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    Organomercaptomethyl-silicon compounds and production
    3.
    发明授权
    Organomercaptomethyl-silicon compounds and production 失效
    有机巯基甲基硅化合物和生产

    公开(公告)号：US3345393A

    公开(公告)日：1967-10-03

    申请号：US28690963

    申请日：1963-06-11

    Applicant: BAYER AG

    Inventor： WALTER SIMMLER ,  HANS NIEDERPRUM

    IPC: C07F7/08 ,  C07F7/18 ,  C08G77/00 ,  C08G77/28 ,  C08G77/392

    CPC classification number: C08G77/00 ,  C07F7/0834 ,  C07F7/0856 ,  C07F7/0889 ,  C08G77/392 ,  C10M3/00 ,  C10M2227/04 ,  C10M2229/053 ,  C10N2220/02

    Abstract: 1,054,032. Organomercaptomethyl silicon compounds. FARBENFABRIKEN BAYER A.G. June 18, 1963 [June 30, 1962], No. 24206/63. Headings C3S and C3T. Organomercaptomethyl silicon compounds are prepared by the reaction of (1 )(a) an organopolysiloxane, R n SiO 4-n , where n is 1-3 and at 2 least one of the siloxane units has the formula BrCH 2 -Si(CH 3 ) m O 3-m /2 X 3-m , where m is 1 or 2 and X is chlorine or a hydrolysable alkoxy group, with (2) a mercaptan, which may be substituted by -OH, or a thiophenol, in the presence of at least an equivalent of a tertiarynitrogen base. The invention also comprises the novel compounds 1,3-di-(n-butylmercaptomethyl) - 1,1,3,3 - tetra - methyldisilane, 1,3- di - (phenylmercaptomethyl)- 1,1,3,3 - tetramethyldisilane, α,# - di - (# 1 - hydroxy - ethylmercaptomethyl) - dodeca - (dimethylsilane), 2,2 - dimethyl - 2 - sila - 1,4 - oxathiane, the bromide of 2,2,6,6 - tetramethyl - 2,6 - disila- 4 - (# - hydroxyethyl) - 1,4 - oxathiane and compounds of the formulµ where the value of each of a, b and c approximates to 7, their sum total being 21 and compound II having a refractive index of 1-4491. The reaction is effected, normally with heating, by the addition of the bromomethyl silicon compound to a mixture of the mercaptan and base, or vice versa. Either or both components may be diluted with an inert solvent, e.g. benzene or its homologues. The reaction of a #-hydroxyl substituted mercaptan with a bromomethyl silane of the above formula, where X is alkoxy, proceeds with elimination of the appropriate alcohol and formation of a six-membered heterocyclic ring, e.g. #-hydroxyethylmercaptan and dimethyl-(bromomethyl)- ethoxy silane yield 2,2-dimethyl-2-sila-1,4-oxathiane. If the ethoxy silane is replaced by dimethyl - (bromomethyl) - chloro - silane the reaction yields 1,4-dithiane and a sulphonium salt, the bromide of 2,2,6,6-tetramethyl-2,6- disila - 4 - (# - hydroxyethyl) - 1,4 - oxathiane; this oxthiane derivative can also be obtained, by the present process, from 1,3-di-(bromomethyl)- 1,1,3,3 - tetra - methyldisilane and # - hydroxyethyl mercaptan. If the hydroxyl group of an -OH-substituted mercaptan is further from the S atom than #, the reaction product is a linear polymer. Examples describe the preparation of the novel compounds specified above.

    Process for the production of siliconcontaining trioxane copolymers
    5.
    发明授权
    Process for the production of siliconcontaining trioxane copolymers 失效
    制备含硅三氧杂环己烷共聚物的方法

    公开(公告)号：US3369039A

    公开(公告)日：1968-02-13

    申请号：US52484466

    申请日：1966-02-03

    Applicant: BAYER AG

    Inventor： DER EMDEN WOLFGANG VON ,  KUNO WAGNER ,  HANS NIEDERPRUM ,  WALTER SIMMLER

    IPC: C07F7/08 ,  C08G2/00

    CPC classification number: C08G2/06 ,  C07F7/0841 ,  C08G2/18

    Abstract: 1,142,646. Silicon-containing copolymers of trioxane; sila formals and esters. FARBENFABRIKEN BAYER A.G. 15 March, 1966 [15 April, 1965], No. 11337/66. Headings C3P and C3S. Silicone-containing copolymers are prepared by copolymerizing a formal or a carbonic acid ester of a bis-(hydroxyalkyl) silicon cornpound with trioxane at from 50‹ C. to 120‹ C. in the presence of a cationic initiator. Prefered copolymers are those of trioxane and a compound of the formula where X represents two hydrogen atoms or an oxygen atom, n = 1, 3 or 4, m = 0, 1, 2, 3 or 4 and o = 0 or 1, R 1 is -CH 3 , -O-Si(CH 3 ) 3 Particularly preferred copolymers contain 99À5 to 95À0 mol per cent of trioxane and 0À5 to 5 mol per cent of the formal or carbonic acid ester. A preferred copolymer is with 2,2,8,8-tetramethyl-2,8-disila-1,4,6-trioxa-cyclooctane. In Example 9 the condensation product of bis- (hydroxymethyl)-tetramethyl-disiloxane and pformaldehyde is used. Cationic initiators include strong acids e.g. sulphuric, perchloric, alkane-sulphonic and p-toluene sulphonic acids and Lewis acids e.g. boron trifluoride and its adducts and 2-methyl-1,3-dioxolenium fluoborate. The process may be carried out as an emulsion or solution polymerization in an inert organic liquid. It may be carried out as a bulk copolymerization, the catalyst being melted with the trioxane and the comonomer added simultaneously, or the trioxane being melted initially with the comonomer and then the catalyst added, possibly in an inert solvent. Further comonomers may be employed e.g. ethylene oxide, 1,3-dioxolane, 1,3-oxthiolane, bismethane - sulphonyl - imidazoline or hexamethyl - cyclotrisiloxane. The sila-formals employed in the invention may be obtained by treating bis-(hydroxy alkyl) - silicon compounds with formaldehyde or formaldehyde-yielding substances (e.g. paraformaldehyde or fomals of low-boiling alcohols) in the presence of catalyst e.g. small quantities of strong acid (e.g. p-toluenesulphonic acid or sulphuric acid) with moderate heating, the water which forms being removed by azeotropic distillation with an inert water-immiscible solvent or, in the case of re-acetalization, the volatile alcohol formed being distilled off. The corresponding carbonic acid esters are obtained in a similar manner by reaction with phosgene.

    Organomercaptomethyl silicon compounds and production thereof
    9.
    发明授权
    Organomercaptomethyl silicon compounds and production thereof 失效
    有机巯基甲基硅化合物及其制备

    公开(公告)号：US3350437A

    公开(公告)日：1967-10-31

    申请号：US32987563

    申请日：1963-12-11

    Applicant: BAYER AG

    Inventor： WALTER SIMMLER ,  HANS NIEDERPRUM ,  HEINZ JONAS

    IPC: C07F7/08 ,  C08G18/61 ,  C08G77/00 ,  C08G77/392

    CPC classification number: C08G77/00 ,  C07F7/0856 ,  C07F7/0889 ,  C08G18/61 ,  C08G77/392 ,  C10M2227/04 ,  C10M2229/053 ,  C10N2220/02

    Abstract: Organo-mercaptomethylsiloxanes are prepared by reacting a chloromethyl- or bromethyl siloxane comprising Cl- or units, any remaining units being , wherein n is 1-3, R is an inertly substituted or unsubstituted alkyl or aryl radical, and m is 1 or 2, with an alkylmercaptan, a mono- or poly-hydroxylated alkylmercaptan, a mercaptocarboxylic acid or a thiophenol in the presence of an alkanol having 1-4 carbon atoms, as solvent, and at least a stoichiometric amount of an alkali metal hydroxide or tertiary amine. Typical examples describe the preparation of (2) a polysiloxane of formula wherein a + b + c = 21, from the corresponding tris(bromomethyl)- siloxane and thiophenol; and (8) 1,3 - di - (b - hydroxy - ethyl - mercaptomethyl) - 1,1,3,3 - tetramethyl disiloxane. Many other examples are given.

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