[go: up one dir, main page]

CN109608641A - Fluorine-containing trapezoidal organic siliconresin for LED packaging plastic - Google Patents

Fluorine-containing trapezoidal organic siliconresin for LED packaging plastic Download PDF

Info

Publication number
CN109608641A
CN109608641A CN201811413884.8A CN201811413884A CN109608641A CN 109608641 A CN109608641 A CN 109608641A CN 201811413884 A CN201811413884 A CN 201811413884A CN 109608641 A CN109608641 A CN 109608641A
Authority
CN
China
Prior art keywords
fluorine
packaging plastic
organic siliconresin
led packaging
degree
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
CN201811413884.8A
Other languages
Chinese (zh)
Inventor
向文胜
张兵
谢立洋
赵建龙
王元元
朱坤
陆兰
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Jiangsu Essen Semiconductor Materials Ltd By Share Ltd
Original Assignee
Jiangsu Essen Semiconductor Materials Ltd By Share Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Jiangsu Essen Semiconductor Materials Ltd By Share Ltd filed Critical Jiangsu Essen Semiconductor Materials Ltd By Share Ltd
Priority to CN201811413884.8A priority Critical patent/CN109608641A/en
Publication of CN109608641A publication Critical patent/CN109608641A/en
Pending legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04Polysiloxanes
    • C08G77/22Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
    • C08G77/24Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen halogen-containing groups
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J11/00Features of adhesives not provided for in group C09J9/00, e.g. additives
    • C09J11/02Non-macromolecular additives
    • C09J11/06Non-macromolecular additives organic
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J183/00Adhesives based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Adhesives based on derivatives of such polymers
    • C09J183/04Polysiloxanes
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2203/00Applications
    • C08L2203/20Applications use in electrical or conductive gadgets
    • C08L2203/206Applications use in electrical or conductive gadgets use in coating or encapsulating of electronic parts
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2205/00Polymer mixtures characterised by other features
    • C08L2205/02Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Wrappers (AREA)
  • Packages (AREA)

Abstract

The invention belongs to packaging plastic technical fields, are related to a kind of fluorine-containing trapezoidal organic siliconresin for LED packaging plastic, and general structure is (R1SiO3/2)m1(R2SiO3/2)m2(R3SiO3/2)m3, wherein m1、m2Value is 3~10, m3Value is 7~100, R3For organic fluoride-containing group.Fluorine-containing trapezoidal organic siliconresin of the invention be used for LED packaging plastic after, make the performance of packaging plastic weatherability, stain resistant and in terms of be obviously improved.

Description

Fluorine-containing trapezoidal organic siliconresin for LED packaging plastic
Technical field
The present invention relates to packaging plastic technical field, in particular to a kind of fluorine-containing trapezoidal organosilicon tree for LED packaging plastic Rouge.
Background technique
Since silicone rubber compound can be formed with excellent performance such as weatherability, heat resistance and certain optical transparence, Therefore every field is had been widely used for.Due to surfaces of tacky, when silicone rubber compound is used as electrical, electronic component protection When coating, surface can be led to the problem of and glue dust deposit;Further, since the silicon oxygen bond of organosilicon causes intermolecular interaction non- Often faint, not fine and close after silica gel vulcanization, moisture and oxygen in air are very easy to penetrate, and eventually lead to silicon rubber and are applying When LED packaging plastic, sulfuration resistant poor performance.
The knot of organic silicon packaging glue is improved according to the method for known to previous patent, there are some manufacturers to take organic inorganic hybridization Structure, to promote the barrier property to moisture and oxygen;Ye You manufacturer takes adds one layer of fine and close primary coat before LED packaging silicon rubber Method attempts to solve the problems, such as silica gel moisture-inhibiting oxygen flow, to improve the sulfuration resistant performance of LED after encapsulation.But it is difficult whole mention Height is used for the comprehensive performance of LED packaging plastic.
Summary of the invention
The main purpose of the present invention is to provide a kind of fluorine-containing trapezoidal organic siliconresins for LED packaging plastic, use this Fluorine-containing trapezoidal organic siliconresin can make the overall target of LED packaging plastic have very big promotion.
The present invention is achieved through the following technical solutions above-mentioned purpose: a kind of fluorine-containing trapezoidal organosilicon for LED packaging plastic Resin, skeleton symbol are as follows
Wherein m1、m2Value is 3~10, m3Value is 7~100, R3For organic fluoride-containing group.
Specifically, R3It is ten trifluoro octyl of trichlorine, trifluoro propyl trimethoxy, 4- methyl-(perfluor base ethyl) propyl One of trimethoxy.
Specifically, R1And R2It is taken respectively from methyl triethoxy, vinyl triethoxyl, ethyl triethoxy, allyl base One of trimethoxy.
Further, the R1Or R2Containing unsaturated double-bond.
By adopting the above technical scheme, the beneficial effect of technical solution of the present invention is:
After fluorine-containing trapezoidal organic siliconresin of the invention is used for LED packaging plastic, makes the performance of packaging plastic in weatherability, resistance to is stained with Dirty and sulfuration resistant etc. is obviously improved.
Specific embodiment
Invention is further described in detail combined with specific embodiments below.
Embodiment 1:
0.15 gram of pre- aminolysis agent p-phenylenediamine and 25 milliliters of etoh solvent are added in the there-necked flask of nitrogen protection, slowly drip 4.6 grams of 1.2 grams of methylate triethoxysilane, 0.4 gram of vinyltriethoxysilane and ten trifluoro octyl silane of trichlorine and 30 The toluene solution of milliliter, temperature maintain between -10 to 0 degree, stir 30 minutes, then 1.8 grams of water and 10 milliliters of second are slowly added dropwise Alcohol mixed liquor stirs 1 hour after being added dropwise, and filtering, filtrate rotary evaporation removes ethyl alcohol, remaining toluene solution Na2SO4 Dry, supernatant liquor is condensed with the drop concentrated hydrochloric acid of 0.2 gram of closure agent MM and 2, with the sodium chloride of saturation after stirring 24 hours at room temperature Aqueous solution washes neutrality, then uses anhydrous Na2SO4 is dried to obtain colorless and transparent toluene solution, removes toluene and is dried in vacuo, obtains To fluorine-containing 4.3 grams of trapezoidal organic siliconresin, for use.
By product according to commercially available low refraction (refractive index 1.41, such as DOW CORNING 6336) silica gel A B agent mix after 5% weight hundred Divide ratio, is added to wherein, after mixing, glue dispensing and packaging is on 2835 model brackets;80 degree 1 hour, 150 degree 2 hours toast Solidification waits test performance.
Embodiment 2:
0.15 gram of pre- aminolysis agent p-phenylenediamine and 25 milliliters of etoh solvent are added in the there-necked flask of nitrogen protection, slowly drip Add 4.32 grams of 1.5 grams of ethyl triethoxysilane, 0.4 gram of vinyltriethoxysilane and trifluoro propyl trimethoxy silane and 30 milliliters of toluene solution, temperature maintain between -10 to 0 degree, stir 30 minutes, then 1.2 grams of water and 10 milliliters are slowly added dropwise Alcohol mixeding liquid stirs 1 hour after being added dropwise, filtering, and filtrate rotary evaporation removes ethyl alcohol, and remaining toluene solution is used Na2SO4Dry, supernatant liquor is condensed with the drop concentrated hydrochloric acid of 0.15 gram of closure agent MM and 2, with saturation after stirring 24 hours at room temperature Sodium-chloride water solution washes neutrality, then uses anhydrous Na2SO4It is dried to obtain colorless and transparent toluene solution, simultaneously vacuum is dry for removal toluene It is dry, 3.9 grams of fluorine-containing trapezoidal organic siliconresin is obtained, for use.
By product according to commercially available low refraction (refractive index 1.41, such as DOW CORNING 6336) silica gel A B agent mix after 5% weight hundred Divide ratio, is added to wherein, after mixing, glue dispensing and packaging is on 2835 model brackets;80 degree 1 hour, 150 degree 2 hours toast Solidification waits test performance.
Embodiment 3:
0.15 gram of pre- aminolysis agent p-phenylenediamine and 25 milliliters of etoh solvent are added in the there-necked flask of nitrogen protection, slowly drip 1.2 grams of methylate triethoxysilane, 0.9 gram of 4- methyl of allyl base trimethoxy silane-(perfluor base ethyl) propyl three The toluene solution that 5.7 grams and 30 milliliters of methoxy silane, temperature maintain between -10 to 0 degree, stir 30 minutes, then slowly drop Add 1.6 grams of water and 10 milliliters of alcohol mixeding liquids, stirred 1 hour after being added dropwise, filtered, filtrate rotary evaporation removes ethyl alcohol, remains Remaining toluene solution Na2SO4Dry, supernatant liquor is condensed with the drop concentrated hydrochloric acid of 0.3 gram of closure agent MM and 4, and it is small to stir 24 at room temperature The sodium-chloride water solution of Shi Houyong saturation washes neutrality, then uses anhydrous Na2SO4It is dried to obtain colorless and transparent toluene solution, is removed Toluene is simultaneously dried in vacuo, and obtains 4.7 grams of fluorine-containing trapezoidal organic siliconresin, for use.
By product according to commercially available low refraction (refractive index 1.41, such as DOW CORNING 6336) silica gel A B agent mix after 5% weight hundred Divide ratio, is added to wherein, after mixing, glue dispensing and packaging is on 2835 model brackets;80 degree 1 hour, 150 degree 2 hours toast Solidification waits test performance.
Embodiment 4:
0.15 gram of pre- aminolysis agent p-phenylenediamine and 25 milliliters of etoh solvent are added in the there-necked flask of nitrogen protection, slowly drip 4.6 grams of 1.2 grams of methylate triethoxysilane, 0.4 gram of vinyltriethoxysilane and ten trifluoro octyl silane of trichlorine and 30 The toluene solution of milliliter, temperature maintain between -10 to 0 degree, stir 3 minutes, then 1.8 grams of water and 10 milliliters of ethyl alcohol are slowly added dropwise Mixed liquor stirs 1 hour after being added dropwise, and filtering, filtrate rotary evaporation removes ethyl alcohol, remaining toluene solution Na2SO4It is dry Dry, supernatant liquor is condensed with the drop concentrated hydrochloric acid of 0.2 gram of closure agent MM and 2, with the sodium chloride water of saturation after stirring 24 hours at room temperature Solution washes neutrality, then uses anhydrous Na2SO4It is dried to obtain colorless and transparent toluene solution, remove toluene and is dried in vacuo, is obtained 4.1 grams of fluorine-containing trapezoidal organic siliconresin, for use.
By product according to commercially available low refraction (refractive index 1.41, such as DOW CORNING 6336) silica gel A B agent mix after 10% weight Percentage is measured, is added to wherein, after mixing, glue dispensing and packaging is on 2835 model brackets;80 degree 1 hour, 150 degree 2 hours Baking-curing waits test performance.
Reference examples 1: the 2835LED bracket for the low refraction silica gel packaging that commercially available refractive index is 1.41.
Reference examples 2:2835 sky bracket.
After enumerating LED encapsulation, every test performance of silica gel is protected, each tests 25 brackets, and test method is as follows:
1. resistance to soldering heat: 80 degree pre-process 24 hours, 260 degree 10 seconds cross furnace 3 times, it is each mistake furnace after check resin situation and It lights, is considered as qualification within decaying 10%.
2. moisture and hot ageing: 80 degree pre-process 24 hours, temperature -10~65 degree, 0~90%RH of humidity circulation 10 times, totally 240 Hour, it checks and lights situation, be considered as qualification within decaying 10%.
3. high temperature storage: 80 degree pre-process 24 hours, 100 degree 1000 hours, performance is lighted in test, is decayed and is regarded within 10% For qualification.
4. high temperature and humidity stores: 80 degree pre-process 24 hours, and 85 degree, 85%RH 1000 hours, are checked and light performance, decline It is considered as qualification within subtracting 10%.
5. surface stain resistant situation: it is outdoor, 1000 hours, range estimation.
6. sulfuration resistant performance: in 100 milliliters of closed reagent bottles, the 1 gram of sulphur powder that tiles and bracket/packaged bracket while putting Enter wherein, 85 degree are toasted 8 hours, and it is qualified that brightness decay is just calculated less than 30%.
Table 1:
It is excellent: to indicate that 25 test brackets are all qualified;It is good: to indicate 20~22 bracket qualifications;It is bad: expression 15~ 20 bracket qualifications;Disappointing: expression 15 with lower bracket qualification.
As shown in Table 1, fluorine-containing trapezoidal organic siliconresin of the invention is for making the performance of packaging plastic exist after LED packaging plastic Weatherability, stain resistant and sulfuration resistant etc. are obviously improved.
This fluorine-containing trapezoidal organic siliconresin can make LED packaging plastic have preferable moisture-inhibiting oxygen permeability, institute on curing at elevated temperature It is got a promotion with weatherability, part fluorine atom moves to Silica Surface during silica gel solidifies, and further decreases Silica Surface Can, so that it keeps cleaning time significantly to extend.
Above-described is only some embodiments of the present invention.For those of ordinary skill in the art, not Under the premise of being detached from the invention design, various modifications and improvements can be made, these belong to protection model of the invention It encloses.

Claims (4)

1. a kind of fluorine-containing trapezoidal organic siliconresin for LED packaging plastic, it is characterised in that: its skeleton symbol is as follows
Wherein m1、m2Value is 3~10, m3Value is 7~100, R3For organic fluoride-containing group.
2. the fluorine-containing trapezoidal organic siliconresin according to claim 1 for LED packaging plastic, it is characterised in that: R3It is trichlorine One of ten trifluoro octyls, trifluoro propyl trimethoxy, 4- methyl-(perfluor base ethyl) propyl trimethoxy.
3. the fluorine-containing trapezoidal organic siliconresin according to claim 1 for LED packaging plastic, it is characterised in that: R1And R2Point It is not derived from one of methyl triethoxy, vinyl triethoxyl, ethyl triethoxy, allyl base trimethoxy.
4. the fluorine-containing trapezoidal organic siliconresin according to claim 3 for LED packaging plastic, it is characterised in that: the R1Or R2Containing unsaturated double-bond.
CN201811413884.8A 2018-11-26 2018-11-26 Fluorine-containing trapezoidal organic siliconresin for LED packaging plastic Pending CN109608641A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN201811413884.8A CN109608641A (en) 2018-11-26 2018-11-26 Fluorine-containing trapezoidal organic siliconresin for LED packaging plastic

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN201811413884.8A CN109608641A (en) 2018-11-26 2018-11-26 Fluorine-containing trapezoidal organic siliconresin for LED packaging plastic

Publications (1)

Publication Number Publication Date
CN109608641A true CN109608641A (en) 2019-04-12

Family

ID=66003878

Family Applications (1)

Application Number Title Priority Date Filing Date
CN201811413884.8A Pending CN109608641A (en) 2018-11-26 2018-11-26 Fluorine-containing trapezoidal organic siliconresin for LED packaging plastic

Country Status (1)

Country Link
CN (1) CN109608641A (en)

Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH04350802A (en) * 1991-05-29 1992-12-04 Sumitomo Electric Ind Ltd plastic optical fiber
CN1105678A (en) * 1994-01-21 1995-07-26 中国科学院化学研究所 Trapezoidal polysiloxane capable of displaying non-linear optical effect and liquid crystal property and functional film
CN1105677A (en) * 1994-01-21 1995-07-26 中国科学院化学研究所 High-regularity ladder polyhydric sesquisiloxane and its copolymer and preparing method thereof
CN1796441A (en) * 2004-12-30 2006-07-05 中国科学院化学研究所 Trapezoidal organic poly sesquisiloxane and preparation method
CN101965387A (en) * 2008-02-19 2011-02-02 琳得科株式会社 Adhesive mainly composed of polyorganosiloxane compound
CN104045831A (en) * 2013-03-14 2014-09-17 中国科学院化学研究所 Siloxane bridged ladderlike polysiloxane and preparation method thereof
CN105418928A (en) * 2015-12-29 2016-03-23 广东恒大新材料科技有限公司 Trifluoropropyl-group-modification methyl phenyl vinyl silicon resin and LED packaging adhesive
CN106795288A (en) * 2014-10-03 2017-05-31 住友化学株式会社 Silicone resin, UV LED Encapulant compositions, solidfied material and UV LED encapsulants

Patent Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH04350802A (en) * 1991-05-29 1992-12-04 Sumitomo Electric Ind Ltd plastic optical fiber
CN1105678A (en) * 1994-01-21 1995-07-26 中国科学院化学研究所 Trapezoidal polysiloxane capable of displaying non-linear optical effect and liquid crystal property and functional film
CN1105677A (en) * 1994-01-21 1995-07-26 中国科学院化学研究所 High-regularity ladder polyhydric sesquisiloxane and its copolymer and preparing method thereof
CN1796441A (en) * 2004-12-30 2006-07-05 中国科学院化学研究所 Trapezoidal organic poly sesquisiloxane and preparation method
CN101965387A (en) * 2008-02-19 2011-02-02 琳得科株式会社 Adhesive mainly composed of polyorganosiloxane compound
CN104045831A (en) * 2013-03-14 2014-09-17 中国科学院化学研究所 Siloxane bridged ladderlike polysiloxane and preparation method thereof
CN106795288A (en) * 2014-10-03 2017-05-31 住友化学株式会社 Silicone resin, UV LED Encapulant compositions, solidfied material and UV LED encapsulants
CN105418928A (en) * 2015-12-29 2016-03-23 广东恒大新材料科技有限公司 Trifluoropropyl-group-modification methyl phenyl vinyl silicon resin and LED packaging adhesive

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
XIONG-FA YANG等: "Synthesis of Ladder-like Polyphenylsilsesquioxanes with Fairly High Regularity Using 1,2-Ethylenediamine as Endo-template", 《CHINESE JOURNAL OF POLYMER SCIENCE》 *
李步春等: "烷氧基封端梯形聚有机硅氧烷的合成及其在密封胶中的应用", 《2013北京国际粘接技术研讨会暨第五届亚洲粘接技术研讨会论文集》 *
杨铁军: "《产业专利分析报告-氟化工》", 31 May 2014, 知识产权出版社 *

Similar Documents

Publication Publication Date Title
CN105829449B (en) The solidfied material of multicomponent system normal temperature cured organic polysiloxane composition and the composition and molding including the solidfied material
CN101273085B (en) Multi-component room-temperature-curable silicone rubber composition
CN102796381B (en) Condensation type RTV silicone rubber composition with matte surface, its preparation method and application
CN102391529B (en) Preparation method of silicone resin type organic/inorganic hybrid material for packaging
CN103755963B (en) A kind of polysiloxane adhesion promoters and preparation method thereof
CN102190892B (en) Silicone resin composition
CN104845523B (en) Composition containing polyfunctional fluorine-containing silicone resin and preparation method thereof
CN102593283A (en) High light-efficiency LED (light-emitting diode) packaging preparation method
CN102007603A (en) Photovoltaic cell module and method of forming same
CN103755964B (en) Polysiloxane tackifying resin and preparation method thereof
CN102405251A (en) Aqueous silane systems based on tris (alkoxysilylalkyl) amines and their use
CN101735618A (en) Room temperature curable organopolysiloxane composition
CN103897192A (en) Antifouling paint and transparent material layer polymer attached with antifouling membrane
CN103781851A (en) Multi-component type curable silicone rubber composition, material for electronic parts using such, and solar cell module
CN102604390A (en) Single-component crystal flowing-type dealcoholized room temperature vulcanized silicone rubber and preparation method thereof
CN104073215A (en) Preparation method for nano silicon dioxide modified organic silicon sealant for packaging of light emitting diode (LED)
CN102167965A (en) Bi-component room-temperature cured silicone sealant
CN101993594B (en) Composition for thermosetting silicone resin
CN109642079A (en) Dealcoholized cold curing organopolysiloxane composition and the article sealed with the solidfied material of the composition
CN103102865A (en) Silane coupling agent for bonding addition type silicon rubber and leather material
CN108047938B (en) High-antifouling-performance silicon-fluorine emulsion and preparation method thereof
BR112015011993B1 (en) METHOD OF FORMATION OF A SILOXAN COATING IN A SODA-CALSILIC GLASS CONTAINER METHOD OF MANUFACTURING A SODA-CAL-SILICA GLASS CONTAINER
CN1800262B (en) Organic polysiloxane composition solidifying at room temperature
JP6011364B2 (en) Substrate with water repellent film and article for transportation equipment
CN108659540A (en) A kind of antifouling anti-mildew room temperature vulcanized silicone rubber and preparation method thereof

Legal Events

Date Code Title Description
PB01 Publication
PB01 Publication
SE01 Entry into force of request for substantive examination
SE01 Entry into force of request for substantive examination
RJ01 Rejection of invention patent application after publication

Application publication date: 20190412

RJ01 Rejection of invention patent application after publication