WO2024038670A1 - Composition de silicone durcissable aux uv, produit durci et agent de revêtement de plaquettes de silicium - Google Patents
Composition de silicone durcissable aux uv, produit durci et agent de revêtement de plaquettes de silicium Download PDFInfo
- Publication number
- WO2024038670A1 WO2024038670A1 PCT/JP2023/022591 JP2023022591W WO2024038670A1 WO 2024038670 A1 WO2024038670 A1 WO 2024038670A1 JP 2023022591 W JP2023022591 W JP 2023022591W WO 2024038670 A1 WO2024038670 A1 WO 2024038670A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- sio
- curable silicone
- component
- silicone composition
- group
- Prior art date
Links
- 229920001296 polysiloxane Polymers 0.000 title claims abstract description 51
- 239000000203 mixture Substances 0.000 title claims abstract description 37
- 229910052710 silicon Inorganic materials 0.000 title claims abstract description 26
- 239000010703 silicon Substances 0.000 title claims abstract description 24
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 title claims description 25
- 239000011248 coating agent Substances 0.000 title claims description 8
- 125000003342 alkenyl group Chemical group 0.000 claims abstract description 19
- -1 polysiloxane Polymers 0.000 claims abstract description 16
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical group [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims abstract description 14
- 239000003054 catalyst Substances 0.000 claims abstract description 10
- 229910052751 metal Inorganic materials 0.000 claims abstract description 9
- 239000002184 metal Substances 0.000 claims abstract description 9
- 125000001183 hydrocarbyl group Chemical group 0.000 claims abstract 4
- 229910004298 SiO 2 Inorganic materials 0.000 claims description 6
- 229920006136 organohydrogenpolysiloxane Polymers 0.000 claims description 6
- 150000003058 platinum compounds Chemical class 0.000 claims description 6
- 229910004283 SiO 4 Inorganic materials 0.000 claims description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 229910020485 SiO4/2 Inorganic materials 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 239000000758 substrate Substances 0.000 description 10
- 235000012431 wafers Nutrition 0.000 description 9
- 238000001723 curing Methods 0.000 description 7
- 239000000463 material Substances 0.000 description 7
- 125000004432 carbon atom Chemical group C* 0.000 description 6
- 150000002430 hydrocarbons Chemical group 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 238000011109 contamination Methods 0.000 description 4
- 125000003700 epoxy group Chemical group 0.000 description 4
- 229910052697 platinum Inorganic materials 0.000 description 4
- 229920001843 polymethylhydrosiloxane Polymers 0.000 description 4
- 238000012545 processing Methods 0.000 description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 3
- 238000006459 hydrosilylation reaction Methods 0.000 description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
- DQEYHSVSMPJXLJ-UHFFFAOYSA-N C1(C=CC=C1)[Pt](CC)(C)C Chemical group C1(C=CC=C1)[Pt](CC)(C)C DQEYHSVSMPJXLJ-UHFFFAOYSA-N 0.000 description 2
- YZCKVEUIGOORGS-UHFFFAOYSA-N Hydrogen atom Chemical compound [H] YZCKVEUIGOORGS-UHFFFAOYSA-N 0.000 description 2
- 125000005595 acetylacetonate group Chemical group 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 125000004122 cyclic group Chemical group 0.000 description 2
- 229910021485 fumed silica Inorganic materials 0.000 description 2
- 238000005227 gel permeation chromatography Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000004065 semiconductor Substances 0.000 description 2
- 229920002379 silicone rubber Polymers 0.000 description 2
- 239000004945 silicone rubber Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- VXQBJTKSVGFQOL-UHFFFAOYSA-N 2-(2-butoxyethoxy)ethyl acetate Chemical compound CCCCOCCOCCOC(C)=O VXQBJTKSVGFQOL-UHFFFAOYSA-N 0.000 description 1
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- YGBYJRVGNBVTCQ-UHFFFAOYSA-N C[Pt](C)C.[CH]1C=CC=C1 Chemical group C[Pt](C)C.[CH]1C=CC=C1 YGBYJRVGNBVTCQ-UHFFFAOYSA-N 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 229940045985 antineoplastic platinum compound Drugs 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 125000004369 butenyl group Chemical group C(=CCC)* 0.000 description 1
- 238000012993 chemical processing Methods 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 229910002026 crystalline silica Inorganic materials 0.000 description 1
- 125000000058 cyclopentadienyl group Chemical group C1(=CC=CC1)* 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- ZSWFCLXCOIISFI-UHFFFAOYSA-N endo-cyclopentadiene Chemical group C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 description 1
- 238000005530 etching Methods 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 125000006038 hexenyl group Chemical group 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 229910000000 metal hydroxide Inorganic materials 0.000 description 1
- 150000004692 metal hydroxides Chemical class 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000003136 n-heptyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000002255 pentenyl group Chemical group C(=CCCC)* 0.000 description 1
- 150000003057 platinum Chemical class 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 239000012744 reinforcing agent Substances 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 239000013464 silicone adhesive Substances 0.000 description 1
- 239000004447 silicone coating Substances 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000004528 spin coating Methods 0.000 description 1
- 230000009974 thixotropic effect Effects 0.000 description 1
- 239000004034 viscosity adjusting agent Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L83/00—Compositions of 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; Compositions of derivatives of such polymers
- C08L83/04—Polysiloxanes
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D183/00—Coating compositions 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; Coating compositions based on derivatives of such polymers
- C09D183/04—Polysiloxanes
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01L—SEMICONDUCTOR DEVICES NOT COVERED BY CLASS H10
- H01L21/00—Processes or apparatus adapted for the manufacture or treatment of semiconductor or solid state devices or of parts thereof
- H01L21/02—Manufacture or treatment of semiconductor devices or of parts thereof
- H01L21/04—Manufacture or treatment of semiconductor devices or of parts thereof the devices having potential barriers, e.g. a PN junction, depletion layer or carrier concentration layer
- H01L21/18—Manufacture or treatment of semiconductor devices or of parts thereof the devices having potential barriers, e.g. a PN junction, depletion layer or carrier concentration layer the devices having semiconductor bodies comprising elements of Group IV of the Periodic Table or AIIIBV compounds with or without impurities, e.g. doping materials
- H01L21/30—Treatment of semiconductor bodies using processes or apparatus not provided for in groups H01L21/20 - H01L21/26
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01L—SEMICONDUCTOR DEVICES NOT COVERED BY CLASS H10
- H01L21/00—Processes or apparatus adapted for the manufacture or treatment of semiconductor or solid state devices or of parts thereof
- H01L21/67—Apparatus specially adapted for handling semiconductor or electric solid state devices during manufacture or treatment thereof; Apparatus specially adapted for handling wafers during manufacture or treatment of semiconductor or electric solid state devices or components ; Apparatus not specifically provided for elsewhere
- H01L21/683—Apparatus specially adapted for handling semiconductor or electric solid state devices during manufacture or treatment thereof; Apparatus specially adapted for handling wafers during manufacture or treatment of semiconductor or electric solid state devices or components ; Apparatus not specifically provided for elsewhere for supporting or gripping
Definitions
- the present invention relates to an ultraviolet curable silicone composition, a cured product, and a silicon wafer coating agent.
- UV-curable silicone materials have a long pot life under light-shielded conditions, and also have the characteristic of rapidly curing even at room temperature after irradiation with UV rays, so they are effective, for example, in applications where they are cured on large-area substrates. be.
- the manufacturing of semiconductor silicon involves hundreds of physical and chemical processing steps on silicon substrates, and defects such as cracks in the silicon substrate and scratches from excavated pieces can occur during processing. There are cases where Therefore, it is thought that the yield can be improved by using a coating agent that protects the silicon substrate during processing.
- silicone rubber is flexible and has excellent mechanical strength, so it can prevent warping and cracking of the silicon substrate, and it also has excellent chemical resistance, so it is suitable for such coating agents. It is considered useful.
- UV-curable silicone materials are considered to be useful from the viewpoint of pot life and curing speed. Conceivable.
- Adhesive aids such as alkoxysilanes and epoxy group-containing compounds are generally added to silicone coating agents and silicone adhesives in order to impart adhesion to substrates.
- these adhesion aid components may stick to the silicon substrate or processing equipment, and may cause contamination and equipment contamination.
- the present invention was made in view of the above circumstances, and provides an ultraviolet curable silicone composition that adheres well to metal silicon without the addition of an adhesion aid such as an alkoxysilane or an epoxy group-containing compound.
- an adhesion aid such as an alkoxysilane or an epoxy group-containing compound.
- the present inventors discovered that a predetermined alkenyl group-containing organopolysiloxane, a predetermined linear organohydrogenpolysiloxane, and a predetermined linear organohydrogenpolysiloxane that can be activated by light with a wavelength of 200 to 500 nm.
- the present invention was completed based on the discovery that a composition containing a platinum group metal catalyst adheres well to metallic silicon without the addition of an adhesion aid.
- the present invention 1.
- R 1 each independently represents an unsubstituted or substituted monovalent hydrocarbon group
- A each independently represents an alkenyl group
- m is an integer of 1 to 10,000.
- an ultraviolet curable silicone composition 2.
- a cured product of the ultraviolet curable silicone composition of 1 or 2 4.
- a silicon wafer coating agent comprising one or two ultraviolet curable silicone compositions is provided.
- the ultraviolet curable silicone composition of the present invention adheres well to metal silicon even without the addition of an adhesion aid such as an alkoxysilane or an epoxy group-containing compound.
- an adhesion aid such as an alkoxysilane or an epoxy group-containing compound.
- sufficient working time can be secured before irradiation with ultraviolet rays, and curing proceeds rapidly even at room temperature after irradiation with ultraviolet rays, making it suitable as a coating agent for silicon wafers.
- the ultraviolet curable silicone composition according to the present invention contains the following components (A) to (C) as essential components.
- Component (A) in the ultraviolet curable silicone composition of the present invention includes at least one of the following components (i) and (ii).
- Component (i) is represented by the following formula (1), has at least two, preferably two, alkenyl groups bonded to a silicon atom in one molecule, and has a viscosity of 50 to 10,000,000 mPa at 23°C. ⁇ S is a linear organopolysiloxane.
- R 1 each independently represents an unsubstituted or substituted monovalent hydrocarbon group
- A each independently represents an alkenyl group
- m is an integer of 1 to 10,000. It is.
- the unsubstituted or substituted monovalent hydrocarbon group for R 1 may be linear, branched, or cyclic. Further, the number of carbon atoms is not particularly limited, but preferably 1 to 10 carbon atoms, more preferably 1 to 5 carbon atoms.
- monovalent hydrocarbon groups include alkyl groups such as methyl, ethyl, n-propyl, n-butyl, n-pentyl, n-hexyl, and n-heptyl groups; aralkyl groups such as benzyl and phenethyl groups; chloro Examples include halogenated alkyl groups such as methyl, 3-chloropropyl, and 3,3,3-trifluoropropyl groups, and among these, methyl group is preferred from the viewpoint of heat resistance.
- the alkenyl group of A may be linear, branched, or cyclic. Further, the number of carbon atoms is not particularly limited, but preferably 2 to 10 carbon atoms, more preferably 2 to 5 carbon atoms. Specific examples of the alkenyl group include vinyl, allyl, butenyl, pentenyl, hexenyl and the like, with vinyl being particularly preferred.
- m is an integer of 1 to 10,000, preferably an integer of 100 to 1,000. If m is 0, it will be highly volatile under atmospheric pressure, and if it exceeds 10,000, it will become highly viscous, resulting in poor workability and will not mix uniformly with components (B) and (C). It becomes difficult.
- the viscosity of component (i) at 23° C. is 50 to 10,000,000 mPa ⁇ s, preferably 1,000 to 100,000 mPa ⁇ s. If the viscosity is less than 50 mPa ⁇ s, it will easily volatilize under atmospheric pressure or reduced pressure during defoaming, and if it exceeds 10,000,000 mPa ⁇ s, the workability will deteriorate and the components (B) and (C) ) It becomes difficult to mix uniformly with the ingredients. Note that the viscosity in the present invention is a value measured using a rotational viscometer.
- the molecular weight of component (i) is not particularly limited, but the weight average molecular weight (Mw) is preferably 500 to 500,000, more preferably 1,000 to 100,000.
- the weight average molecular weight in the present invention is a standard polystyrene equivalent value measured by GPC (gel permeation chromatography) using a THF solvent (the same applies hereinafter).
- Component (ii) is an organopolysiloxane represented by the following average formula (2).
- R 1 3 SiO 1/2 p
- R 1 and A include the same groups as exemplified in formula (1) above, and preferred examples thereof are also the same as above.
- the ratio (p+q)/r of T units to Q units in component (ii) is preferably 0.3 to 2.0, more preferably 0.5 to 1.0.
- the weight average molecular weight of component (ii) is preferably 1,000 to 50,000, more preferably 2,000 to 10,000.
- component (ii) may become solid at 25° C., it may be used after being dissolved in an organopolysiloxane as shown in component (i) above.
- the usage ratio is preferably ⁇ (i) component ⁇ / ⁇ (ii) component ⁇ (mass ratio) of 0.3 to 10, and 0.5 -3 is more preferable.
- the viscosity of the mixture of component (i) and component (ii) at 23° C. is preferably 1 to 100,000 mPa ⁇ s, more preferably 5 to 10,000 mPa ⁇ s. If the viscosity is 100,000 mPa ⁇ s or less, fluidity is high and handling is easy.
- Component (B) in the ultraviolet curable silicone composition of the present invention is represented by the following average formula (3), and preferably contains at least two hydrogen atoms bonded to a silicon atom in one molecule. is a linear organohydrogenpolysiloxane having three elements. (R 1 3 SiO 1/2 ) s (H (3-b) R 1 b SiO 1/2 ) 2-s (HR 1 1 SiO 2/2 ) t (R 1 2 SiO 2/2 ) u (3 )
- R 1 may be the same as in formula (1) above, but is preferably a methyl group.
- b is 1 or 2, preferably 2.
- s is an integer satisfying 0 ⁇ s ⁇ 2, preferably 0 or 2, and more preferably 2.
- t and u are positive integers satisfying 2 ⁇ t+u ⁇ 800 and 0.6 ⁇ t/(t+u+2) ⁇ 1.0, but 7 ⁇ t+u ⁇ 700 and 0.7 ⁇ u/( A positive integer satisfying t+u+2) ⁇ 0.9 is preferable. If t+u is less than 2, three-dimensional crosslinking cannot be formed and a cured silicone product cannot be obtained. If t+u is more than 800, component (B) becomes highly viscous, and components (A) and (C) ) It becomes difficult to mix with other components. Further, if t/(t+u+2) is less than 0.6, the composition will harden slowly, and if it exceeds 1.0, the hardness of the obtained cured product will change greatly over time.
- the kinematic viscosity of component (B) at 23° C. is preferably 0.5 to 20,000 mm 2 /s, more preferably 1 to 500 mm 2 /s.
- the kinematic viscosity is a value measured using a Cannon-Fenske viscometer.
- the weight average molecular weight of component (B) is preferably 600 to 60,000, more preferably 1,000 to 10,000.
- the amount of organopolysilixane (B) is preferably 1 to 200 parts by weight, more preferably 1 to 50 parts by weight, per 100 parts by weight of component (A). With such a blending amount, sufficient hardness and strength can be obtained when the ultraviolet curable silicone composition is cured.
- the organohydrogenpolysiloxane as component (B) has a molar ratio of SiH groups in component (B) to alkenyl groups in component (A) (Si-H/alkenyl group) of 0.8.
- Si-H/alkenyl group is preferably blended in an amount of 1.0 to 4.0, more preferably 1.7 to 4.0, even more preferably 1.7 to 4.0. It is suitable that the amount is 3.5, more preferably 2.0 to 3.5, particularly preferably 2.0 to 3.0.
- Component (C) in the ultraviolet curable silicone composition of the present invention is a platinum group metal catalyst that is activated by light with a wavelength of 200 to 500 nm, that is, it is inactive under light shielding, and When irradiated with light with a wavelength of 200 to 500 nm, it changes to a platinum group metal catalyst active at room temperature, and hydrosilylates the alkenyl group in component (A) and the silicon-bonded hydrogen atom in component (B). It is a catalyst to promote reactions.
- component (C) examples include ( ⁇ 5 -cyclopentadienyl) trialiphatic platinum compounds or derivatives thereof.
- cyclopentadienyltrimethylplatinum, methylcyclopentadienyltrimethylplatinum, and cyclopentadienyl group-modified derivatives thereof are preferred.
- a bis( ⁇ -diketonato)platinum compound can also be suitably used as the component (C).
- bis(acetylacetonato)platinum compounds and derivatives thereof modified with an acetylacetonato group are preferred.
- the content of component (C) is not particularly limited as long as it promotes curing (hydrosilylation reaction) of the ultraviolet curable silicone composition of the present invention, but the content of component (A) and (B)
- the amount of metal atoms in component (C) is preferably in the range of 0.01 to 500 ppm, more preferably 0.05 to 100 ppm, and more preferably 0.01 to 100 ppm, based on the total mass of the components. An amount of 50 ppm is even more preferred.
- components (A) to (C) may be added to the ultraviolet curable silicone composition of the present invention as long as they do not impair the purpose of the present invention.
- Other components include, for example, reaction control agents that control the reactivity of platinum catalysts, thixotropic control agents such as fumed silica; reinforcing agents such as fumed silica and crystalline silica; metal oxides and metal hydroxides. and viscosity modifiers such as non-reactive silicone oil having no reactive functional groups.
- the ultraviolet curable silicone composition of the present invention does not contain adhesion aids such as alkoxysilanes and epoxy group-containing compounds, which are commonly used as adhesion agents that impart adhesion to substrates. preferable. These adhesion aid components may stick to the silicon substrate or processing equipment, resulting in contamination and equipment contamination.
- Light having a wavelength of 200 to 500 nm, preferably 250 to 350 nm is used to cure the ultraviolet curable silicone composition of the present invention.
- the irradiation intensity is preferably 30 to 2,000 mW/cm 2 and the irradiation dose is preferably 150 to 10,000 mJ/cm 2 .
- the ultraviolet curable silicone composition of the present invention has excellent productivity because it can be cured at a relatively mild temperature of 100° C. or less after irradiation with ultraviolet rays in a short period of about several minutes. Furthermore, it can be cured in a short time of several minutes to several hours even at room temperature.
- A-i-1) Organopolysiloxane represented by the following average formula (viscosity 1,000 mPa ⁇ s at 23°C) ViMe 2 SiO (Me 2 SiO) 300 SiMe 2 Vi (A-i-2): Organopolysiloxane represented by the following average formula (viscosity 5,000 mPa ⁇ s at 23°C) ViMe 2 SiO (Me 2 SiO) 430 SiMe 2 Vi (A-ii-1): A mixture of an organopolysiloxane with a weight average molecular weight of 4,500 represented by the average formula below and an organopolysiloxane represented by (A-i-2) above (mass ratio 1: 1) (ViMe 2 SiO 1/2 ) 0.07 (Me 3 SiO 1/2 ) 0.39 (SiO 4/2 ) 0.54
- (B) Component (B-1): Dimethylsiloxane/methylhydrogensiloxane copolymer (dimethylsiloxane/methylhydrogensiloxane) blocked with trimethylsiloxy groups at both ends of the molecular chain and having a kinematic viscosity of 44.7 mm 2 /s at 23°C, represented by the average formula below. Content of silicon-bonded hydrogen atoms 0.0112 mol/g) (In the formula, the arrangement of each siloxane unit in parentheses is arbitrary.)
- C Component (C-1): 2-(2-butoxyethoxy)ethyl acetate solution of bisacetylacetonatoplatinum complex (platinum concentration 0.5% by mass)
- C-2 Toluene solution of methylcyclopentadienyltrimethylplatinum complex (platinum concentration 0.5% by mass)
- Examples 2-1 to 2-5, Comparative Examples 2-1 to 2-6 The cured products obtained by curing the ultraviolet curable silicone compositions obtained in Examples 1-1 to 1-5 and Comparative Examples 1-1 to 1-6 were evaluated as follows. The results are shown in Table 2.
- the ultraviolet curable silicone composition was irradiated with ultraviolet light using a UV-LED lamp with a wavelength of 365 nm at an irradiation intensity of 100 mW/cm 2 and a dose of 3,000 mJ/cm 2 , and then allowed to stand at 23°C for 24 hours.
- the composition was cured to obtain a cured product.
- the durometer A hardness of the 6 mm thick cured product was measured using a rubber hardness meter P2-A type (manufactured by Asker).
- the ultraviolet curable silicone compositions prepared in Examples 1-1 to 1-5 had excellent adhesion to silicon wafers without adding an adhesion aid.
- the ultraviolet curable silicone compositions of Comparative Examples 1-1 to 1-6 in which components outside the range of component (B) of the present invention were used had poor adhesion to silicon wafers.
Landscapes
- Engineering & Computer Science (AREA)
- Chemical & Material Sciences (AREA)
- Microelectronics & Electronic Packaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Power Engineering (AREA)
- Computer Hardware Design (AREA)
- Organic Chemistry (AREA)
- Manufacturing & Machinery (AREA)
- General Physics & Mathematics (AREA)
- Condensed Matter Physics & Semiconductors (AREA)
- Physics & Mathematics (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Materials Engineering (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Paints Or Removers (AREA)
- Dicing (AREA)
- Container, Conveyance, Adherence, Positioning, Of Wafer (AREA)
Abstract
Composition contenant (A) (i) et/ou (ii), (i) polysiloxane (1) AR1 2Si(OR1 2Si)mOSiR1 2A (1), (ii) polysiloxane, (2) (R1 3SiO1/2)p(A(3-a)R1 aSiO1/2)q(SiO4/2)r, (2) (R1 étant un groupe hydrocarbure monovalent, A étant un groupe alcényle, m étant 1-10 000, p > 0, q > 0, r > 0, p + q + r = 1, a étant 1 ou 2), (B) polysiloxane d'hydrogène (3) (R1 3SiO1/2)s(H(3-b)R1 bSiO1/2)2-s(HR1 1SiO2/2)t(R1 2SiO2/2)u (3) (R1 étant comme ci-dessus. b étant 1 ou 2, 0 ≤ s ≤ 2, 2 ≤ t + u ≤ 800, 0,6 ≤ t/(t + u + 2) ≤ 1. 0), et (C) un catalyseur à groupe platine activé par une lumière d'une longueur d'onde comprise entre 200 et 500 nm, où (B) groupes Si-H/(A) groupes alcényles = 0,8 à 4,0 (rapport molaire), qui adhère bien au silicium métallique même sans ajout d'un adjuvant d'adhérence.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2022129461A JP2024026920A (ja) | 2022-08-16 | 2022-08-16 | 紫外線硬化型シリコーン組成物、硬化物およびシリコンウェハーコーティング剤 |
JP2022-129461 | 2022-08-16 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2024038670A1 true WO2024038670A1 (fr) | 2024-02-22 |
Family
ID=89941434
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/JP2023/022591 WO2024038670A1 (fr) | 2022-08-16 | 2023-06-19 | Composition de silicone durcissable aux uv, produit durci et agent de revêtement de plaquettes de silicium |
Country Status (2)
Country | Link |
---|---|
JP (1) | JP2024026920A (fr) |
WO (1) | WO2024038670A1 (fr) |
Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2006177989A (ja) * | 2004-12-20 | 2006-07-06 | Dow Corning Toray Co Ltd | 活性化エネルギー線硬化性シリコーン組成物及びそれを用いたネガ型パターン形成方法 |
JP2013063391A (ja) * | 2011-09-16 | 2013-04-11 | Shin-Etsu Chemical Co Ltd | 光硬化型シリコーン樹脂組成物を用いる硬化薄膜の製造方法 |
JP2016053140A (ja) * | 2014-09-04 | 2016-04-14 | 信越化学工業株式会社 | シリコーン組成物 |
JP2019218495A (ja) * | 2018-06-21 | 2019-12-26 | 信越化学工業株式会社 | 紫外線硬化型シリコーンゴム組成物および硬化物 |
JP2021001257A (ja) * | 2019-06-20 | 2021-01-07 | 信越化学工業株式会社 | 室温硬化型シリコーンゴム組成物 |
JP2021178883A (ja) * | 2020-05-11 | 2021-11-18 | 信越化学工業株式会社 | 光硬化性シリコーン組成物、接着剤、シリコーン硬化物 |
-
2022
- 2022-08-16 JP JP2022129461A patent/JP2024026920A/ja active Pending
-
2023
- 2023-06-19 WO PCT/JP2023/022591 patent/WO2024038670A1/fr unknown
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2006177989A (ja) * | 2004-12-20 | 2006-07-06 | Dow Corning Toray Co Ltd | 活性化エネルギー線硬化性シリコーン組成物及びそれを用いたネガ型パターン形成方法 |
JP2013063391A (ja) * | 2011-09-16 | 2013-04-11 | Shin-Etsu Chemical Co Ltd | 光硬化型シリコーン樹脂組成物を用いる硬化薄膜の製造方法 |
JP2016053140A (ja) * | 2014-09-04 | 2016-04-14 | 信越化学工業株式会社 | シリコーン組成物 |
JP2019218495A (ja) * | 2018-06-21 | 2019-12-26 | 信越化学工業株式会社 | 紫外線硬化型シリコーンゴム組成物および硬化物 |
JP2021001257A (ja) * | 2019-06-20 | 2021-01-07 | 信越化学工業株式会社 | 室温硬化型シリコーンゴム組成物 |
JP2021178883A (ja) * | 2020-05-11 | 2021-11-18 | 信越化学工業株式会社 | 光硬化性シリコーン組成物、接着剤、シリコーン硬化物 |
Also Published As
Publication number | Publication date |
---|---|
JP2024026920A (ja) | 2024-02-29 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JP5342830B2 (ja) | 光硬化性オルガノポリシロキサン組成物 | |
JP3669718B2 (ja) | ワンパッケージのオルガノシロキサン組成物 | |
JPH08143672A (ja) | 接着促進用添加剤及びその中に含まれる硬化性オルガノシロキサン組成物 | |
JP2010036577A (ja) | ガスバリアー性硬化オルガノポリシロキサン樹脂フィルム及びその製造方法 | |
TWI831823B (zh) | 可雙重固化有機聚矽氧烷組成物 | |
CA2336195A1 (fr) | Compositions de silicone a double processus de durcissement | |
JP4663969B2 (ja) | 硬化性シリコーンレジン組成物およびその硬化物 | |
AU737212B2 (en) | Dual curing silicone compositions | |
JPH08225742A (ja) | 低温硬化性オルガノシロキサン組成物 | |
JPH08176447A (ja) | 硬化性シリコーン組成物およびその硬化物 | |
JP7041094B6 (ja) | ダイボンディング用シリコーン組成物、その硬化物、及び光半導体装置 | |
TWI765957B (zh) | 無溶劑型矽酮組成物、剝離紙以及剝離膜 | |
JP2019218495A (ja) | 紫外線硬化型シリコーンゴム組成物および硬化物 | |
JP2007258317A (ja) | 半導体装置の製造方法 | |
WO2024038670A1 (fr) | Composition de silicone durcissable aux uv, produit durci et agent de revêtement de plaquettes de silicium | |
JP7347387B2 (ja) | 紫外線硬化型有機変性シリコーン組成物および硬化物 | |
JP7397236B2 (ja) | 基材接着性が強化されたuv/湿気二重硬化組成物 | |
JP7347388B2 (ja) | 紫外線硬化型有機変性シリコーン組成物および硬化物 | |
JP5960613B2 (ja) | 半導体デバイスの製造方法 | |
WO2020202932A1 (fr) | Composition d'adhésif de silicone durcissable par addition | |
TW202024240A (zh) | 加成硬化型聚矽氧樹脂組成物、其硬化物及光半導體裝置 | |
KR102478712B1 (ko) | 신속한 공기 경화를 위한 유기폴리실록산 클러스터 중합체 | |
JP7132188B2 (ja) | トリアリルシアヌレート含有付加硬化型シリコーン組成物及びその製造方法 | |
US20230242712A1 (en) | Organopolysiloxane cluster polymer for rapid air uv cure | |
FI92597C (fi) | Irrokepaperipäällysteissä käytettävä organopolysiloksaanikoostumus |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
121 | Ep: the epo has been informed by wipo that ep was designated in this application |
Ref document number: 23854708 Country of ref document: EP Kind code of ref document: A1 |