Thio(di)silanes
Thio(di)silanes comprising a thiosilane of formula (A): (R 1a R 1b R 1c CS) s (Si)X x H h (A) wherein subscript s is from 2 to 4 or a thiodisilane of formula (I): (R 1a R 1b R 1c CS) s (R 2 2 N)(Si—Si)X x H h (I) wherein subscript s is from 1 to 6, and wherein R 1a , R 1b , R 1c , R 2 , X and subscripts n, x and h are defined herein. Also compositions comprising same, methods of making and using same, intermediates useful in synthesis of same, films and materials prepared therefrom.
1. A thiodisilane of formula (I-a):
(R 1a R 1b R 1c CS) s (Si—Si)H h (I-a),
wherein:
subscript s is an integer from 1 to 6;
subscript h is an integer from 0 to 5;
with the proviso that sum s+h=6
each H, when present in formula (I), is independently bonded to the same or different one of the silicon atoms in formula (I);
wherein R 1a , R 1b , and R 1c are defined by limitation (a), (b), or (c):
(a) at least one R 1a independently is (C 1 -C 20 )alkyl or phenyl and each of any remaining R 1a , R 1b , and R 1c independently is H or (C 1 -C 20 )hydrocarbyl; or
(b) at least one R 1a R 1b R 1c C group is independently a (C 6 -C 20 )aryl that is unsubstituted or substituted with substituent SUB and each of R 1a , R 1b , and R 1c of remaining R 1a R 1b R 1c C groups independently is H or (C 1 -C 20 )hydrocarbyl, with the proviso that when subscript s is 2, the remaining R 1a R 1b R 1c C group is a (C 6 -C 20 )aryl that is substituted with substituent SUB, or R 1a , R 1b , and R 1c of the remaining R 1a R 1b R 1c C group independently is H or (C 1 -C 20 )hydrocarbyl; or
(c) any two of R 1a , R 1b , and R 1c in the same or different R 1a R 1b R 1c C group are bonded together to form a divalent group, —R 11 —, wherein —R 11 — is a CH 2 or a (C 3 -C 20 )hydrocarbylene and each of any remaining R 1a , R 1b , and R 1c independently is H or (C 1 -C 20 )hydrocarbyl;
each hydrocarbyl and hydrocarbylene independently is unsubstituted or substituted with from 1 to 5 substituents SUB; and
each SUB independently is unsubstituted (C 1 -C 6 )alkyl, unsubstituted (C 3 -C 6 )cycloalkyl, unsubstituted (C 2 -C 6 )alkenyl, unsubstituted (C 2 -C 6 )alkynyl, unsubstituted (C 6 -C 7 )aryl, fluoro, chloro, or bromo.
2. The thiodisilane of claim 1 :
wherein subscript s is 4; subscript h is 2; and wherein X, R 1a , R 1b , R 1c , and R 2 are as defined above for formula (I-a); or
wherein subscript s is an integer from 1 to 4; subscript h is 2 to 5; with the proviso that sum s+h=6; and wherein R 1a , R 1b and R 1c are as defined above for formula (I-a).
3. The thiodisilane of claim 1 , wherein subscript s is 1 or 2.
4. The thiodisilane of claim 1 wherein each (C 1 -C 20 )hydrocarbyl independently is an unsubstituted alkyl, an unsubstituted aryl, or an alkyl-substituted aryl.
5. The thiodisilane of claim 1 wherein subscript s 1; subscript h is 5; and each (C 1 -C 20 )hydrocarbyl independently is an unsubstituted (C 1 -C 6 )alkyl, unsubstituted aryl, or a (C 1 -C 3 )alkyl-substituted (C 6 )aryl.
6. The thiodisilane of claim 1 selected from: (1,1-dimethylethylthio)disilane; bis(1,1-dimethylethylthio)disilane; (phenylthio)disilane; (t-pentylthio)disilane; bis(t-pentylthio)disilane; (benzylthio)disilane; bis(benzylthio)disilane; (2-methylphenylthio)disilane; bis(2-methylphenylthio)disilane; (2,6-dimethylphenylthio)disilane; bis(2,6-dimethylphenylthio)disilane; 1,1-bis(phenylthio)disilane; (1,2-dimethylpropylthio)disilane; and bis(1,2-dimethylpropylthio)disilane.