpeckers, kingfishers, and birds of prey. The U.S. Fish and Wildlife Service estimates that nearly one billion birds die annually in the U.S. and Europe from accidental collisions with glass facades. It is foreseeable that these bird deaths will continue to rise as the technology and quantity of glass used in construction increase.

[0004] Reducing bird strikes on glass can be achieved in several ways. Common methods include generating visual signals to alert birds to the presence of glass. Known techniques include the use of glazes, meshes, grids, or grilles, but these are difficult to implement on a large scale due to their lack of aesthetic appeal. Furthermore, recent research suggests that using ultraviolet (UV) reflective patterns on glass can help birds detect its presence.

[0005] Many bird families possess four types of cone cells, each with a unique maximum absorption peak. The cone cells responsible for the shortest wavelengths have their maximum absorption peaks extending into the UV range, making them sensitive to UV. Consequently, many birds can see the UV spectrum, particularly in the 300 to 400 nm range, which is largely invisible to humans.

[0006] Ornilux is a registered trademark for coated glass with UV-reflective patterns used to prevent bird strikes. This glass has a UV-patterned coating that is visible to birds but essentially invisible to the human eye. However, a drawback of this type of window glass is that it relies solely on the UV-reflective coating, and it is claimed that the UV pattern needs to have high contrast to effectively deter bird strikes.

[0007] CN 107846871B discloses a bird safety window glass, on which a UV-reflective TiO2 coating is deposited on a substrate in a patterned arrangement of multiple stripes, and each of the multiple stripes has a thickness that varies by 10 nm or less in width per 1 mm.

[0008] CN 107429538A discloses a window designed to prevent or reduce bird collisions. In one embodiment, the window includes an insulating glass window unit having first and second glass substrates spaced apart from each other, wherein at least one of the substrates is supported by an ultraviolet-reflective coating for reflecting ultraviolet radiation, the main materials being titanium oxide and silicon oxide.

[0009] CN 114479693A discloses a bird-strike-resistant optical flexible film, which sequentially comprises: a protective layer, a reflective layer, a substrate layer, an adhesive layer, and a release layer, wherein the reflective layer comprises a polymerizable liquid crystal material.

[0010] This invention utilizes specific types of silicon-containing monomers with a conjugated π-electron structure to prepare liquid polysiloxanes. Through cross-linking and curing, solid siloxane polymers are then prepared from the liquid polysiloxanes, forming a macromolecular polymer transparent film with a network structure. This film effectively absorbs ultraviolet rays from sunlight while maintaining unaffected visible light, achieving a visual effect that is visible to birds but transparent to humans. The network macromolecular structure results in a more uniform distribution of functional monomers and a more stable chemical state of functional groups, significantly improving the stability of the film or glass assembly and extending its service life. Simultaneously, the material's processing performance is also improved, meeting practical application requirements. Summary of the Invention

[0011] In a first aspect, the present invention provides a transparent bird safety window film that can absorb ultraviolet rays in sunlight while keeping visible light unaffected, thereby achieving a visual effect that is visible to birds but transparent to humans, reducing or minimizing bird collisions and deaths, while maintaining the aesthetics of the building.

[0012] The bird safety window transparent film is obtained by copolymerization of monomers containing the following units:

[0013] (a) Silicon-containing non-crosslinked monomers, provided in the form of silicon-containing non-crosslinked monomers and / or oligomers thereof.

[0014] (b) Silicon-containing crosslinkable monomers, and

[0015] (c) A silicon-containing monomer with a conjugated π-electron system structure, with the following structural formula:

[0016] R-(CH2) n -SiR 1 x R 2 y Formula (A)

[0017] in,

[0018] R 1 It is a hydroxyl group or a group that can generate a hydroxyl group after hydrolysis, such as -Cl or C1-C3 alkoxy groups, especially R.1 Selected from -OH, -Cl, -OCH3, -OCH2CH3, -OCH(CH3)2, -OCH2CH2OCH3, -OC(=O)-CH3, especially selected from -OH, -Cl, -OCH3 and -OCH2CH3.

[0019] R 2 It is a C1-C3 alkyl group, especially methyl or ethyl.

[0020] x and y are integers from 0 to 3, and x + y = 3, preferably x is 2 or 3.

[0021] n is an integer from 0 to 10, preferably n is 0, 1, 2 or 3, more preferably 2 or 3.

[0022] R is a group having a conjugated π-electron structure and contains at least one of an ortho-hydroxyphenyl substituent, a nitrogen-containing heterocyclic substituent, or a carbonylbenzene ring substituent, which may be further optionally substituted.

[0023] Further, the oligomer of the silicon-containing non-crosslinked monomer (a) is silicone oil; and / or

[0024] The silicon-containing crosslinkable monomer in (b) is derived from compound (B):

[0025] Q-(CH2) m -Si(R n X 3-n Formula (B);

[0026] in,

[0027] Q is an acrylate polymerizable group;

[0028] R is an alkyl group;

[0029] X is a hydroxyl group, or a group that can generate a hydroxyl group after hydrolysis.

[0030] m is a positive integer; n is 0, 1 or 2.

[0031] Further, the oligomer of the silicon-containing non-crosslinked monomer (a) is at least one of hydroxyl-terminated silicone oil and methoxyl-terminated silicone oil; and / or

[0032] The silicon-containing crosslinkable monomer in (b) is derived from compound (C):

[0033] Q-(CH2) m -Si(R n X 3-n Formula (C);

[0034] in,

[0035] Q is methacryloyloxy or acryloyloxy;

[0036] R is a C1-C4 alkyl group;

[0037] X is at least one of -OH, -Cl, -OCH3, -OCH2CH3, -OCH(CH3)2, -OCH2CH2OCH3, and -OC(=O)-CH3;

[0038] m is an integer from 1 to 10, and n is 0 or 1.

[0039] A second aspect of the present invention provides a method for preparing the above-mentioned transparent safety window film for birds, comprising the following steps:

[0040] 1) Add (a) silicon-containing non-crosslinked monomer and organic solvent to the reaction vessel, heat the reactor until the reaction liquid is refluxed, and add organotin catalyst;

[0041] 2) Add (b) a silicon-containing crosslinkable monomer and (c) a silicon-containing monomer with a conjugated π-electron structure to the reactor in 1), react under reflux for a specific time, then add a reaction terminator; terminate the reaction for a specific time, and cool the reaction solution to room temperature;

[0042] 3) Add methanol and ethanol to the cooled reaction solution from step 2) and stir. After standing for several hours, the mixture will separate into layers. Remove the lower layer and then remove low-boiling-point substances by vacuum distillation to obtain liquid polysiloxane.

[0043] 4) The liquid polysiloxane obtained in 3) is coated onto a transparent plastic substrate to form a film, crosslinked and cured, thus obtaining a transparent bird safety window film.

[0044] Furthermore, the organic solvent used is at least one of hexane, heptane, octane, and toluene.

[0045] Furthermore, the catalyst used is at least one of stannous 2-ethylhexanoate, stannous octanoate, dibutyltin dilaurate, dibutyltin diacetate, and dioctyltin dilaurate.

[0046] Furthermore, the film is a solid siloxane polymer film formed by cross-linking and curing liquid polysiloxane.

[0047] Furthermore, the crosslinking and curing occurs under thermocatalytic or irradiation-catalyzed conditions, preferably by adding a photoinitiator to the liquid polysiloxane to induce a polymerization reaction through irradiation.

[0048] Furthermore, the photoinitiator is selected from at least one of 184, ITX, 819, 1173, BDK, BP, TPO, 369, and 907.

[0049] Further, the amount of photoinitiator is preferably 0.05% to 1% of the liquid polysiloxane, more preferably 0.1% to 0.6%, and even more preferably 0.2% to 0.5% (by mass). Further, the transparent plastic substrate is not particularly limited and can be selected from commonly used films in the art such as PET film, PP film, and PE film.

[0050] In a third aspect, the present invention provides a bird safety window glass. The above-mentioned liquid polysiloxane is coated onto a transparent glass substrate to form a film, which is then cross-linked and cured to obtain glass containing a transparent film of solid siloxane polymer, thus obtaining the bird safety window glass.

[0051] Furthermore, an adhesive layer is provided between the solid siloxane polymer transparent film and the glass, and the adhesive layer material includes at least one of epoxy resin, polyurethane, polyimide resin, polystyrene resin, acrylic resin, modified acrylic resin and organosilicon resin.

[0052] Furthermore, the glass substrate is not particularly limited and is selected from at least one of inorganic glass and organic glass.

[0053] Furthermore, there are no special restrictions on the method of coating the liquid polysiloxane onto the transparent substrate; it can be selected from conventional methods in the art such as spraying, spin coating, blade coating, slot printing, and gravure printing.

[0054] A fourth aspect of the present invention provides a bird safety window glass assembly. The assembly includes the aforementioned bird safety transparent film, which can be laminated between two panes of glass or applied to the surface of a single pane of glass. It can be used in single or multiple layers and can be prepared with various patterns.

[0055] Furthermore, an adhesive layer is provided between the transparent film and the glass;

[0056] Furthermore, the adhesive layer material is at least one of EVA film, TPU film, and PVB film.

[0057] Furthermore, the glass substrate is not particularly limited and is selected from at least one of inorganic glass and organic glass.

[0058] Furthermore, there are no special restrictions on the method of laminating the bird safety window glass assembly between the two pieces of glass; any conventional lamination method in the art is acceptable, such as lamination in a laminator, or lamination in an autoclave or lamination box / furnace.

[0059] A specific type of silicon-containing monomer with a conjugated π-electron structure, and containing at least one of the following: an ortho-hydroxyphenyl substituent, a nitrogen-containing heterocyclic substituent, or a carbonylbenzene ring substituent, undergoes polymerization with other silicon-containing non-crosslinkable and crosslinkable monomers to generate liquid polysiloxane. This is then crosslinked and cured via thermocatalysis or photocatalysis to form a network of macromolecular solid film. This film is applied to the glass surface or laminated between two pieces of glass, and can be used in single or multiple layers. Various patterns can also be prepared, significantly absorbing ultraviolet rays from sunlight while keeping visible light unaffected. This achieves a visual effect that is visible to birds but still transparent to humans, minimizing the possibility of bird strikes, maintaining the aesthetics of the building, extending the stability of the glass film, and making it suitable for large-scale promotion. Attached Figure Description

[0060] Figure 1 Ultraviolet absorption spectrum of the bird safety transparent film product obtained in Example 11

[0061] Figure 2 Ultraviolet absorption spectrum of the bird safety transparent film product obtained in Example 20 Detailed Implementation

[0062] the term

[0063] In this invention, the following terms have the meanings defined below.

[0064] Crosslinking:

[0065] Crosslinking refers to the polymerization reaction of active groups on the side chains of unit monomers in liquid polysiloxanes. These side chains are structures covalently linked to silicon atoms, excluding silanol groups and groups capable of forming silanol groups. In this text, crosslinking is sometimes also referred to as crosslinking curing or curing, which occurs under thermocatalytic or irradiation-catalytic conditions, such as adding a photoinitiator to liquid polysiloxanes to induce polymerization through irradiation. Silicon-containing non-crosslinked monomers:

[0066] The monomer unit (a) that forms liquid polysiloxane has side chains that do not participate in crosslinking reactions. The side chains refer to structures covalently connected to silicon atoms, excluding silanol groups and groups that can form silanol groups.

[0067] Silicon-containing crosslinkable monomers:

[0068] The monomer unit (b) that forms liquid polysiloxane has active groups on its side chains that can participate in crosslinking reactions. The side chains refer to structures covalently connected to silicon atoms, excluding silanol groups and groups that can form silanol groups.

[0069] Silicon monomers with a conjugated π-electron architecture:

[0070] The monomer unit (c) forming the liquid polysiloxane has a side chain containing a group having a conjugated π-electron structure, and at least one of an ortho-hydroxyphenyl substituent, a nitrogen-containing heterocyclic substituent, or a carbonylbenzene ring substituent, wherein the side chain refers to a structure covalently connected to a silicon atom, other than silanol groups and groups that can form silanol groups.

[0071] Silicone oil:

[0072] Linear siloxane polymers that remain in a liquid state at room temperature.

[0073] Acrylic ester polymeric groups:

[0074] It refers to a group containing methacryloyloxy or acryloyloxy.

[0075] alkyl:

[0076] This refers to a saturated aliphatic hydrocarbon group with a specified number of carbon atoms, either branched or straight-chain. For example, "C1-C3 alkyl" indicates an alkyl group having 1 to 3 carbon atoms. Examples of alkyl groups include, but are not limited to, methyl (Me), ethyl (Et), propyl (e.g., n-propyl and isopropyl), butyl (e.g., n-butyl, isobutyl, tert-butyl), and pentyl (e.g., n-pentyl, isopentyl, neopentyl).

[0077] This invention provides a transparent bird safety window film that absorbs ultraviolet rays from sunlight while keeping visible light unaffected, thus achieving a visual effect that is visible to birds but transparent to humans, preventing or minimizing bird strikes and deaths. This invention utilizes a unit (c) containing the following structural formula (A): a silicon-containing monomer with a conjugated π-electron system, and containing at least one of an ortho-hydroxyphenyl substituent, a nitrogen-containing heterocyclic substituent, or a carbonylbenzene ring substituent. This effectively achieves a higher ultraviolet absorption rate compared to materials without unit (c), thereby reducing the likelihood of bird strikes.

[0078] R-(CH2) n -SiR 1 x R 2 y Formula (A)

[0079] Meanwhile, the photostability of macromolecular polymers with special network cross-linked structures is significantly enhanced.

[0080] To better illustrate the present invention, the following specific embodiments, ultraviolet absorption test, and photoaging test embodiments are provided.

[0081] Example 1: Preparation of Liquid Polysiloxane

[0082] Add (a) a silicon-containing non-crosslinked oligomer: 54 g of hydroxyl-terminated dimethyldiphenyl polysiloxane and 190 mL of n-heptane to a 500 mL three-necked round-bottom glass flask. Connect a water separator to a condenser on one side of the flask, install a mechanical stirrer in the middle, and place a thermometer on the other side. Heat the reaction mixture in the flask to reflux for 30 min, then add a solution of 0.13 g of stannous octoate dissolved in 10 mL of n-heptane. Then add dropwise a mixture of (b) a silicon-containing crosslinkable monomer: 3 g of hydrolyzed 3-acryloyloxypropylmethyldimethoxysilane, and (c) a silicon-containing monomer with a conjugated π-electron structure: 2.0 g of hydrolyzed 2-hydroxy-4-(3-triethoxysilylpropoxy)benzophenone over approximately 5 minutes. React under reflux for 2 hours, then immediately add 30 mL of trimethylmethoxysilane as a reaction terminator; terminate the reaction by 2 hours, then rapidly cool to room temperature. 50 mL of ethanol and the cooled reaction solution were mixed and stirred in a 1 L beaker. The reaction flask was then rinsed with 30 mL of heptane, and the rinse water was poured into the beaker. After thorough mixing, 200 mL of methanol was added and the mixture was stirred for 15 min. The resulting mixture was poured into a 1 L separatory funnel and allowed to stand for several hours until separation occurred. The lower layer was collected and then treated with a rotary evaporator at 70 °C for 3 hours to remove low-boiling-point substances, finally yielding liquid polysiloxane.

[0083] Hydrolysis reaction: A three-necked round-bottom glass flask was connected to a condenser on one side, with a mechanical stirrer in the middle, and a thermometer placed on the other side. In a 250 mL three-necked round-bottom glass flask, 0.1 g acetic acid, 5.5 g water, 44.5 g 3-acryloyloxypropylmethyldimethoxysilane, or 44.5 g 2-hydroxy-4-(triethoxysilylpropoxy)benzophenone, and 35 mL anhydrous ethanol were added sequentially. The hydrolysis reaction was controlled at 65 °C and carried out for 5 hours. After the reaction was complete, the solvent, residual water, and acid were removed using a rotary evaporator to obtain the hydrolysis product.

[0084] Example 2: Preparation of liquid polysiloxane

[0085] Same as Example 1, except that the silicon-containing monomer 2-hydroxy-4-(triethoxysilylpropoxy)benzophenone with a conjugated π-electron system structure in unit (c) is replaced with the monomers shown in Table 1, and is used directly without hydrolysis.

[0086] Example 3: Preparation of liquid polysiloxane

[0087] Same as Example 1, except that the silicon-containing monomer 2-hydroxy-4-(triethoxysilylpropoxy)benzophenone with a conjugated π-electron structure in unit (c) is replaced with the monomers shown in Table 1.

[0088] Example 4: Preparation of liquid polysiloxane

[0089] Same as Example 1, except that the silicon-containing crosslinkable monomer in unit (b): hydrolyzed 3-acryloyloxypropylmethyldimethoxysilane is replaced with 3-methacryloyloxypropyltrimethoxysilane;

[0090] Meanwhile, the silicon-containing monomer 2-hydroxy-4-(triethoxysilylpropoxy)benzophenone with a conjugated π-electron architecture in unit (c) is replaced with the monomers shown in Table 1.

[0091] Example 5: Preparation of liquid polysiloxane

[0092] Same as Example 4, except that the silicon-containing monomer with a conjugated π-electron architecture in unit (c) is replaced with the monomer shown in Table 1.

[0093] Example 6: Preparation of Liquid Polysiloxane

[0094] Same as Example 4, except that the silicon-containing monomer with a conjugated π-electron architecture in unit (c) is replaced with the monomer shown in Table 1.

[0095] Example 7: Preparation of Liquid Polysiloxane

[0096] Same as Example 4, except that the silicon-containing monomer with a conjugated π-electron architecture in unit (c) is replaced with the monomer shown in Table 1.

[0097] Example 8: Preparation of Liquid Polysiloxane

[0098] Same as Example 4, except that the silicon-containing monomer with a conjugated π-electron architecture in unit (c) is replaced with the monomer shown in Table 1.

[0099] Example 9: Preparation of Liquid Polysiloxane

[0100] Same as Example 4, except that the silicon-containing monomer with a conjugated π-electron architecture in unit (c) is replaced with the monomer shown in Table 1.

[0101] Example 10: Preparation of liquid polysiloxane

[0102] Same as Example 4, except that the silicon-containing monomer with a conjugated π-electron architecture in unit (c) is replaced with the monomer shown in Table 1.

[0103] Table 1. Structural formulas of unit (c) used in the preparation of liquid polysiloxanes in Examples 1-10

[0104]

[0105]

[0106] Example 11: Film preparation, ultraviolet absorption test, and film aging test

[0107] 7.0 g of the liquid polysiloxane prepared in Example 1 above was mixed with 0.03 g of photoinitiator 819 to obtain a mixture.

[0108] The above mixture was applied to a PET film substrate using a doctor blade type automatic coating machine (MSK-AFA-III, MTI Corporation) to a thickness of 40 micrometers, resulting in a wet film. It was then cured for 1 minute under a nitrogen atmosphere using an Aventk X200-150 UV curing machine at a UV power of 700 W / m². 2 This results in a bird-safe transparent film product.

[0109] In this patent, ultraviolet absorption spectroscopy is used to test the ultraviolet absorption performance of bird safety transparent film.

[0110] In this patent, an aging test was conducted using a xenon lamp chamber, and the time required for the color difference ΔE between the film after the aging test and before the test to exceed 0.5% was recorded. The xenon lamp chamber model was Q-SUN Xe-1 (Q-Lab Corporation), with a Daylight-Q filter, a black panel temperature of 90°C, and an irradiation energy of 75W / m². 2 (300-400nm). Under the same test conditions, the longer the time required for the color difference ΔE between the film after the aging test and before the test to be greater than 0.5%, the better the light resistance stability of the bird safety transparent film.

[0111] The specific results are shown in Table 2.

[0112] Example 12: Film preparation, ultraviolet absorption test, and film aging test

[0113] Same as Example 11, except that the liquid polysiloxane prepared in Example 1 is replaced with the liquid polysiloxane prepared in Example 2.

[0114] Example 13: Film preparation, ultraviolet absorption test, and film aging test

[0115] Same as Example 11, except that the liquid polysiloxane prepared in Example 1 is replaced with the liquid polysiloxane prepared in Example 3.

[0116] Example 14: Film preparation, ultraviolet absorption test, and film aging test

[0117] Same as Example 11, except that the liquid polysiloxane prepared in Example 1 is replaced with the liquid polysiloxane prepared in Example 4.

[0118] Example 15: Film preparation, ultraviolet absorption test, and film aging test

[0119] Same as Example 11, except that the liquid polysiloxane prepared in Example 1 is replaced with the liquid polysiloxane prepared in Example 5.

[0120] Example 16: Film preparation, ultraviolet absorption test, and film aging test

[0121] Same as Example 11, except that the liquid polysiloxane prepared in Example 1 is replaced with the liquid polysiloxane prepared in Example 6.

[0122] Example 17: Film preparation, ultraviolet absorption test, and film aging test

[0123] Same as Example 11, except that the liquid polysiloxane prepared in Example 1 is replaced with the liquid polysiloxane prepared in Example 7.

[0124] Example 18: Film preparation, ultraviolet absorption test, and film aging test

[0125] Same as Example 11, except that the liquid polysiloxane prepared in Example 1 is replaced with the liquid polysiloxane prepared in Example 8.

[0126] Example 19: Film preparation, ultraviolet absorption test, and film aging test

[0127] Same as Example 11, except that the liquid polysiloxane prepared in Example 1 is replaced with the liquid polysiloxane prepared in Example 9.

[0128] Example 20: Film preparation, ultraviolet absorption test, and film aging test

[0129] Same as Example 11, except that the liquid polysiloxane prepared in Example 1 is replaced with the liquid polysiloxane prepared in Example 10.

[0130] Comparative Example 1: Preparation of (c)-free Liquid polysiloxane

[0131] Same as Example 1, except that (c) silicon-containing monomers with a conjugated π-electron system structure are not added.

[0132] Comparative Example 2: Preparation of (c)-free Liquid polysiloxane

[0133] Same as Example 4, except that (c) silicon-containing monomers with a conjugated π-electron system structure are not added.

[0134] Comparative Example 3: Film preparation, UV absorption test, and film aging test

[0135] Same as Example 11, except that the liquid polysiloxane prepared in Comparative Example 1 is used instead of the liquid polysiloxane prepared in Example 1.

[0136] Comparative Example 4: Film preparation, UV absorption test, and film aging test

[0137] Same as Example 11, except that the liquid polysiloxane prepared in Comparative Example 2 is used instead of the liquid polysiloxane prepared in Example 1.

[0138] Examples 11 and 20 are used to illustrate the UV absorption test results of solid siloxane polymer film materials obtained by curing liquid polysiloxane, as shown in the figures below. Figure 1 and Figure 2As shown.

[0139] The xenon lamp aging test results of Examples 11-20 and Comparative Examples 3-4 are shown in Table 2 below.

[0140] Table 2. Xenon lamp aging test results of Examples 11-20 and Comparative Examples 3-4

[0141] Example The time it takes for the dimming diaphragm to turn red during xenon lamp aging test, h Example 11 7.0 Example 12 8.5 Example 13 7.0 Example 14 8.0 Example 15 4.0 Example 16 6.5 Example 17 5.0 Example 18 4.5 Example 19 6.5 Example 20 7.0 Comparative Example 3 0.5 Comparative Example 4 0.5

[0142] Depend on Figure 1 , Figure 2 A comparison with the UV absorption and xenon lamp aging test results in Table 2 shows that by copolymerizing and crosslinking a silicon-containing non-crosslinkable monomer (a), a silicon-containing crosslinkable monomer (b), and a silicon-containing monomer with a conjugated π-electron structure, and containing at least one of the following: an ortho-hydroxyphenyl substituent, a nitrogen-containing heterocyclic substituent, or a carbonylbenzene ring substituent (c), into a film product, it is possible to significantly absorb UV radiation from 280nm to 400nm in natural light while keeping visible light unaffected. This solution achieves a visual effect that is visible to birds but perceived as transparent by humans, thereby minimizing the possibility of bird strikes while maintaining the aesthetics of the building. The macromolecular network structure can significantly extend the physical and chemical stability of the film and corresponding glass components, making it suitable for large-scale application on buildings.

[0143] The descriptions of the above embodiments are merely illustrative of the methods and core ideas of the present invention. Various modifications to these embodiments will be readily apparent to those skilled in the art, and the general principles defined herein may be implemented in other embodiments without departing from the spirit or scope of the invention. Therefore, the present invention is not to be limited to the embodiments shown herein, but is to be accorded the widest scope consistent with the principles and novel features disclosed herein.

Claims

1. A method for preparing a transparent safety window film for birds, characterized in that, Includes the following steps, 1) Add (a) a silicon-containing non-crosslinked monomer, provided in the form of a silicon-containing non-crosslinked monomer and / or its oligomer, and an organic solvent to the reaction vessel, heat the reactor until the reaction liquid is refluxed, and add an organotin catalyst; 2) Add (b) a silicon-containing crosslinkable monomer and (c) a silicon-containing monomer with a conjugated π-electron structure to the reactor in 1), react under reflux for a certain time, then add a reaction terminator; terminate the reaction for a certain time, and cool the reaction solution to room temperature. 3) Add methanol and ethanol to the cooled reaction solution from 2) and stir. After standing for several hours, the mixture will separate into layers. Take out the lower layer and then remove the low-boiling substances by vacuum distillation to obtain liquid polysiloxane. 4) The liquid polysiloxane obtained in 3) is coated onto a transparent plastic substrate to form a film, crosslinked and cured, thus obtaining a transparent safety window film for birds; Among them, (c) is a silicon-containing monomer with a conjugated π-electron system structure, with the following structural formula: R-(CH2) n -SiR 1 x R 2 y Formula (A) in, R 1 It is a hydroxyl group or a group that can generate a hydroxyl group after hydrolysis, and is selected from at least one of -OH, -Cl, -OCH3, -OCH2CH3, -OCH(CH3)2, -OCH2CH2OCH3, and -OC(=O)-CH3; R 2 It is a C1-C3 alkyl group. x and y are integers from 0 to 3, and x + y = 3. n is an integer from 0 to 10. R is a group having a conjugated π-electron structure and contains at least one of an ortho-hydroxyphenyl substituent, a nitrogen-containing heterocyclic substituent, or a carbonylbenzene ring substituent.

2. The method for preparing the transparent bird safety window film according to claim 1, characterized in that, The oligomer of the silicon-containing non-crosslinked monomer (a) is silicone oil; and / or The silicon-containing crosslinkable monomer in (b) is derived from compound (B): Q-(CH2) m -Si(R n X 3-n Formula (B); in, Q is an acrylate polymerizable group; R is an alkyl group; X is a hydroxyl group, or a group that can generate a hydroxyl group after hydrolysis. m is a positive integer; n is 0, 1 or 2.

3. The method for preparing the transparent bird safety window film according to claim 1, characterized in that, The oligomer of the silicon-containing non-crosslinked monomer (a) is at least one of hydroxyl-terminated silicone oil and methoxyl-terminated silicone oil; and / or The silicon-containing crosslinkable monomer in (b) is derived from compound (C): Q-(CH2) m -Si(R n X 3-n Formula (C); in, Q is methacryloyloxy or acryloyloxy; R is a C1-C4 alkyl group; X is at least one of -OH, -Cl, -OCH3, -OCH2CH3, -OCH(CH3)2, -OCH2CH2OCH3, and -OC(=O)-CH3; m is an integer from 1 to 10, and n is 0 or 1.

4. A method for preparing the transparent bird safety window film according to claim 1, characterized in that, The organic solvent used is at least one of hexane, heptane, octane, and toluene.

5. A method for preparing the transparent bird safety window film according to claim 1, characterized in that, The organotin catalyst used is at least one of stannous 2-ethylhexanoate, stannous octanoate, dibutyltin dilaurate, dibutyltin diacetate, and dioctyltin dilaurate.

6. The method for preparing the transparent bird safety window film according to claim 1, characterized in that, The film is a solid siloxane polymer film formed by cross-linking and curing liquid polysiloxane.

7. The method for preparing the transparent safety window film for birds according to claim 6, characterized in that, The cross-linking and curing occurs under thermal catalysis or irradiation catalysis. The irradiation catalysis involves adding a photoinitiator to liquid polysiloxane to induce a cross-linking and curing reaction through irradiation.

8. The method for preparing the transparent bird safety window film according to claim 7, characterized in that, The photoinitiator is selected from at least one of 184, ITX, 819, 1173, BDK, BP, TPO, 369, and 907.

9. The method for preparing the transparent bird safety window film according to claim 7, characterized in that, The amount of photoinitiator used is 0.05% to 1% of the liquid polysiloxane.

10. A bird safety window glass, characterized in that, The liquid polysiloxane obtained by any of the preparation methods described in claims 1 to 9 is coated onto a transparent glass substrate to form a film, which is then crosslinked and cured to obtain glass containing a transparent film of solid siloxane polymer, thus obtaining bird safety window glass.

11. The bird safety window glass according to claim 10, characterized in that, An adhesive layer is provided between the solid siloxane polymer transparent film and the glass, and the adhesive layer material includes at least one of epoxy resin, polyurethane, polyimide resin, polystyrene resin, acrylic resin, modified acrylic resin and organosilicon resin.

12. A bird safety window glass assembly, characterized in that, The bird safety window transparent film containing the preparation method of any one of claims 1 to 9, wherein the film is laminated between two pieces of glass, or applied to the surface of a single piece of glass, used in single layer and / or multiple layers, or prepared with various patterns.

13. The bird safety window glass assembly according to claim 12, characterized in that, An adhesive layer is provided between the transparent film and the glass.

14. The bird safety window glass assembly according to claim 13, characterized in that, The adhesive layer material is at least one of EVA film, TPU film, and PVB film.

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