Thermally conductive silicone composition, production method thereof, and semiconductor device
US-12104113-B2 · Oct 1, 2024 · US
US11795274B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-11795274-B2 |
| Application number | US-201817058196-A |
| Country | US |
| Kind code | B2 |
| Filing date | Jun 1, 2018 |
| Priority date | Jun 1, 2018 |
| Publication date | Oct 24, 2023 |
| Grant date | Oct 24, 2023 |
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Crosslinkable compositions based on organopolysiloxanes containing organyloxy groups may have low viscosities and self-leveling properties, and contain (A) organopolysiloxanes containing organyloxy groups of the formula (I) R a R 1 b (OR 2 ) c SiO (4-a-b-c)/2 (I), (B) organosilicon compounds of the formula (II) (R 4 O) d SiR 3 (4-d) (II), and/or their partial hydrolysates, (C) organosilicon compounds containing basic nitrogen of the formula (III) (R 6 O) e SiR 5 (4-e) (III), and/or their partial hydrolysates, and (D) organosilicon compounds of the formula (IV) (R 8 O) h SiR 7 (4-h) and/or their partial hydrolysates.
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The invention claimed is: 1. A crosslinkable composition, comprising: (A) organopolysiloxane(s) containing organyloxy groups and consisting of units of the formula (I) R a R 1 b (OR 2 ) c SiO (4-a-b-c)/2 (I), where R are identical or different and represent monovalent, SiC-bonded, optionally substituted hydrocarbyl radicals that are free from aliphatic carbon-carbon multiple bonds, R 1 are identical or different and denote monovalent, SiC-bonded, optionally substituted hydrocarbyl radicals having aliphatic carbon-carbon multiple bonds, R 2 are identical or different and denote monovalent, optionally substituted hydrocarbyl radicals, optionally interrupted by oxygen atoms, a is 0, 1, 2 or 3, b is 0 or 1, and c is 0, 1, 2 or 3, with the proviso that in formula (I) the sum a+b+c≤3 and c is other than 0 in at least one unit, (B) organosilicon compound(s) of the formula (II) (R 4 O) d SiR 3 (4-d) (II), where R 3 are identical or different and denote monovalent, SiC-bonded, aliphatic hydrocarbyl radicals having 1 to 7 carbon atoms, that are optionally substituted by one or more of ether groups, ester groups, (poly)glycol radicals, triorganyloxysilyl groups, or aromatic radicals, R 4 are identical or different and denote hydrogen or monovalent, optionally substituted hydrocarbyl radicals which are optionally interrupted by oxygen atoms, and d is 2, 3 or 4, and/or their partial hydrolysates, (C) organosilicon compound(s) containing basic nitrogen, of the formula (III) (R 6 O) e SiR 5 (4-e) (III), where R 5 are identical or different and denote monovalent, SiC-bonded radicals containing basic nitrogen, R 6 are identical or different and denote hydrogen or monovalent, optionally substituted hydrocarbyl radicals which are optionally interrupted by oxygen atoms, e is 2 or 3, and/or their partial hydrolysates, and (D) organosilicon compound(s) of the formula (IV) (R 8 O) h SiR 7 (4-h) (IV), where R 7 are identical or different and denote monovalent, SiC-bonded, aliphatic hydrocarbyl radicals having at least 8 carbon atoms, optionally substituted by one or more of ether groups, ester groups, (poly)glycol radicals or triorganyloxysilyl groups, R 8 are identical or different and denote hydrogen or monovalent, optionally substituted hydrocarbyl radicals which are optionally interrupted by oxygen atoms, h is 2 or 3, and/or their partial hydrolysates. 2. The crosslinkable composition of claim 1 , wherein organopolysiloxanes (A) are substantially linear, organyloxyterminated organopolysiloxanes of the formula (V) (OR 2 ) 3-f R 1 f Si—(SiR 2 —O) g —SiR 1 f (OR 2 ) 3-f (V), where R, R 1 and R 2 are each identical or different, and have one of the definitions stated above, g is 30 to 5000, and f is 0, 1 or 2, with the proviso that in formula (V) f is other than 0 in at least one unit. 3. The crosslinkable composition of claim 2 , wherein organosilicon compound (D) has at least one radical R 8 having at least two carbon atoms. 4. The crosslinkable composition of claim 2 , wherein at least one organosilicon compounds (D) is hexadecyltrimethoxysilane, hexadecyltriethoxysilane, n-octyltrimethoxysilane, n-octyltriethoxysilane, isooctyltrimethoxysilane or isooctyltriethoxysilane and/or their partial hydrolysates. 5. The crosslinkable composition of claim 1 , wherein at least one organopolysiloxane (A) is (MeO)2MeSiO[SiMe2O]200-2000SiMe(OMe)2, (MeO)2MeSiO[SiMe2O]200-2000SiVi(OMe)2, (MeO)2ViSiO[SiMe2O]200-2000SiVi(OMe)2, (MeO)2MeSiO[SiMe2O]200-2000SiViMe(OMe), (MeO)ViMeSiO[SiMe2O]200-2000SiViMe(OMe), or (MeO)ViMeSiO[SiMe2O]200-2000SiVi(OMe)2. 6. The crosslinkable composition of claim 1 , wherein organosilicon compound (D) has at least one radical R 8 having at least two carbon atoms. 7. The crosslinkable composition of claim 6 , wherein at least one organosilicon compounds (D) is hexadecyltrimethoxysilane, hexadecyltriethoxysilane, n-octyltrimethoxysilane, n-octyltriethoxysilane, isooctyltrimethoxysilane or isooctyltriethoxysilane and/or their partial hydrolysates. 8. The crosslinkable composition of claim 1 , wherein at least one organosilicon compounds (D) is hexadecyltrimethoxysilane, hexadecyltriethoxysilane, n-octyltrimethoxysilane, n-octyltriethoxysilane, isooctyltrimethoxysilane or isooctyltriethoxysilane and/or their partial hydrolysates. 9. The crosslinkable composition of claim 1 , wherein the weight ratio of component (B) to component (C) is in the range from 2:1 to 1:2. 10. The crosslinkable composition of claim 1 , which comprises: (A) organopolysiloxanes consisting of units of the formula (I), (B) organosilicon compounds of the formula (II) having at least one methyl or ethyl radical R 4 and/or their partial hydrolysates, (C) organosilicon compounds containing basic nitrogen and of the formula (III) and/or their partial hydrolysates, (D) organosilicon compounds of the formula (IV) having at least one ethyl radical R 8 and/or their partial hydrolysates, optionally (E) fillers, optionally (F) catalysts, optionally (G) stabilizers, optionally (H) additives, and optionally (J) plasticizers. 11. The crosslinkable composition of claim 1 , which comprises: (A) organopolysiloxanes of the formula (V), (OR 2 ) 3-f R 1 f Si—(SiR 2 —O) g —SiR 1 f (OR 2 ) 3-f (V), R are identical or different and represent monovalent, SiC-bonded, optionally substituted hydrocarbyl radicals that are free from aliphatic carbon-carbon multiple bonds, R 1 is a vinyl radical, R 2 are identical or different and denote monovalent, optionally substituted hydrocarbyl radicals, optionally interrupted by oxygen atoms, g is 30 to 5000, f is 0, 1 or 2, and with the proviso that in formula (V) f is other than 0 in at least one unit, (B) organosilicon compounds of the formula (II) having at least one methyl or ethyl radical R 4 and/or their partial hydrolysates, (C) organosilicon compounds containing basic nitrogen and of the formula (III) selected from N-(2-aminoethyl)-3-aminopropyltrimethoxysilane and N-(2-aminoethyl)-3-aminopropyltriethoxysilane and their partial hydrolysates, (D) organosilicon compounds of the formula (IV) having an alkyl radical R 7 having 8 to 16 carbon atoms and at least one ethyl radical R 8 and/or their partial hydrolysates, optionally (E) fillers, optionally (F) catalysts, (G) stabilizers, optionally (H) additives and (J) plasticizers, with the proviso that the weight ratio of component (B) to component (C) is in the range from 2:1 to 1:2. 12. A method for producing a crosslinkable composition of claim 1 , comprising mixing all of the constituents with one another in any order. 13. A molding produced by crosslinking a composition prepared by the process of claim 12 . 14. The molding of claim 13 , which is a coating. 15. A molding produced by crosslinking a composition of claim 1 . 16. The molding of claim 15 , which is a coating.
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