Novel organosilicon monomer
Russ.Chem.Bull., Int.Ed., Vol. 59, No. 3, March, 2010
597
(20), 160 [MeO(EtO)Si(CH2)3NH]+ (28), 111 [EtOSiF2]+ (100);
(EtO)3Si(CH2)3NH(O)C(CF2)4C(O)NH(CH2)3Si(OMe)2(OEt):
623 [M – OEt]+ (7), 577 [M – HOEt – OEt]+ (14), 248
[(EtO)3Si(CH2)3NHCO]+ (23), 220 [(EtO)3Si(CH2)3NH]+ (63), 192
[(MeO)2EtOSi(CH2)3NH]+ (30), 174 [(EtO)2Si(CH2)3NH]+
(36), 160 [MeO(EtO)Si(CH2)3NH]+ (30), 125 (100), 79 (71);
(EtO)2(MeO)Si(CH2)3NH(O)C(CF2)4C(O)NH(CH2)3Siꢀ
(OMe)2(OEt): 609 [M – OEt]+ (7), 563 [M – HOEt – OEt]+ (9),
234 [MeO(EtO)2Si(CH2)3NHCO]+ (24), 206 [MeO(EtO)2Siꢀ
(CH2)3NH]+ (60), 192 [(MeO)2EtOSi(CH2)3NH]+ (30), 174
[(EtO)2Si(CH2)3NH]+ (34), 160 [MeO(EtO)Si(CH2)3NH]+
(27), 125 (78), 111 (59), 92 (100).
Hydrolysis of compound 1. A. A 7% solution of compound 1
in acetone (the amount of diamide was 0.86 g) was added dropꢀ
wise over a period of ~10 min to distilled water (20 mL). The
reaction mixture was stirred for 24 h. The resulting white powder
was filtered off, washed with water, and dried in air; its
weight was 0.45 g. Washing with CHCl3 and drying in vacuo
gave 0.39 g of the product [HO(O0.5)(EtO)Si(CH2)3NH(O)Cꢀ
(CF2)4C(O)NH(CH2)3Si(OH)O]n[O(HO)Si(CH2)3NH(O)ꢀ
C(CF2)4C(O)NH(CH2)3Si(OH)O]m (m : n = 1 : 1). Found (%):
C, 30.27; H, 4.03. C26H37F16N4O12.5Si4. Calculated (%): C, 30.56;
H, 3.65. IR, ν/cm–1: 3670—3520 (O—H), 3458, 3322, 3080
(N—H), 1704 (>C=O, amide I), 1547 (N—H, amide II), 1309,
1274, 1202, 1181, 1143, 1108 (C—N, N—H, C—F), 1040
(Si—O—Si), 970, 910, 804 (Si—O—C).
Analyses were carried out in the analytical center of
the G. A. Razuvaev Institute of Organometallic Chemisꢀ
try of the Russian Academy of Sciences and the Montpelꢀ
lier University II (France).
This work was financially supported by the Russian
Foundation for Basic Research (Projects No. 08ꢀ03ꢀ00771
and No. 08ꢀ03ꢀ90024 Bel), the Council on Grants at Rusꢀ
sian Federation President (Program for the State Supꢀ
port of Leading Scientific Schools of the RF, grant
NShꢀ1396.2008.3), and Presidium of the Russian Acadeꢀ
my of Sciences (Programs "Fundamental Problems of
Physics and Chemistry of the Nanosized Systems and
Nanomaterials" and "Targeted Synthesis of Compounds
with Specified Properties and Design of Functional Mateꢀ
rials Based on Them").
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Received January 20, 2009;
in revised form October 22, 2009