CN112210334A - Environment-friendly LED packaging adhesive and preparation method thereof - Google Patents
Environment-friendly LED packaging adhesive and preparation method thereof Download PDFInfo
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- CN112210334A CN112210334A CN202011112037.5A CN202011112037A CN112210334A CN 112210334 A CN112210334 A CN 112210334A CN 202011112037 A CN202011112037 A CN 202011112037A CN 112210334 A CN112210334 A CN 112210334A
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- 239000000853 adhesive Substances 0.000 title claims abstract description 76
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 76
- 238000004806 packaging method and process Methods 0.000 title claims abstract description 76
- 238000002360 preparation method Methods 0.000 title claims abstract description 44
- 229920000515 polycarbonate Polymers 0.000 claims abstract description 60
- 239000004417 polycarbonate Substances 0.000 claims abstract description 60
- 239000004814 polyurethane Substances 0.000 claims abstract description 51
- 229920002635 polyurethane Polymers 0.000 claims abstract description 50
- 229920002545 silicone oil Polymers 0.000 claims abstract description 49
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims abstract description 17
- 239000005977 Ethylene Substances 0.000 claims abstract description 17
- UDUKMRHNZZLJRB-UHFFFAOYSA-N triethoxy-[2-(7-oxabicyclo[4.1.0]heptan-4-yl)ethyl]silane Chemical group C1C(CC[Si](OCC)(OCC)OCC)CCC2OC21 UDUKMRHNZZLJRB-UHFFFAOYSA-N 0.000 claims abstract description 15
- 229920000388 Polyphosphate Polymers 0.000 claims abstract description 13
- 239000001205 polyphosphate Substances 0.000 claims abstract description 13
- 235000011176 polyphosphates Nutrition 0.000 claims abstract description 13
- -1 boron olefin Chemical class 0.000 claims abstract description 12
- KKLCYBZPQDOFQK-UHFFFAOYSA-N 4,4,5,5-tetramethyl-2-phenyl-1,3,2-dioxaborolane Chemical compound O1C(C)(C)C(C)(C)OB1C1=CC=CC=C1 KKLCYBZPQDOFQK-UHFFFAOYSA-N 0.000 claims abstract description 11
- 229910052796 boron Inorganic materials 0.000 claims abstract description 10
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims abstract description 8
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 48
- 239000003054 catalyst Substances 0.000 claims description 43
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 28
- 238000002390 rotary evaporation Methods 0.000 claims description 21
- 239000002904 solvent Substances 0.000 claims description 21
- 238000003756 stirring Methods 0.000 claims description 21
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 21
- 238000002156 mixing Methods 0.000 claims description 17
- 238000006243 chemical reaction Methods 0.000 claims description 16
- 238000010438 heat treatment Methods 0.000 claims description 14
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 12
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 12
- 238000009835 boiling Methods 0.000 claims description 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 8
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 8
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 claims description 8
- HVLLSGMXQDNUAL-UHFFFAOYSA-N triphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)OC1=CC=CC=C1 HVLLSGMXQDNUAL-UHFFFAOYSA-N 0.000 claims description 8
- LKHZWDIUNGOHBN-UHFFFAOYSA-N 2,3-dimethylbutane-2,3-diol;phenylboronic acid Chemical compound CC(C)(O)C(C)(C)O.OB(O)C1=CC=CC=C1 LKHZWDIUNGOHBN-UHFFFAOYSA-N 0.000 claims description 7
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 7
- 238000001816 cooling Methods 0.000 claims description 7
- 238000006068 polycondensation reaction Methods 0.000 claims description 7
- 230000001376 precipitating effect Effects 0.000 claims description 7
- 238000005406 washing Methods 0.000 claims description 7
- SMSGMQUMNANAOD-UHFFFAOYSA-N 4,4,5,5-tetramethyl-2-[4-(oxiran-2-ylmethoxy)phenyl]-1,3,2-dioxaborolane Chemical compound O1C(C)(C)C(C)(C)OB1C(C=C1)=CC=C1OCC1OC1 SMSGMQUMNANAOD-UHFFFAOYSA-N 0.000 claims description 6
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 claims description 6
- 229940044631 ferric chloride hexahydrate Drugs 0.000 claims description 5
- NQXWGWZJXJUMQB-UHFFFAOYSA-K iron trichloride hexahydrate Chemical compound O.O.O.O.O.O.[Cl-].Cl[Fe+]Cl NQXWGWZJXJUMQB-UHFFFAOYSA-K 0.000 claims description 5
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 claims description 4
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims description 4
- 239000004327 boric acid Substances 0.000 claims description 4
- 239000011261 inert gas Substances 0.000 claims description 4
- 229910052757 nitrogen Inorganic materials 0.000 claims description 4
- 229910000027 potassium carbonate Inorganic materials 0.000 claims description 4
- 229910000029 sodium carbonate Inorganic materials 0.000 claims description 4
- 229910052786 argon Inorganic materials 0.000 claims description 3
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 claims description 3
- 239000001307 helium Substances 0.000 claims description 3
- 229910052734 helium Inorganic materials 0.000 claims description 3
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 claims description 3
- 229910052754 neon Inorganic materials 0.000 claims description 3
- GKAOGPIIYCISHV-UHFFFAOYSA-N neon atom Chemical compound [Ne] GKAOGPIIYCISHV-UHFFFAOYSA-N 0.000 claims description 3
- 230000007613 environmental effect Effects 0.000 abstract description 7
- 230000000052 comparative effect Effects 0.000 description 13
- 239000000203 mixture Substances 0.000 description 6
- 238000009472 formulation Methods 0.000 description 5
- 239000003822 epoxy resin Substances 0.000 description 4
- 239000005022 packaging material Substances 0.000 description 4
- 229920000647 polyepoxide Polymers 0.000 description 4
- 230000009286 beneficial effect Effects 0.000 description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 238000002834 transmittance Methods 0.000 description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
- 229920002554 vinyl polymer Polymers 0.000 description 3
- 229920001400 block copolymer Polymers 0.000 description 2
- UORVGPXVDQYIDP-UHFFFAOYSA-N borane Chemical compound B UORVGPXVDQYIDP-UHFFFAOYSA-N 0.000 description 2
- 230000007547 defect Effects 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 125000003700 epoxy group Chemical group 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 239000003292 glue Substances 0.000 description 2
- 238000011031 large-scale manufacturing process Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 229920001568 phenolic resin Polymers 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 230000002195 synergetic effect Effects 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 241000218378 Magnolia Species 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- 150000001408 amides Chemical group 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 229910000085 borane Inorganic materials 0.000 description 1
- 125000005619 boric acid group Chemical group 0.000 description 1
- 230000000295 complement effect Effects 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 239000002516 radical scavenger Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000007142 ring opening reaction Methods 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 229920002050 silicone resin Polymers 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 239000013008 thixotropic agent Substances 0.000 description 1
- QQQSFSZALRVCSZ-UHFFFAOYSA-N triethoxysilane Chemical group CCO[SiH](OCC)OCC QQQSFSZALRVCSZ-UHFFFAOYSA-N 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J169/00—Adhesives based on polycarbonates; Adhesives based on derivatives of polycarbonates
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G64/00—Macromolecular compounds obtained by reactions forming a carbonic ester link in the main chain of the macromolecule
- C08G64/42—Chemical after-treatment
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/42—Block-or graft-polymers containing polysiloxane sequences
- C08G77/458—Block-or graft-polymers containing polysiloxane sequences containing polyurethane sequences
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/02—Non-macromolecular additives
- C09J11/04—Non-macromolecular additives inorganic
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01L—SEMICONDUCTOR DEVICES NOT COVERED BY CLASS H10
- H01L33/00—Semiconductor devices having potential barriers specially adapted for light emission; Processes or apparatus specially adapted for the manufacture or treatment thereof or of parts thereof; Details thereof
- H01L33/48—Semiconductor devices having potential barriers specially adapted for light emission; Processes or apparatus specially adapted for the manufacture or treatment thereof or of parts thereof; Details thereof characterised by the semiconductor body packages
- H01L33/52—Encapsulations
- H01L33/56—Materials, e.g. epoxy or silicone resin
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2201/00—Properties
- C08L2201/02—Flame or fire retardant/resistant
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2201/00—Properties
- C08L2201/08—Stabilised against heat, light or radiation or oxydation
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2203/00—Applications
- C08L2203/20—Applications use in electrical or conductive gadgets
- C08L2203/206—Applications use in electrical or conductive gadgets use in coating or encapsulating of electronic parts
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/03—Polymer mixtures characterised by other features containing three or more polymers in a blend
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- Microelectronics & Electronic Packaging (AREA)
- General Chemical & Material Sciences (AREA)
- Manufacturing & Machinery (AREA)
- Computer Hardware Design (AREA)
- Power Engineering (AREA)
- Inorganic Chemistry (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
The invention discloses an environment-friendly LED packaging adhesive which is characterized by comprising the following components in parts by weight: 35-45 parts of modified hydroxyl-terminated hyperbranched polycarbonate, 15-25 parts of carboxyl-terminated polyurethane/amino-terminated silicone oil polycondensate, 1-3 parts of boron olefin and 1-4 parts of epoxy-terminated hyperbranched polyphosphate; the modified hydroxyl-terminated hyperbranched polycarbonate is 2- (3, 4-epoxy cyclohexyl) ethyl triethoxysilane and 4- (ethylene oxide-2-ylmethoxy) phenylboronic acid pinacol ester co-modified hydroxyl-terminated hyperbranched polycarbonate. The invention also provides a preparation method of the environment-friendly LED packaging adhesive. The environment-friendly LED packaging adhesive disclosed by the invention is good in thermal stability and weather resistance, large in bonding strength, good in mechanical property and environmental protection property, long in service life, and excellent in transparency and thermal conductivity.
Description
Technical Field
The invention relates to the technical field of packaging adhesives, in particular to an environment-friendly LED packaging adhesive and a preparation method thereof.
Background
In recent years, with the progress of global industrialization, environmental and energy problems become more severe, and it is very urgent to find new energy devices for energy saving and environmental protection. Under the situation, a Light Emitting Diode (LED) is produced, and as a novel light source, the LED has a series of advantages of stable performance, energy saving, high efficiency, safety, environmental protection, long service life and the like, so that the LED is widely applied to the fields of daily lighting, automobile light, mobile phones, televisions and the like, is known as a fourth generation lighting source or a green light source, and has become the trend and trend of future lighting technologies.
The packaging material has the important functions of improving the light-emitting efficiency of the LED lamp and prolonging the service life of the LED lamp, so that the selection of the packaging material is very important for influencing the performance of the LED. The LED packaging adhesive is a common packaging material, and the service life of an LED is directly influenced by the performance of the LED packaging adhesive, so that the demand for the LED packaging adhesive with excellent comprehensive performance is particularly important. The LED packaging adhesive in the current market basically adopts epoxy resin packaging adhesive, PU polyurethane packaging adhesive, condensed type silica gel and the like. However, these packaging adhesives have the disadvantages of poor thermal stability, low tear strength or poor environmental protection performance, and besides, the LED packaging adhesives on the market have the defects of more or less weather resistance, adhesive strength and mechanical properties to be further improved.
Patent CN105950104A discloses a high-temperature-resistant LED filament packaging adhesive, which comprises a component A and a component B; the component A consists of 97.5 to 99 weight parts of vinyl silicone oil and 1 to 2.5 weight parts of catalyst; the component B consists of 50 to 88.2 weight parts of vinyl silicone oil, 5 to 40 weight parts of vinyl silicone resin, 2 to 5.5 weight parts of hydrogen-containing silicone oil, 3.5 to 7 weight parts of thixotropic agent, 0.5 to 1.5 weight parts of hydroxyl scavenging agent, 0.01 to 0.02 weight part of inhibitor and 0.8 to 1.5 weight parts of tackifier; when the composition is used, the component A and the component B are mixed according to the mass ratio of 1: 10. The LED packaging adhesive has excellent heat-resistant stability, is suitable for packaging LED filaments, and is resistant to high-temperature cracking; however, the LED filament packaging adhesive of the formula still has certain disadvantages when applied: the LED filament packaging glue adopting the formula is used for packaging, the heat conductivity coefficient of the filament is generally less than 0.2W/(m.k), and the light transmittance is easy to reduce after the glue is cured.
Therefore, the development of the environment-friendly LED packaging adhesive which has good thermal stability and weather resistance, high bonding strength, good mechanical property and environmental protection property, long service life and excellent transparency and thermal conductivity meets the market demand, has wide market value and application prospect, and has very important significance for promoting the development of packaging material industry.
Disclosure of Invention
In view of the above, the present invention provides an environment-friendly LED packaging adhesive, which has good thermal stability and weather resistance, high bonding strength, good mechanical properties and environmental protection, long service life, and excellent transparency and thermal conductivity; meanwhile, the invention also provides a preparation method of the environment-friendly LED packaging adhesive, which is simple, convenient to operate and control, low in requirements on equipment and reaction conditions, low in preparation cost, high in preparation efficiency and suitable for continuous large-scale production.
In order to achieve the purpose, the invention adopts the technical scheme that:
the environment-friendly LED packaging adhesive is characterized by comprising the following components in parts by weight: 35-45 parts of modified hydroxyl-terminated hyperbranched polycarbonate, 15-25 parts of carboxyl-terminated polyurethane/amino-terminated silicone oil polycondensate, 1-3 parts of boron olefin and 1-4 parts of epoxy-terminated hyperbranched polyphosphate; the modified hydroxyl-terminated hyperbranched polycarbonate is 2- (3, 4-epoxy cyclohexyl) ethyl triethoxysilane and 4- (ethylene oxide-2-ylmethoxy) phenylboronic acid pinacol ester co-modified hydroxyl-terminated hyperbranched polycarbonate.
Preferably, the preparation method of the modified hydroxyl-terminated hyperbranched polycarbonate comprises the following steps: adding hydroxyl-terminated hyperbranched polycarbonate, 2- (3, 4-epoxy cyclohexyl) ethyl triethoxysilane, 4- (ethylene oxide-2-ylmethoxy) phenyl boronic acid pinacol ester and an alkaline catalyst into a high boiling point solvent, stirring and reacting for 4-6 hours at 105-115 ℃, then performing rotary evaporation to precipitate in water, taking out, and performing rotary evaporation to remove water to obtain the modified hydroxyl-terminated hyperbranched polycarbonate.
Preferably, the mass ratio of the hydroxyl-terminated hyperbranched polycarbonate to the 2- (3, 4-epoxycyclohexane) ethyltriethoxysilane to the 4- (oxiranyl-2-ylmethoxy) phenylboronic acid pinacol ester to the basic catalyst to the high-boiling-point solvent is (3-5): (0.3-0.5):0.3, (1-2): (15-25).
Preferably, the alkaline catalyst is at least one of sodium hydroxide, potassium hydroxide, sodium carbonate and potassium carbonate.
Preferably, the high boiling point solvent is at least one of dimethyl sulfoxide, N-dimethylformamide, N-dimethylacetamide and N-methylpyrrolidone.
Preferably, the preparation method of the hydroxyl-terminated hyperbranched polycarbonate is described in chinese patent application No. 20171046650.7, example 1.
Preferably, the preparation method of the carboxyl-terminated polyurethane/amino-terminated silicone oil polycondensate comprises the following steps: adding carboxyl-terminated polyurethane, amino-terminated silicone oil and a catalyst into N, N-dimethylformamide, uniformly mixing, adding into a high-pressure reaction kettle, replacing air in the kettle with nitrogen or inert gas, heating to 140-160 ℃, maintaining constant pressure under the pressure of 0.8-1.2MPa for draining for 1-2 hours, then heating to 240-250 ℃, carrying out polycondensation reaction for 6-10 hours under 30-80Pa, cooling to room temperature after the reaction is finished, adjusting to normal pressure, precipitating in water, taking out, washing the product with ethanol for 3-5 times, and then carrying out rotary evaporation to remove the ethanol to obtain the carboxyl-terminated polyurethane/amino-terminated silicone oil polycondensate.
Preferably, the mol ratio of the carboxyl-terminated polyurethane to the amino-terminated silicone oil to the catalyst to the N, N-dimethylformamide is 1:1 (1-3) to (8-12).
Preferably, the preparation method of the carboxyl-terminated polyurethane is as follows: BAB type carboxyl-terminated polyurethane (A) -epoxy resin (B) block copolymer toughened phenolic plastic, Michelia, Sun Dynasty, plastics processing, 1991,000(003), number average molecular weight 2000.
Preferably, the preparation method of the amino-terminated silicone oil is as follows: chinese patent application No. 201710145310.6, example 1.
Preferably, the catalyst is at least one of ferric chloride hexahydrate, boric acid and triphenyl phosphite; the inert gas is any one of helium, neon and argon.
Preferably, the preparation method of the epoxy-terminated hyperbranched polyphosphate is as follows: chinese patent application No. 201810153507.9, example 1.
Another objective of the present invention is to provide a method for preparing the environment-friendly LED packaging adhesive, which is characterized by comprising the following steps: mixing the components in parts by weight, controlling the stirring speed to be 800-1200r/min, stirring for 5-15 minutes, and then performing vacuum defoaming to obtain the environment-friendly LED packaging adhesive.
Preferably, the vacuum defoaming process parameters are as follows: the vacuum degree of the defoaming is-0.08 MPa to-0.16 MPa, and the time is 2min to 5 min.
Adopt the produced beneficial effect of above-mentioned technical scheme to lie in:
(1) the preparation method of the environment-friendly LED packaging adhesive provided by the invention can be obtained by adopting a conventional preparation method of the packaging adhesive, does not need special equipment and instruments, is low in production cost, low in production labor intensity and high in production efficiency, and is suitable for continuous large-scale production.
(2) The environment-friendly LED packaging adhesive provided by the invention overcomes the defects that the LED packaging adhesive on the market is poor in heat stability, low in tearing strength or weak in environment-friendly performance, and the weather resistance, the bonding strength and the mechanical performance of the LED packaging adhesive need to be further improved.
(3) The environment-friendly LED packaging adhesive provided by the invention combines the advantages of polycarbonate, polyurethane, silicone oil and epoxy resin, so that the environment-friendly LED packaging adhesive has all the advantages of the existing packaging adhesive, and through reasonable material selection and proportioning arrangement, the components interact and complement each other to form an organic unified whole, thereby being beneficial to exerting the synergy, improving the performance stability of the packaging adhesive, ensuring that the cured adhesive material has excellent comprehensiveness, further effectively improving the working performance of an LED and prolonging the service life of the LED.
(4) According to the environment-friendly LED packaging adhesive provided by the invention, the modified hydroxyl-terminated hyperbranched polycarbonate is co-modified by 2- (3, 4-epoxycyclohexane) ethyl triethoxysilane and 4- (epoxyethane-2-ylmethoxy) phenylboronic acid pinacol ester, the triethoxysilane structure is introduced on a molecular chain to improve the bonding strength, and the phenylboronic acid pinacol ester structure is introduced to improve the weather resistance, temperature resistance and mechanical properties of the packaging adhesive. The carboxyl-terminated polyurethane/amino-terminated silicone oil polycondensate generates a polymer through a polyamidation reaction between the polyurethane terminal carboxyl and the silicone oil terminal amino, so that the compatibility problem does not exist between the polyurethane terminal carboxyl and the silicone oil terminal amino, the synergistic effect can be better exerted, an amide structure is introduced, and the comprehensive performance of the packaging adhesive is further improved.
(5) According to the environment-friendly LED packaging adhesive provided by the invention, the boron alkene is added, the mechanical property is improved, the heat conducting property is improved, the epoxy-terminated hyperbranched polyphosphate ester is added, and during curing, the epoxy group on the epoxy-terminated hyperbranched polyphosphate ester can perform a ring-opening reaction with the amino group and the carboxyl group on the modified hydroxyl-terminated hyperbranched polycarbonate and the carboxyl-terminated polyurethane/amino-terminated silicon oil polycondensate, so that a three-dimensional network structure is formed, the comprehensive property is effectively improved, and meanwhile, the flame retardance and the temperature resistance can be improved without influencing the transparent effect due to the introduction of the phosphate ester.
Detailed Description
In order to make the technical solutions of the present invention better understood and make the above features, objects, and advantages of the present invention more comprehensible, the present invention is further described with reference to the following examples. The examples are intended to illustrate the invention only and are not intended to limit the scope of the invention.
In the embodiment of the invention, the raw materials are all purchased commercially; the preparation method of the hydroxyl-terminated hyperbranched polycarbonate is disclosed in the patent example 1 of Chinese invention with the application number of 20171046650.7; the preparation of the carboxyl-terminated polyurethane is described in the following: BAB type carboxyl-terminated polyurethane (A) -epoxy resin (B) block copolymer toughened phenolic plastic, Shimmin, Sun Shaoka, plastics processing, 1991,000(003), number average molecular weight 2000; the preparation method of the amino-terminated silicone oil is as follows: chinese invention patent example 1 with application number 201710145310.6; the preparation method of the epoxy-terminated hyperbranched polyphosphate refers to the following steps: chinese patent application No. 201810153507.9, example 1.
Example 1
The environment-friendly LED packaging adhesive is characterized by comprising the following components in parts by weight: 35 parts of modified hydroxyl-terminated hyperbranched polycarbonate, 15 parts of carboxyl-terminated polyurethane/amino-terminated silicone oil polycondensate, 1 part of boron olefin and 1 part of epoxy-terminated hyperbranched polyphosphate; the modified hydroxyl-terminated hyperbranched polycarbonate is 2- (3, 4-epoxy cyclohexyl) ethyl triethoxysilane and 4- (ethylene oxide-2-ylmethoxy) phenylboronic acid pinacol ester co-modified hydroxyl-terminated hyperbranched polycarbonate.
The preparation method of the modified hydroxyl-terminated hyperbranched polycarbonate comprises the following steps: adding hydroxyl-terminated hyperbranched polycarbonate, 2- (3, 4-epoxy cyclohexyl) ethyl triethoxysilane, 4- (ethylene oxide-2-ylmethoxy) phenyl boronic acid pinacol ester and a basic catalyst into a high-boiling-point solvent, stirring and reacting for 4 hours at 105 ℃, then performing rotary evaporation to precipitate in water, taking out, and performing rotary evaporation to remove water to obtain modified hydroxyl-terminated hyperbranched polycarbonate; the mass ratio of the hydroxyl-terminated hyperbranched polycarbonate to the 2- (3, 4-epoxycyclohexane) ethyltriethoxysilane to the 4- (oxirane-2-ylmethoxy) phenylboronic acid pinacol ester to the basic catalyst to the high-boiling-point solvent is 3:0.3:0.3:1: 15; the alkaline catalyst is sodium hydroxide; the high boiling point solvent is dimethyl sulfoxide.
The preparation method of the carboxyl-terminated polyurethane/amino-terminated silicone oil polycondensate comprises the following steps: adding carboxyl-terminated polyurethane, amino-terminated silicone oil and a catalyst into N, N-dimethylformamide, uniformly mixing, adding into a high-pressure reaction kettle, replacing air in the kettle with nitrogen, heating to 140 ℃, maintaining constant pressure under the pressure of 0.8MPa for draining for 1 hour, heating to 240 ℃, carrying out polycondensation reaction for 6 hours under 30Pa, cooling to room temperature after the reaction is finished, adjusting to normal pressure, precipitating in water, taking out, washing the product with ethanol for 3 times, and then carrying out rotary evaporation to remove the ethanol to obtain a carboxyl-terminated polyurethane/amino-terminated silicone oil polycondensate; the mol ratio of the carboxyl-terminated polyurethane to the amino-terminated silicone oil to the catalyst to the N, N-dimethylformamide is 1:1:1: 8; the catalyst is ferric chloride hexahydrate.
The preparation method of the environment-friendly LED packaging adhesive is characterized by comprising the following steps: mixing the components in parts by weight, controlling the stirring speed to be 800r/min, stirring for 5 minutes, and then defoaming in vacuum to obtain the environment-friendly LED packaging adhesive.
The vacuum defoaming process parameters are as follows: the vacuum degree of the defoaming is-0.08 MPa, and the time is 2 min.
Example 2
The environment-friendly LED packaging adhesive is characterized by comprising the following components in parts by weight: 37 parts of modified hydroxyl-terminated hyperbranched polycarbonate, 17 parts of carboxyl-terminated polyurethane/amino-terminated silicone oil polycondensate, 1.5 parts of boron olefin and 2 parts of epoxy-terminated hyperbranched polyphosphate; the modified hydroxyl-terminated hyperbranched polycarbonate is 2- (3, 4-epoxy cyclohexyl) ethyl triethoxysilane and 4- (ethylene oxide-2-ylmethoxy) phenylboronic acid pinacol ester co-modified hydroxyl-terminated hyperbranched polycarbonate.
The preparation method of the modified hydroxyl-terminated hyperbranched polycarbonate comprises the following steps: adding hydroxyl-terminated hyperbranched polycarbonate, 2- (3, 4-epoxy cyclohexyl) ethyl triethoxysilane, 4- (ethylene oxide-2-ylmethoxy) phenyl boronic acid pinacol ester and a basic catalyst into a high-boiling-point solvent, stirring and reacting for 4.5 hours at 108 ℃, then performing rotary evaporation to precipitate in water, taking out the product, and performing rotary evaporation to remove water to obtain the modified hydroxyl-terminated hyperbranched polycarbonate.
The mass ratio of the hydroxyl-terminated hyperbranched polycarbonate to the 2- (3, 4-epoxycyclohexane) ethyltriethoxysilane to the 4- (oxirane-2-ylmethoxy) phenylboronic acid pinacol ester to the basic catalyst to the high-boiling-point solvent is 3.5:0.35:0.3:1.2: 17; the alkaline catalyst is potassium hydroxide; the high boiling point solvent is N, N-dimethylformamide.
The preparation method of the carboxyl-terminated polyurethane/amino-terminated silicone oil polycondensate comprises the following steps: adding carboxyl-terminated polyurethane, amino-terminated silicone oil and a catalyst into N, N-dimethylformamide, uniformly mixing, adding into a high-pressure reaction kettle, replacing air in the kettle with helium, heating to 145 ℃, maintaining constant pressure under the pressure of 0.9MPa for draining for 1.2 hours, heating to 243 ℃, carrying out polycondensation reaction for 7 hours under 40Pa, cooling to room temperature after the reaction is finished, adjusting to normal pressure, precipitating in water, taking out, washing a product with ethanol for 4 times, and then carrying out rotary evaporation to remove the ethanol to obtain a carboxyl-terminated polyurethane/amino-terminated silicone oil polycondensate; the mol ratio of the carboxyl-terminated polyurethane to the amino-terminated silicone oil to the catalyst to the N, N-dimethylformamide is 1:1:1.5: 9; the catalyst is boric acid.
The preparation method of the environment-friendly LED packaging adhesive is characterized by comprising the following steps: mixing the components in parts by weight, controlling the stirring speed to be 900r/min, stirring for 7 minutes, and then defoaming in vacuum to obtain the environment-friendly LED packaging adhesive.
The vacuum defoaming process parameters are as follows: the vacuum degree of defoaming is-0.1 MPa, and the time is 3 min.
Example 3
The environment-friendly LED packaging adhesive is characterized by comprising the following components in parts by weight: 40 parts of modified hydroxyl-terminated hyperbranched polycarbonate, 20 parts of carboxyl-terminated polyurethane/amino-terminated silicone oil polycondensate, 2 parts of boron olefin and 2.5 parts of epoxy-terminated hyperbranched polyphosphate; the modified hydroxyl-terminated hyperbranched polycarbonate is 2- (3, 4-epoxy cyclohexyl) ethyl triethoxysilane and 4- (ethylene oxide-2-ylmethoxy) phenylboronic acid pinacol ester co-modified hydroxyl-terminated hyperbranched polycarbonate.
The preparation method of the modified hydroxyl-terminated hyperbranched polycarbonate comprises the following steps: adding hydroxyl-terminated hyperbranched polycarbonate, 2- (3, 4-epoxy cyclohexyl) ethyl triethoxysilane, 4- (ethylene oxide-2-ylmethoxy) phenyl boronic acid pinacol ester and a basic catalyst into a high-boiling-point solvent, stirring and reacting for 5 hours at 110 ℃, then performing rotary evaporation to precipitate in water, taking out the solution, and performing rotary evaporation to remove water to obtain modified hydroxyl-terminated hyperbranched polycarbonate; the mass ratio of the hydroxyl-terminated hyperbranched polycarbonate to the 2- (3, 4-epoxycyclohexane) ethyltriethoxysilane to the 4- (oxirane-2-ylmethoxy) phenylboronic acid pinacol ester to the basic catalyst to the high-boiling-point solvent is 4:0.4:0.3:1.5: 20; the alkaline catalyst is sodium carbonate; the high boiling point solvent is N, N-dimethylacetamide.
The preparation method of the carboxyl-terminated polyurethane/amino-terminated silicone oil polycondensate comprises the following steps: adding carboxyl-terminated polyurethane, amino-terminated silicone oil and a catalyst into N, N-dimethylformamide, uniformly mixing, adding into a high-pressure reaction kettle, replacing air in the kettle with neon, heating to 150 ℃, maintaining constant pressure under the pressure of 1MPa for draining for 1.5 hours, heating to 245 ℃, carrying out polycondensation reaction for 8 hours under 60Pa, cooling to room temperature after the reaction is finished, adjusting to normal pressure, precipitating in water, taking out, washing the product with ethanol for 4 times, and then carrying out rotary evaporation to remove the ethanol to obtain a carboxyl-terminated polyurethane/amino-terminated silicone oil polycondensate; the mol ratio of the carboxyl-terminated polyurethane to the amino-terminated silicone oil to the catalyst to the N, N-dimethylformamide is 1:1:2: 10; the catalyst is triphenyl phosphite.
The preparation method of the environment-friendly LED packaging adhesive is characterized by comprising the following steps: mixing the components in parts by weight, controlling the stirring speed to be 1000r/min, stirring for 10 minutes, and then defoaming in vacuum to obtain the environment-friendly LED packaging adhesive.
The vacuum defoaming process parameters are as follows: the vacuum degree of the defoaming is-0.12 MPa, and the time is 3.5 min.
Example 4
The environment-friendly LED packaging adhesive is characterized by comprising the following components in parts by weight: 43 parts of modified hydroxyl-terminated hyperbranched polycarbonate, 23 parts of carboxyl-terminated polyurethane/amino-terminated silicone oil polycondensate, 2.5 parts of boron olefin and 3.5 parts of epoxy-terminated hyperbranched polyphosphate; the modified hydroxyl-terminated hyperbranched polycarbonate is 2- (3, 4-epoxy cyclohexyl) ethyl triethoxysilane and 4- (ethylene oxide-2-ylmethoxy) phenylboronic acid pinacol ester co-modified hydroxyl-terminated hyperbranched polycarbonate.
The preparation method of the modified hydroxyl-terminated hyperbranched polycarbonate comprises the following steps: adding hydroxyl-terminated hyperbranched polycarbonate, 2- (3, 4-epoxy cyclohexyl) ethyl triethoxysilane, 4- (ethylene oxide-2-ylmethoxy) phenyl boronic acid pinacol ester and a basic catalyst into a high-boiling-point solvent, stirring and reacting for 5.7 hours at 112 ℃, then performing rotary evaporation to precipitate in water, taking out the solution, and performing rotary evaporation to remove water to obtain modified hydroxyl-terminated hyperbranched polycarbonate; the mass ratio of the hydroxyl-terminated hyperbranched polycarbonate to the 2- (3, 4-epoxycyclohexane) ethyltriethoxysilane to the 4- (oxirane-2-ylmethoxy) phenylboronic acid pinacol ester to the basic catalyst to the high-boiling-point solvent is 4.5:0.45:0.3:1.8: 23; the alkaline catalyst is prepared by mixing sodium hydroxide, potassium hydroxide, sodium carbonate and potassium carbonate according to the mass ratio of 1:2:2: 3; the high boiling point solvent is formed by mixing dimethyl sulfoxide, N-dimethylformamide, N-dimethylacetamide and N-methylpyrrolidone according to a mass ratio of 2:3:1: 2.
The preparation method of the carboxyl-terminated polyurethane/amino-terminated silicone oil polycondensate comprises the following steps: adding carboxyl-terminated polyurethane, amino-terminated silicone oil and a catalyst into N, N-dimethylformamide, uniformly mixing, adding into a high-pressure reaction kettle, replacing air in the kettle with argon, heating to 155 ℃, maintaining constant pressure under the pressure of 1.1MPa for draining for 1.8 hours, heating to 248 ℃, carrying out polycondensation reaction for 9.5 hours under 70Pa, cooling to room temperature after the reaction is finished, adjusting to normal pressure, precipitating in water, taking out, washing the product with ethanol for 5 times, and then carrying out rotary evaporation to remove the ethanol to obtain a carboxyl-terminated polyurethane/amino-terminated silicone oil polycondensate; the mol ratio of the carboxyl-terminated polyurethane to the amino-terminated silicone oil to the catalyst to the N, N-dimethylformamide is 1:1:2.5: 11; the catalyst is prepared by mixing ferric chloride hexahydrate, boric acid and triphenyl phosphite according to the mass ratio of 1:3: 5.
The preparation method of the environment-friendly LED packaging adhesive is characterized by comprising the following steps: mixing the components in parts by weight, controlling the stirring speed to 1150r/min, stirring for 13 minutes, and then defoaming in vacuum to obtain the environment-friendly LED packaging adhesive.
The vacuum defoaming process parameters are as follows: the vacuum degree of defoaming is-0.14 MPa, and the time is 4.5 min.
Example 5
The environment-friendly LED packaging adhesive is characterized by comprising the following components in parts by weight: 45 parts of modified hydroxyl-terminated hyperbranched polycarbonate, 25 parts of carboxyl-terminated polyurethane/amino-terminated silicone oil polycondensate, 3 parts of boron olefin and 4 parts of epoxy-terminated hyperbranched polyphosphate; the modified hydroxyl-terminated hyperbranched polycarbonate is 2- (3, 4-epoxy cyclohexyl) ethyl triethoxysilane and 4- (ethylene oxide-2-ylmethoxy) phenylboronic acid pinacol ester co-modified hydroxyl-terminated hyperbranched polycarbonate.
The preparation method of the modified hydroxyl-terminated hyperbranched polycarbonate comprises the following steps: adding hydroxyl-terminated hyperbranched polycarbonate, 2- (3, 4-epoxy cyclohexyl) ethyl triethoxysilane, 4- (ethylene oxide-2-ylmethoxy) phenyl boronic acid pinacol ester and a basic catalyst into a high-boiling-point solvent, stirring and reacting for 6 hours at 115 ℃, then performing rotary evaporation to precipitate in water, taking out the solution, and performing rotary evaporation to remove water to obtain modified hydroxyl-terminated hyperbranched polycarbonate; the mass ratio of the hydroxyl-terminated hyperbranched polycarbonate to the 2- (3, 4-epoxycyclohexane) ethyltriethoxysilane to the 4- (oxirane-2-ylmethoxy) phenylboronic acid pinacol ester to the basic catalyst to the high-boiling-point solvent is 5:0.5:0.3:2: 25; the alkaline catalyst is potassium carbonate; the high boiling point solvent is N-methyl pyrrolidone.
The preparation method of the carboxyl-terminated polyurethane/amino-terminated silicone oil polycondensate comprises the following steps: adding carboxyl-terminated polyurethane, amino-terminated silicone oil and a catalyst into N, N-dimethylformamide, uniformly mixing, adding into a high-pressure reaction kettle, replacing air in the kettle with nitrogen, heating to 160 ℃, maintaining constant pressure under the pressure of 1.2MPa for draining for 2 hours, heating to 250 ℃, carrying out polycondensation reaction for 10 hours under 80Pa, cooling to room temperature after the reaction is finished, adjusting to normal pressure, precipitating in water, taking out, washing the product with ethanol for 5 times, and then carrying out rotary evaporation to remove the ethanol to obtain a carboxyl-terminated polyurethane/amino-terminated silicone oil polycondensate; the mol ratio of the carboxyl-terminated polyurethane to the amino-terminated silicone oil to the catalyst to the N, N-dimethylformamide is 1:1:3: 12; the catalyst is ferric chloride hexahydrate.
The preparation method of the environment-friendly LED packaging adhesive is characterized by comprising the following steps: mixing the components in parts by weight, controlling the stirring speed to be 1200r/min, stirring for 15 minutes, and then defoaming in vacuum to obtain the environment-friendly LED packaging adhesive.
The vacuum defoaming process parameters are as follows: the vacuum degree of defoaming is-0.16 MPa, and the time is 5 min.
Comparative example 1
The present example provides an environment-friendly LED packaging adhesive, which has the same formulation and preparation method as example 1, except that modified hydroxyl-terminated hyperbranched polycarbonate is replaced with hyperbranched polycarbonate.
Comparative example 2
The present example provides an environment-friendly LED packaging adhesive, the formulation and the preparation method of which are the same as those of example 1, except that no 4- (ethylene oxide-2-ylmethoxy) phenylboronic acid pinacol ester is added in the preparation process of the modified hydroxyl-terminated hyperbranched polycarbonate.
Comparative example 3
The present example provides an environment-friendly LED packaging adhesive, the formulation and the preparation method are the same as those of example 1, except that carboxyl-terminated polyurethane is used to replace carboxyl-terminated polyurethane/amino-terminated silicone oil polycondensate.
Comparative example 4
The present example provides an environment-friendly LED packaging adhesive, the formula and the preparation method are the same as those of example 1, except that carboxyl-terminated polyurethane/amino-terminated silicone oil polycondensate is replaced by amino-terminated silicone oil.
Comparative example 5
The present example provides an environment-friendly LED packaging adhesive, which has the same formulation and preparation method as example 1, except that no boron alkene is added.
Comparative example 6
The present example provides an environment-friendly LED packaging adhesive, which has the same formulation and preparation method as example 1, except that no terminal epoxy group hyperbranched polyphosphate is added.
In order to further illustrate the beneficial technical effects of the environment-friendly LED packaging adhesive in the embodiments of the present invention, the environment-friendly LED packaging adhesives described in the embodiments 1-5 and the comparative examples 1-6 are subjected to performance tests, the test methods refer to corresponding national standards, and the test results are shown in Table 1.
As can be seen from table 1, the environment-friendly LED packaging adhesive disclosed in the embodiments of the present invention has high bonding strength and tensile shear strength, high light transmittance, and excellent high temperature resistance and thermal conductivity, which are the results of the synergistic effect of the components; the addition of the borane can improve the high temperature resistance and the thermal conductivity, and the mechanical property and the high temperature resistance can be improved by modifying 4- (ethylene oxide-2-ylmethoxy) phenylboronic acid pinacol ester; the introduction of the carboxyl-terminated polyurethane/amino-terminated silicone oil polycondensate can improve the comprehensive performance.
TABLE 1
| Item | Adhesive strength | Light transmittance | Tensile shear strength | High temperature resistance | Coefficient of thermal conductivity |
| Unit of | MPa | ％ | MPa | ℃ | W/m.K |
| Example 1 | 3.42 | ＞90 | 2.15 | 286 | 2.7 |
| Example 2 | 3.48 | ＞90 | 2.19 | 288 | 2.9 |
| Example 3 | 3.53 | ＞90 | 2.22 | 291 | 3.2 |
| Example 4 | 3.56 | ＞90 | 2.28 | 295 | 3.6 |
| Example 5 | 3.60 | ＞90 | 2.31 | 297 | 3.8 |
| Comparative example 1 | 2.89 | ＞90 | 1.86 | 232 | 2.3 |
| Comparative example 2 | 3.30 | ＞90 | 1.93 | 235 | 2.2 |
| Comparative example 3 | 3.15 | ＞90 | 1.98 | 262 | 2.0 |
| Comparative example 4 | 3.13 | ＞90 | 1.91 | 265 | 2.1 |
| Comparative example 5 | 3.40 | ＞90 | 1.95 | 278 | 1.8 |
| Comparative example 6 | 3.34 | ＞90 | 1.89 | 270 | 2.5 |
The foregoing shows and describes the general principles and broad features of the present invention and advantages thereof. It will be understood by those skilled in the art that the present invention is not limited to the embodiments described above, which are described in the specification and illustrated only to illustrate the principle of the present invention, but that various changes and modifications may be made therein without departing from the spirit and scope of the present invention, which fall within the scope of the invention as claimed. The scope of the invention is defined by the appended claims and equivalents thereof.
Claims (10)
1. The environment-friendly LED packaging adhesive is characterized by comprising the following components in parts by weight: 35-45 parts of modified hydroxyl-terminated hyperbranched polycarbonate, 15-25 parts of carboxyl-terminated polyurethane/amino-terminated silicone oil polycondensate, 1-3 parts of boron olefin and 1-4 parts of epoxy-terminated hyperbranched polyphosphate; the modified hydroxyl-terminated hyperbranched polycarbonate is 2- (3, 4-epoxy cyclohexyl) ethyl triethoxysilane and 4- (ethylene oxide-2-ylmethoxy) phenylboronic acid pinacol ester co-modified hydroxyl-terminated hyperbranched polycarbonate.
2. The environment-friendly LED packaging adhesive according to claim 1, wherein the preparation method of the modified hydroxyl-terminated hyperbranched polycarbonate comprises the following steps: adding hydroxyl-terminated hyperbranched polycarbonate, 2- (3, 4-epoxy cyclohexyl) ethyl triethoxysilane, 4- (ethylene oxide-2-ylmethoxy) phenyl boronic acid pinacol ester and an alkaline catalyst into a high boiling point solvent, stirring and reacting for 4-6 hours at 105-115 ℃, then performing rotary evaporation to precipitate in water, taking out, and performing rotary evaporation to remove water to obtain the modified hydroxyl-terminated hyperbranched polycarbonate.
3. The environment-friendly LED packaging adhesive as claimed in claim 2, wherein the mass ratio of the hydroxyl-terminated hyperbranched polycarbonate, 2- (3, 4-epoxycyclohexane) ethyltriethoxysilane, 4- (oxiran-2-ylmethoxy) phenylboronic acid pinacol ester, the basic catalyst and the high-boiling-point solvent is (3-5): 0.3-0.5):0.3, (1-2): 15-25).
4. The environment-friendly LED packaging adhesive as claimed in claim 2, wherein the basic catalyst is at least one of sodium hydroxide, potassium hydroxide, sodium carbonate and potassium carbonate.
5. The environment-friendly LED packaging adhesive according to claim 2, wherein the high boiling point solvent is at least one of dimethyl sulfoxide, N-dimethylformamide, N-dimethylacetamide and N-methylpyrrolidone.
6. The environment-friendly LED packaging adhesive as claimed in claim 1, wherein the preparation method of the carboxyl-terminated polyurethane/amino-terminated silicone oil polycondensate comprises the following steps: adding carboxyl-terminated polyurethane, amino-terminated silicone oil and a catalyst into N, N-dimethylformamide, uniformly mixing, adding into a high-pressure reaction kettle, replacing air in the kettle with nitrogen or inert gas, heating to 140-160 ℃, maintaining constant pressure under the pressure of 0.8-1.2MPa for draining for 1-2 hours, then heating to 240-250 ℃, carrying out polycondensation reaction for 6-10 hours under 30-80Pa, cooling to room temperature after the reaction is finished, adjusting to normal pressure, precipitating in water, taking out, washing the product with ethanol for 3-5 times, and then carrying out rotary evaporation to remove the ethanol to obtain the carboxyl-terminated polyurethane/amino-terminated silicone oil polycondensate.
7. The environment-friendly LED packaging adhesive as claimed in claim 6, wherein the molar ratio of the carboxyl-terminated polyurethane, the amino-terminated silicone oil, the catalyst and the N, N-dimethylformamide is 1:1 (1-3) to (8-12).
8. The environment-friendly LED packaging adhesive according to claim 6, wherein the catalyst is at least one of ferric chloride hexahydrate, boric acid and triphenyl phosphite; the inert gas is any one of helium, neon and argon.
9. The environment-friendly LED packaging adhesive according to any one of claims 1 to 8, wherein the preparation method of the environment-friendly LED packaging adhesive comprises the following steps: mixing the components in parts by weight, controlling the stirring speed to be 800-1200r/min, stirring for 5-15 minutes, and then performing vacuum defoaming to obtain the environment-friendly LED packaging adhesive.
10. The environment-friendly LED packaging adhesive as claimed in claim 9, wherein the vacuum defoaming process parameters are as follows: the vacuum degree of the defoaming is-0.08 MPa to-0.16 MPa, and the time is 2min to 5 min.
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| CN111117555A (en) * | 2019-12-30 | 2020-05-08 | 庄明磊 | Environment-friendly aqueous adhesive and preparation method thereof |
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| CN1849358A (en) * | 2003-09-12 | 2006-10-18 | 巴斯福股份公司 | Highly functional, highly branched or hyperbranched polycarbonates and the production and use hereof |
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