US3542838A - Alkyldiphenylisopropoxysilane - Google Patents

Description

United States Patent 3,542,838 ALKYLDIPHENYLISOPROPOXYSILANE Richard W. Alsgaard, Midland, Mich., assignor to Dow Corning Corporation, Midland, Mich., a corporation of Michigan No Drawing. Filed Aug. 15, 1968, Ser. No. 752,773 Int. Cl. C07f 7/04, 7/18 US. Cl. 260-4483 2 Claims ABSTRACT OF THE DISCLOSURE Alkyldiphenylisopropoxysilanes in which the alkyl group contains from 12 to 45 carbon atoms are disclosed. The alkyldiphenylisopropoxysilanes are useful as evaporation accelerators.

This invention relates to alkyldiphenylisopropoxysilanes.

An object of the present invention is to provide a new class of alkyldiphenylisopropoxysilanes which are useful as evaporation accelerators.

This invention relates to an alkyldiphenylisopropoxysilane of the formula illiam) SiO 0 wherein n is an integer of from 12 to 45 inclusive.

The alkyldiphenylisopropoxysilanes of the present invention can best be prepared by reacting an a-olefin with H(C H SiCl in the presence of a platinum catalyst, such as chloroplatinic acid. The resulting product has a formula The a-olefin can be any alkene which has a carboncarbon double bond at a terminal carbon atom and has 12 to 45 carbon atoms. The a-olefins can be either straight chained or branched and include, for example, a-dodecene, a-tridecene, a-tetradecene, a-pentadecene, a-hexadecene, u-octadecene, m-nonadecene,

2= 2) zo s,

2= 2) 'z 3) 2) s a 2 CH 2) 42 s,

2= 2) ze s,

z= 2)12 a) 2) 2 s) 2 CH3=CH MCI-I3 and CH =CH(CH CH The alkyldiphenylisopropoxysilanes of the present invention can include, for example,

s( 2)11 s 5)2[ a)2], 3( 2)1z s 5)2[ s)z] a( 2)1s e 5)2[ s)2], CH8 2) 14 s s) 2 [OCH 3) 2] ice 3( 2)15 s 5)2[ s)2], a( 2)17 l( s 5)2[ s)z], s( 2)22 s 5) 2[ a) 2] 3 2) s 3 2) 9 s 5) 2' 3 2) 44 s 5) 2 s 2] 3 2) 19 6 5 2 3) 2] and 3 2) 21 s 5 2 [OCH 3 2] The alkyldiphenylisopropoxysilanes of the present in- .vention are particularly useful as evaporation accelerators. The alkyldiphenylisoporpoxysilanes are applied to the surface of an aqueous body which is exposed to a gaseous atmosphere. The amount of alkyldiphenylisopropoxysilane applied is determined by the desired result and the temperature and movement of the gaseous atmosphere or aqueous body as well as the particular nature of both the gaseous atmosphere and the aqueous body. The alkyldiphenylisopropoxysilane can be used to increase the evaporation rate to cause increased cooling or it can be used to dry an aqueous body quicker.

Unwanted stagnant aqueous bodies, such as ponds, can be dried quicker and therefore the land can be put to work sooner.

The alkyldiphenylisopropoxysilanes can be applied to the aqueous body as is or in the form of an organic solution or by any other means suitable to disperse the compound over the aqueous surface.

The following examples are illustrative only and should not be construed as limiting the invention which is properly delineated in the appended claims.

EXAMPLE 1 A mixture of 28 g. of alpha-octadecene and 5 drops of a one weight percent platinum, added as a chloroplatinic acid in isopropanol was heated to C. and then 21.8 g. of H(C H SiC1 was added. The reaction mixture was heated for one day at 100 C., however, unreacted silicon bonded hydrogen remained and therefore 10 g. of octadecene and 5 drops of the platinum solution was added and heating was continued until only a trace of silicon-bonded hydrogen could be detected. The mixture was then stripped to C. pot temperature at 1 mm. of Hg. The residue of 23 g. was the product of and had a refractive index of 11 1.5223.

The octadecyldiphenylchlorosilane was mixed with a large volume of isopropanol and allowed to stand for 2 days. The isopropanol was then removed by stripping. Isopropanol was again added and allowed to stand for a short period and then was removed by stripping. The product was octadecyldiphenylisopropoxysilane and had a refractive index of n 1.5090.

A 10 weight percent solution of the octadecyldiphenylisopropoxysilane in diethyl ether was prepared. Ten drops of the ether solution was placed on the surface of 100 g. of tap water in a 250 m1. stainless steel cup. The resulting assembly was placed in a controlled atmosphere of 65% relative humidity and 68 F. The weight of the cup, water and ether solution was initially made and then observed at time intervals of one day, two days, five days and 7 days. A control cup was also placed in the controlled atmosphere. The control was prepared as described above but without the octadecyldiphenylisopropoxysilane solution. Two other solutions were prepared as described above and were tested as described above" except the compounds used were octadecyldiphenylacetocysilane and octadecyldiphenylmethoxysilane.

The results below are the percentages of water lost in a given period under the test conditions.

Percent Percent water loss after increase r Compound 1 day 2 days 5 days 7 days cori tii l (1) Control 7.3 14. 7 35. 47. 2

( C1s z1SiOCH( z)2 6.9 15.5 35.9 52.4 11.0

(C5115): C) (3) ClaHavSiO 00113 6.7 25. 8 39. 2 16.9

(4) CISHZWSiOCHK 5.4 12.1 27. 2 40. 7 -13. 7

EXAMPLE 2 That Which is claimed is: when the following olefins are reacted with 1. An alkyldiphenylisopropoxysilane having a formula (c H CH H(CgH S1C1 if 3 'n 2n+1) SlOCH and the process described in Example 1 is carried out, CH the products as shown in the following table are obtained. 3 wherein n 1s an integer of from 12 to 45. Olefin Product 2. The alkyldiphenylisopropoxysilane according to (CBHQZ claim 1 wherein n is 18.

CHFCH(CH2)17CH3 cmwmmsio CH(CH3)1 References Cited (CuH5)2 UNITED STATES PATENTS CH2= 2)9 a a(CHz)nSiO CH( a)2 2,476,307 7/1949 Klein et a1.

CH3 (Gags)? 3,296,195 1/ 1967 Goossens.

(CH2)7CH3 0mm TOBIAS E. LEVOW, Primary Examiner OHFCH(CI'I2)42CH3 3( 2) H3) P. F. SHAVER, Assistant Examiner