Silicone resin composition for optical semiconductors

Patent metadata

Field	Value
Publication number	US-9688819-B2
Application number	US-201414909165-A
Country	US
Kind code	B2
Filing date	Jul 30, 2014
Priority date	Aug 1, 2013
Publication date	Jun 27, 2017
Grant date	Jun 27, 2017

Abstract

Addition-crosslinkable silicone resin compositions containing a branched organopolysiloxane bearing each of Si—H groups, alkenyl groups, and aryl groups, and also containing blocks of linear organopolysiloxane free of Si—H and alkenyl groups with a chain length of at least three siloxy groups, and further bearing at least one aryl group, serve as excellent potting compositions for electronic devices, particularly LEDs, with high refractive index and optical transmittance, and wide processing latitude.

First claim

What is claimed is:

1. An addition-crosslinking silicone resin composition comprising
A) at least one branched, self-crosslinking organopolysiloxane of the formula (I)
(R 1 R 2 R 3 SiO 1/2 ) M (R 4 R 5 SiO 2/2 ) D (R 6 SiO 3/2 ) T (SiO 4/2 ) Q   (I),

where
R 1 to R 6 are mutually independently monovalent, optionally substituted hydrocarbon moieties which are optionally interrupted by heteroatoms, or are an OH group, or a hydrogen atom,
M, D, T, and Q are a number from 0 to <1,
with the proviso that M+D+T+Q=1 and Q+T>0, and
with the proviso that a molecule A) comprises, as moieties R 1 to R 6 ,
at least two alkenyl groups,
at least two hydrogen atoms, and
at least one aryl group,
and with the provisos that at least 5 mol % of all of the subunits of A) are of the form (R 4 R 5 SiO 2/2 ) D , at least 6 mol % of all of the subunits (R 4 R 5 SiO 2/2 ) D are present as chain segments made of from 3 to 200 adjacent subunits in A), and the moieties R 4 and R 5 of said subunits present as chain segments are neither a hydrogen atom nor an alkenyl moiety,
where the molar ratio of the silicon-bonded repeating units bearing alkenyl groups to the repeating units bearing silicon-bonded hydrogen atoms is at least 0.75; and
where the molar proportion of the silicon atoms bearing at least one aryl moiety to the total number of the silicon atoms is at least 30%; and
where the molar proportion of the alkyl groups, based on the total number of the silicon-bonded moieties is at most 70%,
C) an effective catalyzing amount of at least one catalyst that promotes the addition reaction of Si-bonded hydrogen onto aliphatic double bonds,
where the molar ratio of silicon-bonded alkenyl groups to silicon-bonded hydrogen atoms in the addition-crosslinking silicone resin composition is from at least 0.75:1 to 2:1, and further comprising at least one flexipolymer D) of the formula (IV)
(R 11 w R 12 x* SiO 1/2 ) M* (R 11 y R 12 z SiO 2/2 ) D* (R 13 SiO 3/2 ) T*   (IV),

where
R 11 and R 12 and R 13 are mutually independently optionally substituted hydrocarbon moieties which are optionally interrupted by heteroatoms, and are not a hydrogen atom;
w and x* are respectively a number 0, 1, 2, or 3, where w+x*=3;
y and z are respectively a number 0, 1, 2, or 3, where y+z=2;
M*, D*, and T* are a number from 0 to <1, where M*+D*+T*=1,
with the proviso that, per molecule D),
there are at least two alkenyl groups present as R 11 , and
there is at least one aryl group present as R 12 or R 13 .

2. A process for the production of an addition-crosslinking silicone resin composition of claim 1 , comprising mixing components A), C), and D).

3. A potting composition in electrical and electronic applications, comprising an addition crosslinking silicone resin of claim 1 .

4. An LED component comprising a potting composition of an addition-crosslinking silicone resin composition of claim 1 .

5. An addition-crosslinking silicone resin composition comprising
A) at least one branched, self-crosslinking organopolysiloxane of the formula (I)
(R 1 R 2 R 3 SiO 1/2 ) M (R 4 R 5 SiO 2/2 ) D (R 6 SiO 3/2 ) T (SiO 4/2 ) Q   (I),

where
R 1 to R 6 are mutually independently monovalent, optionally substituted hydrocarbon moieties which are optionally interrupted by heteroatoms, or are an OH group, or a hydrogen atom,
M, D, T, and Q are a number from 0 to <1,
with the proviso that M+D+T+Q=1 and Q+T>0, and
with the proviso that a molecule A) comprises, as moieties R 1 to R 6 ,
at least two alkenyl groups,
at least two hydrogen atoms, and
at least one aryl group,
and with the provisos that at least 5 mol % of all of the subunits of A) are of the form (R 4 R 5 SiO 2/2 ) D , at least 6 mol % of all of the subunits (R 4 R 5 SiO 2/2 )D are present as chain segments made of from 3 to 200 adjacent subunits in A), and the moieties R 4 and R 5 of said subunits present as chain segments are neither a hydrogen atom nor an alkenyl moiety,
where the molar ratio of the silicon-bonded repeating units bearing alkenyl groups to the repeating units bearing silicon-bonded hydrogen atoms is at least 0.75; and
where the molar proportion of the silicon atoms bearing at least one aryl moiety to the total number of the silicon atoms is at least 30%; and
where the molar proportion of the alkyl groups, based on the total number of the silicon-bonded moieties is at most 70%,
C) an effective catalyzing amount of at least one catalyst that promotes the addition reaction of Si-bonded hydrogen onto aliphatic double bonds,
where the molar ratio of silicon-bonded alkenyl groups to silicon-bonded hydrogen atoms in the addition-crosslinking silicone resin composition is from 0.5:1 to 2:1, and further comprising:
B) at least one Si—H functional coupling agent having at least two Si—H bonds per molecule, having one of the formulae:
a) organohydrosilanes of the formula (II)
R 7 g (H) h Si—R 8 —Si(H) i R 9 j   (II)

where
R 7 and R 9 are mutually independently monovalent, optionally substituted hydrocarbon moieties which are optionally interrupted by heteroatoms, where R 7 and R 9 are not an alkenyl group, are not an OH group, and are not a hydrogen atom,
H is a hydrogen atom,
R 8 is a C 1 to C 36 hydrocarbylene group which is optionally interrupted by heteroatoms, and moieties R 8 are bonded by a carbon-silicon bond to the silicon atoms, or to an oxygen atom,
g and j are 0, 1, 2, or 3,
h and i are 1, 2, or 3,
and there is always compliance with the following conditions: g+h=3 and i+j=3,
b) organohydrosiloxanes of the formula (III)
[R 10 k (H) l SiO 1/2 ] 4 Si  (III)

where
R 10 are mutually independently, monovalent, optionally substituted hydrocarbon moieties which are optionally interrupted by heteroatoms, where R 10 is not an alkenyl group, is not an OH group, and is not a hydrogen atom,
H is a hydrogen atom,
k and l are 0, 1, 2, or 3,
and there is compliance with the following condition: k+l=3,
c) polyorganohydrosiloxanes made of repeating units of the formula (V)
H d R 7 e Si(OR 9 ) f O(4- d - e - f )/2  (V),

where
H is a hydrogen atom,
R 7 and R 9 are as defined above, and
f is 0 and 1, where f is 1 in at most 10% of the units of the formula (V) and otherwise has the value 0,
d+e is always >0, and in at least 2 units of the formula (V) has the value 3, and c) is composed of at least 3 repeating units of the formula (V),
at least 10 mol % of c) repeating units comprise a silicon-bonded hydrogen atom.

6. The addition-crosslinking silicone resin of claim 5 , wherein in at least 2 units of the formula (v), d=1 and e=2.

7. The addition-crosslinking silicone resin of claim 5 , wherein in at least 2 units of the formula (V), d=1 and e=2 and wherein all other units of the formula (V), d=0 and e=2.

8. A process for the production of an addition-crosslinking silicone resin composition of claim 5 , comprising mixing components A), B), and C).

9. A potting composition in electrical and electronic applications, comprising an addition crosslinking silicone resin of claim 5 .

10. An LED component comprising a potting composition of an addition-crosslinking silicone resin composition of claim 5 .

Assignees

• Wacker Chemie Ag

Inventors

• Sandmeyer Frank
• Funk Enno
• Loessel Georg

Classifications

• H10W74/476

  Organic materials comprising silicon · CPC title

• C08G77/20

  containing silicon bound to unsaturated aliphatic groups · CPC title

• C08G77/12

  containing silicon bound to hydrogen · CPC title

• C08G77/70

  Siloxanes defined by use of the MDTQ nomenclature · CPC title

• C09D183/04 Primary

  Polysiloxanes · CPC title