CN104263278A - Cross-linking agent used by LED (light-emitting diode) packaging adhesive and preparation method of cross-linking agent - Google Patents
Cross-linking agent used by LED (light-emitting diode) packaging adhesive and preparation method of cross-linking agent Download PDFInfo
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- CN104263278A CN104263278A CN201410471341.7A CN201410471341A CN104263278A CN 104263278 A CN104263278 A CN 104263278A CN 201410471341 A CN201410471341 A CN 201410471341A CN 104263278 A CN104263278 A CN 104263278A
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Abstract
The invention discloses a cross-linking agent used by an LED (light-emitting diode) packaging adhesive and a preparation method of the cross-linking agent. The cross-linking agent used by the LED packaging adhesive comprises the following components in parts by weight: 1-5 parts of hydroxy terminated fluorosilicone oil, 100-105 parts of phenyltrimethoxysilane, 100-120 parts of diphenyldimethoxysilane, 10-20 parts of hydrogen-containing ring body, 40-60 parts of 1, 1, 3, 3-tetramethyldisiloxane, 30-50 parts of distilled water, 100-200 parts of solvent and 3-5 parts of catalyst. The preparation method comprises the following steps: adding the raw materials into a container, heating to 65 DEG C under the protection of nitrogen, performing heat preservation for 3h while stirring, then heating to 100 DEG C, performing heat preservation and reaction for 5h while stirring, washing an obtained reaction solution with the distilled water till neutral, and finally performing decompression distillation for 0.5-2.0h by controlling the temperature at 200 DEG C and controlling the pressure at -0.096MPa to obtain the cross-linking agent used by the LED packaging adhesive. The cross-linking agent has the characteristics of high light transmittance, high refractive index, moderate and stable viscosity and the like.
Description
Technical field
The invention belongs to technical field of polymer materials, be specifically related to a kind of LED glue linking agent used and preparation method thereof.
Background technology
Current LED glue is primarily of vinyl polysiloxane and containing hydrogen silicone oil composition.Wherein containing hydrogen silicone oil is as the linking agent of LED glue.
The specific refractory power of containing hydrogen silicone oil is on the market generally on the low side, lower than 1.53; And existing containing hydrogen silicone oil is all by making through hydrolysis condensation reaction containing silicon hydride chlorid and the non-silicon hydride chlorid that contains, reaction poor controllability.Under different proportioning raw materials and hydrolysising condition, gained containing hydrogen silicone oil composition very different, causes the poor stability of product, places that for some time product light transmission is deteriorated, viscosity becomes large; And reaction poor repeatability, even if under same proportioning raw materials and same reaction conditions, products therefrom still may be different.And the Silicon Containing Hydrogen oil viscosity being in staging life in very large range fluctuates, be difficult to the development need meeting high-power LED encapsulation industry.
Summary of the invention
An object of the present invention be provide a kind of to solve above-mentioned technical problem there is high refractive index simultaneously, linking agent that large-scale production is stablized, is easy to high light transmittance, modest viscosity LED glue is used.
Two of object of the present invention is to provide the preparation method of above-mentioned LED glue linking agent used.
Technical scheme of the present invention
The linking agent that LED glue is used, according to parts by weight calculate, its raw material composition and content as follows:
Hydroxy terminated fluorosilicone oil 1 ~ 5 part
Phenyltrimethoxysila,e 100 ~ 105 parts
Dimethoxydiphenylsilane 100 ~ 120 parts
Hydrogeneous ring body 10 ~ 20 parts
Hydrogeneous double-seal head 40 ~ 60 parts
Distilled water 30 ~ 50 parts
Solvent 100 ~ 200 parts
Catalyzer 3 ~ 5 parts;
Described solvent is the mixture that toluene, benzene or toluene and benzene form;
Described catalyzer to be mass percent concentration be 98% aqueous sulfuric acid, mass percent concentration be 37.5% aqueous hydrochloric acid or mass percent concentration be 98% aqueous sulfuric acid and mass percent concentration be 37.5% the mixed acid aqueous solution that forms of aqueous hydrochloric acid;
Described hydroxy terminated fluorosilicone oil is Guangzhou great Xi chemical raw material company limited.
The preparation method of the linking agent that above-mentioned a kind of LED glue is used, specifically comprises the steps:
First hydroxy terminated fluorosilicone oil, phenyltrimethoxysila,e, dimethoxydiphenylsilane, hydrogeneous ring body, hydrogeneous double-seal head, distilled water and catalyzer are joined in container successively; then 65 DEG C are warming up under nitrogen protection; 3h is incubated under stirring; then 100 DEG C are warming up to; stir lower insulation reaction 5h; the reaction solution distilled water of gained is washed to neutrality; last control temperature is 200 DEG C; pressure is that under-0.096MPa, underpressure distillation 0.5 ~ 2.0h, with except desolventizing and residual water-content, obtains the linking agent that LED glue is used.
Its refractive index of linking agent that the LED glue of above-mentioned gained is used is high, and test its refractive index according to standard GB/T/T 614-2006 " chemical reagent refractive index universal method ", under room temperature, its refractive index scope is 1.5359 ~ 1.5532;
Adopt the UV-2102PC ultra-violet and visible spectrophotometer of UNICO(Shanghai) Instruments Co., Ltd., the sample of linking agent used for the LED glue of above-mentioned gained is placed in the quartz colorimetric utensil of 1mm × 1mm × 10mm, scanning wave band is 300-800nm, test sample transmittance, its transmittance can reach 95 ~ 99%;
Adopt the NDJ-1 rotational viscosimeter that Shanghai sharp bearing device Manufacturing Co., Ltd provides, pass through GB/T2794-2013, " the mensuration list cylinder rotary viscosimeter method of tackiness agent viscosity ", high to its refractive index of linking agent that the LED glue of the above-mentioned gained of above-mentioned gained is used under the condition of room temperature 25 DEG C, detect, its viscosity is 4000 ~ 7000mPa.s.
Useful achievement of the present invention
The linking agent that a kind of LED glue of the present invention is used, LED glue linking agent used microbubble inner under the effect of the fluorine silicon group of low surface energy is made to be able to quick elimination owing to adding hydroxy terminated fluorosilicone oil, make it have better light transmission, its transmittance can reach 95 ~ 99%.
Further, the linking agent that a kind of LED glue of the present invention is used, due to the organoalkoxysilane such as dimethoxydiphenylsilane of the phenyltrimethoxysila,e containing trifunctional and two functional groups, the containing hydrogen silicone oil system of the spacial framework of a kind of optimization obtained through the ring-opening polymerization of silane monomer in preparation process, the network structure of this optimization and more linear structure, be aided with a small amount of three-dimensional structure, therefore when long storage periods, this network structure is stablized, namely macroscopic viscosity is moderate, stable, the fluctuation of prolonged storage medium viscosity is little, adopt the NDJ-1 rotational viscosimeter that Shanghai sharp bearing device Manufacturing Co., Ltd provides, pass through GB/T2794-2013, " the mensuration list cylinder rotary viscosimeter method of tackiness agent viscosity ", detect under the condition of room temperature 25 DEG C, its viscosity is 4000 ~ 7000mPa.s.Than in existing industry with superior many of the product viscosity of chlorosilane large, the structural unstable technical matters of fluctuation.
Further, the linking agent that a kind of LED glue of the present invention is used, due to hydrogeneous ring body and hydrogeneous double-seal head for raw material, Si-H key can be made to generate at its end organosilyl, side base, add the handiness of Si-H key in the layout of silicone molecules structure, simultaneously by controlling the relative mass of hydrogeneous ring body and hydrogeneous double-seal head, the control of Si-H linkage content can be realized, and then the packaging plastic of different degree of crosslinking can be prepared.
Further, the linking agent that a kind of LED glue of the present invention is used, the control of methyl/phenyl ratio is realized by the add-on of control phenyltrimethoxysila,e, dimethoxydiphenylsilane, thus the linking agent making the LED glue of gained used is while meeting high refractive index, there is high transmission rate, its refractive index scope is 1.5359 ~ 1.5532, and its transmittance can reach 95 ~ 99%, and the high printing opacity simultaneously realized, high refractive index are better than existing Industrial products index.
Further, the linking agent that a kind of LED glue of the present invention is used, in the molecular chain of linking agent, introduce phenyl, the introducing due to phenyl makes it have the performances such as good resistance to elevated temperatures, high refractive index and UV resistant.
Further, the preparation method of the linking agent that a kind of LED glue of the present invention is used, the water that its syntheti c route is short, be easy to get with environmental protection is for principal reaction medium, and preparation is reacted at a little more than the temperature of normal temperature, therefore have that preparation process is simple, easy to operate, reaction conditions is gentle, be suitable for suitability for industrialized production.Relative to existing industry by containing silicon hydride chlorid with non-containing silicon hydride chlorid through the containing hydrogen silicone oil of hydrolytie polycondensation, do not deviate from HCl in technique, method environmental protection advanced person.
Accompanying drawing explanation
The infrared spectrogram of the linking agent that a kind of LED glue of Fig. 1, embodiment 1 gained is used.
Embodiment
Also by reference to the accompanying drawings the present invention is described in further detail below by embodiment, but do not limit the present invention.
In the raw material that various embodiments of the present invention are used except the special producer that shows and model, other raw materials are commercially available, and specification is chemical pure;
Hydrogeneous ring body, by Zhejiang, Run He organic silicon chemical company limited provides;
Hydrogeneous double-seal head, by Zhejiang, Run He organic silicon chemical company limited provides.
The model of the various equipment that the present invention is used and the information of manufacturer as follows:
2W type Abbe refractometer instrument, Suzhou Sheng Hui precision instrument and equipment company limited;
NDJ-1 rotational viscosimeter, Shanghai sharp bearing device Manufacturing Co., Ltd;
UV-2102PC ultra-violet and visible spectrophotometer, UNICO(Shanghai) Instruments Co., Ltd..
embodiment 1
The linking agent that LED glue is used, according to parts by weight calculate, its raw material composition and content as follows:
Hydroxy terminated fluorosilicone oil 1 part
Phenyltrimethoxysila,e 100 parts
Dimethoxydiphenylsilane 100 parts
Hydrogeneous ring body 20 parts
Hydrogeneous double-seal head 40 parts
Distilled water 30 parts
Solvent 100 parts
Catalyzer 3 parts;
Described solvent is toluene;
Described catalyzer to be mass percent concentration be 98% aqueous sulfuric acid;
Described hydroxy terminated fluorosilicone oil is Guangzhou great Xi chemical raw material company limited.
The preparation method of the linking agent that above-mentioned a kind of LED glue is used, specifically comprises the steps:
First hydroxy terminated fluorosilicone oil, phenyltrimethoxysila,e, dimethoxydiphenylsilane, hydrogeneous ring body, hydrogeneous double-seal head, distilled water and catalyzer are joined in container successively; then 65 DEG C are warming up under nitrogen protection; 3h is incubated under stirring; then 100 DEG C are warming up to; stir lower insulation reaction 5h; the reaction solution distilled water of gained is washed to neutrality; last control temperature is 200 DEG C; pressure is that under-0.096MPa, underpressure distillation 2.0h, with except desolventizing and residual water-content, obtains the linking agent that LED glue is used.
Linking agent used for the LED glue of above-mentioned gained is carried out Infrared spectroscopy by infrared chromatograph (Nicolet company 380 of U.S. type), the infrared spectrogram of gained as shown in Figure 1, as can be seen from Figure 1,2164 cm
-1for Si-H key absorption peak, show thus to contain Si-H key in the cross-linker molecules structure that LED glue is used, also illustrate that hydrogeneous ring body and hydrogeneous double-seal head have participated in polyreaction;
1639cm
-1the absorption peak locating peak shape sharp-pointed is Si-C
6h
5middle phenyl ring skeletal vibration absorption peak, shows in the cross-linker molecules structure that LED glue is used thus containing phenyl ring;
1429 cm
-1be the out-of-plane deformation vibration of Si-C, show thus in the cross-linker molecules structure that LED glue is used containing Si-C key;
1089cm
-1wide and the strong absorption band at place is the antisymmetric stretching vibration absorption peak of Si-O-Si, and this is the charateristic avsorption band of silicone resin, shows that this peak is the characteristic peak of organosilicon polymer containing Si-O-Si in the cross-linker molecules structure that LED glue is used thus.
The result of above-mentioned infrared spectrogram shows, containing characteristic groups such as Si-O-Si, Si-H key, phenyl ring in the linking agent that the LED glue of gained of the present invention is used, illustrates that Si-O-Si, Si-H key is successfully incorporated in LED glue linking agent used.
The linking agent that the LED glue of above-mentioned gained is used, adopt the 2W type Abbe refractometer instrument of Suzhou Sheng Hui precision instrument and equipment company limited, test its refractive index according to standard GB/T/T 614-2006 " chemical reagent refractive index universal method ", under room temperature, its refractive index is 1.5359;
Adopt the UV-2102PC ultra-violet and visible spectrophotometer of UNICO(Shanghai) Instruments Co., Ltd., the sample of linking agent used for above-mentioned preparation LED glue is placed in the quartz colorimetric utensil of 1mm × 1mm × 10mm, scanning wave band is 300-800nm, test sample transmittance, its transmittance can reach 99%;
Adopt the NDJ-1 rotational viscosimeter that Shanghai sharp bearing device Manufacturing Co., Ltd provides, pass through GB/T2794-2013, " the mensuration list cylinder rotary viscosimeter method of tackiness agent viscosity ", linking agent used to the LED glue of above-mentioned gained under the condition of room temperature 25 DEG C detects, and its viscosity is 7000mPa.s.
The above results shows, the linking agent that the LED glue of above-mentioned gained is used is comprehensively better than existing LED glue linking agent used in refractive index, transmittance and viscosity etc.
embodiment 2
The linking agent that LED glue is used, according to parts by weight calculate, its raw material composition and content as follows:
Hydroxy terminated fluorosilicone oil 5 parts
Phenyltrimethoxysila,e 105 parts
Dimethoxydiphenylsilane 120 parts
Hydrogeneous ring body 10 parts
Hydrogeneous double-seal head 60 parts
Distilled water 50 parts
Solvent 200 parts
Catalyzer 5 parts;
Described solvent is benzene;
Described catalyzer to be mass percent concentration be 37.5% aqueous hydrochloric acid;
Described hydroxy terminated fluorosilicone oil is Guangzhou great Xi chemical raw material company limited.
The preparation method of the linking agent that above-mentioned a kind of LED glue is used, specifically comprises the steps:
First hydroxy terminated fluorosilicone oil, phenyltrimethoxysila,e, dimethoxydiphenylsilane, hydrogeneous ring body, hydrogeneous double-seal head, distilled water and catalyzer are joined in container successively; then 65 DEG C are warming up under nitrogen protection; 3h is incubated under stirring; then 100 DEG C are warming up to; stir lower insulation reaction 5h; the reaction solution distilled water of gained is washed to neutrality; last control temperature is 200 DEG C; pressure is that under-0.096MPa, underpressure distillation 0.5h, with except desolventizing and residual water-content, obtains the linking agent that LED glue is used.
The linking agent that the LED glue of above-mentioned gained is used, adopt the 2W type Abbe refractometer instrument of Suzhou Sheng Hui precision instrument and equipment company limited, test its refractive index according to standard GB/T/T 614-2006 " chemical reagent refractive index universal method ", its refractive index is 1.5532;
Adopt the UV-2102PC ultra-violet and visible spectrophotometer of UNICO(Shanghai) Instruments Co., Ltd., the sample of linking agent used for the LED glue of above-mentioned gained is placed in the quartz colorimetric utensil of 1mm × 1mm × 10mm, scanning wave band is 300-800nm, test sample transmittance, its transmittance can reach 95%;
Adopt the NDJ-1 rotational viscosimeter that Shanghai sharp bearing device Manufacturing Co., Ltd provides, pass through GB/T2794-2013, " the mensuration list cylinder rotary viscosimeter method of tackiness agent viscosity ", linking agent used to the LED glue of above-mentioned gained under the condition of room temperature 25 DEG C detects, and its viscosity is 4000mPa.s.
The above results shows, the linking agent that the LED glue of above-mentioned gained is used is comprehensively better than existing LED glue linking agent in refractive index, transmittance and viscosity etc.
In sum, the linking agent that a kind of LED glue of the present invention is used, has less microbubble, thus has better light transmission, and the reasonably combined of aminomethyl phenyl raw material makes it have high refractive index and high transmission rate simultaneously.The reasonable utilization of two functional groups, trifunctional structure makes its macroscopic viscosity stablize.Largely overcome existing by containing silicon hydride chlorid and non-reaction poor controllability, the poor stability containing the containing hydrogen silicone oil that silicon hydride chlorid is made through hydrolysis condensation reaction, place the shortcomings such as some time product light transmission is deteriorated, viscosity change is large.Adopt active moderate phenyl alkoxysilane to be organosilicon body material in preparation, react violent, be easy to control; Do not deviate from HCl, technique is environmental protection more.
Content described above be only the present invention conceive under basic explanation, and according to any equivalent transformation that technical scheme of the present invention is done, all should protection scope of the present invention be belonged to.
Claims (4)
1. the linking agent that LED glue is used, is characterized in that the linking agent that described LED glue is used, according to parts by weight calculate, its raw material composition and content as follows:
Hydroxy terminated fluorosilicone oil 1 ~ 5 part
Phenyltrimethoxysila,e 100 ~ 105 parts
Dimethoxydiphenylsilane 100 ~ 120 parts
Hydrogeneous ring body 10 ~ 20 parts
Hydrogeneous double-seal head 40 ~ 60 parts
Distilled water 30 ~ 50 parts
Solvent 100 ~ 200 parts
Catalyzer 3 ~ 5 parts;
Described solvent is the mixture that toluene, benzene or toluene and benzene form;
Described catalyzer to be mass percent concentration be 98% aqueous sulfuric acid, mass percent concentration be 37.5% aqueous hydrochloric acid or mass percent concentration be 98% aqueous sulfuric acid and mass percent concentration be 37.5% the mixed acid aqueous solution that forms of aqueous hydrochloric acid;
Described hydroxy terminated fluorosilicone oil is Guangzhou great Xi chemical raw material company limited.
2. the linking agent that a kind of LED glue as claimed in claim 1 is used, it is characterized in that according to parts by weight calculate, its raw material composition and content as follows:
Hydroxy terminated fluorosilicone oil 1 part
Phenyltrimethoxysila,e 100 parts
Dimethoxydiphenylsilane 100 parts
Hydrogeneous ring body 20 parts
Hydrogeneous double-seal head 40 parts
Distilled water 30 parts
Solvent 100 parts
Catalyzer 3 parts;
Described solvent is toluene;
Described catalyzer to be mass percent concentration be 98% aqueous sulfuric acid;
Described hydroxy terminated fluorosilicone oil is Guangzhou great Xi chemical raw material company limited.
3. the linking agent that a kind of LED glue as claimed in claim 1 is used, it is characterized in that according to parts by weight calculate, its raw material composition and content as follows:
Hydroxy terminated fluorosilicone oil 5 parts
Phenyltrimethoxysila,e 105 parts
Dimethoxydiphenylsilane 120 parts
Hydrogeneous ring body 10 parts
Hydrogeneous double-seal head 60 parts
Distilled water 50 parts
Solvent 200 parts
Catalyzer 5 parts;
Described solvent is benzene;
Described catalyzer to be mass percent concentration be 37.5% aqueous hydrochloric acid;
Described hydroxy terminated fluorosilicone oil is Guangzhou great Xi chemical raw material company limited.
4. the preparation method of the linking agent that a kind of LED glue as described in claim 1,2 or 3 is used, is characterized in that specifically comprising the steps:
First hydroxy terminated fluorosilicone oil, phenyltrimethoxysila,e, dimethoxydiphenylsilane, hydrogeneous ring body, hydrogeneous double-seal head, distilled water and catalyzer are joined in container successively; then 65 DEG C are warming up under nitrogen protection; 3h is incubated under stirring; then 100 DEG C are warming up to; stir lower insulation reaction 5h, the reaction solution distilled water of gained is washed to neutrality, and last control temperature is 200 DEG C; underpressure distillation 0.5 ~ 2.0h under pressure-0.096MPa, obtains the linking agent that LED glue is used.
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105255387A (en) * | 2015-09-28 | 2016-01-20 | 上海应用技术学院 | Medium refractive index LED cross-linking agent and preparation method thereof |
| CN114573843A (en) * | 2022-03-14 | 2022-06-03 | 湖北工程学院 | Anti-aging glass fiber reinforced plastic material and preparation method thereof |
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| CN101328268A (en) * | 2008-07-10 | 2008-12-24 | 杭州师范大学 | Preparation of methyl phenyl hydrogen-containing silicone oil for LED encapsulation |
| CN101891893A (en) * | 2010-07-23 | 2010-11-24 | 深圳市安品有机硅材料有限公司 | Preparation method of phenyl-based hydrogen-based silicone resin for encapsulating LED |
| CN101899159A (en) * | 2010-07-23 | 2010-12-01 | 深圳市安品有机硅材料有限公司 | Silicone resin for one-component LED packaging materials and preparation method thereof |
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Patent Citations (4)
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| CN101215381A (en) * | 2008-01-14 | 2008-07-09 | 杭州师范大学 | Method for preparing methylphenyl hydrogen-containing silicone oil |
| CN101328268A (en) * | 2008-07-10 | 2008-12-24 | 杭州师范大学 | Preparation of methyl phenyl hydrogen-containing silicone oil for LED encapsulation |
| CN101891893A (en) * | 2010-07-23 | 2010-11-24 | 深圳市安品有机硅材料有限公司 | Preparation method of phenyl-based hydrogen-based silicone resin for encapsulating LED |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN105255387A (en) * | 2015-09-28 | 2016-01-20 | 上海应用技术学院 | Medium refractive index LED cross-linking agent and preparation method thereof |
| CN114573843A (en) * | 2022-03-14 | 2022-06-03 | 湖北工程学院 | Anti-aging glass fiber reinforced plastic material and preparation method thereof |
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Address after: 200235 No. 120, Xuhui District, Shanghai, Caobao Road Patentee after: SHANGHAI INSTITUTE OF TECHNOLOGY Address before: 200235 No. 120, Xuhui District, Shanghai, Caobao Road Patentee before: Shanghai Institute of Technology |
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Effective date of registration: 20190102 Address after: 610000 Chengmei Industrial Centralized Development Zone, Chengdu City, Sichuan Province Patentee after: SICHUAN ZHENGJI ORGANIC SILICON CO.,LTD. Address before: 200235 No. 120, Xuhui District, Shanghai, Caobao Road Patentee before: Shanghai Institute of Technology |
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