SILOXANE POLYMER AND ACTIVES

20180036560 ยท 2018-02-08

    Inventors

    Cpc classification

    International classification

    Abstract

    A siloxane polymer base that is useful as an excipient for many variable materials that can be compounded into it. Also disclosed are a method for the preparation of such bases, and another method regarding the preparation of the base and actives.

    Claims

    1. A composition of matter comprising: A. a siloxane polymer base consisting essentially of a combination of: a. a siloxane gel, said gel comprised of a first component which is an ester of an alkoxylated aromatic alcohol and a fatty carboxylic acid, or a mixture of such esters, and, b. a siloxane co-polymer, said siloxane co-polymer comprised of the reaction product of a hydridopolysiloxane selected from the group consisting essentially of: i. R.sub.3SiO(R.sub.2SiO).sub.a (RHSiO).sub.b SiR.sub.3 i. HR.sub.2SiO(R.sub.2SiO).sub.c SiR.sub.2H, and, ii. HR.sub.2SiO(R.sub.2SiO).sub.a (RHSiO).sub.b SiR.sub.2H, wherein R, r, R, are alkyl groups of 1 to 6 carbon atoms; a is 0 to 250; b is 1 to 250; and c is 0 to 250; with an alpha, omega-diene having the general formula CH.sub.2CH(CH.sub.2).sub.xCHCH.sub.2 wherein x has a value of from 1 to 20; B. a first additional component, said first additional component being an ester of an alkoxylated aromatic alcohol and a fatty carboxylic acid, or a mixture of such esters, to form a siloxane paste; C. a second additional component, said second additional component selected from the group consisting of an ester of an alkoxylated aromatic alcohol and a fatty carboxylic acid, or a mixture of such esters, to form a siloxane polymer base.

    2. The composition of matter as claimed in claim 1 wherein there is present, in addition, a topical medicament.

    3. The composition of matter as claimed in claim 2 wherein the topical medicament is an antibiotic.

    4. The composition of matter as claimed in claim 3 wherein the antibiotic is triple antibiotic.

    5. The composition of matter as claimed in claim 1 wherein, in addition, there is present an analgesic.

    6. The composition of matter as claimed in claim 5 wherein the analgesic is capsaicin.

    7. The composition of matter as claimed in claim 5 wherein the analgesic is methyl salicylate.

    8. The composition of matter as claimed in claim 5 wherein the analgesic is menthol.

    9. The composition of matter as claimed in claim 5 wherein the analgesic is triethanolamine salicylate.

    10. The composition of matter as claimed in claim 1 wherein, in addition, there is present at least one essential oil.

    11. The composition of matter as claimed in claim 10 wherein the at least one essential oil is a natural mosquito repellent oil.

    12. The composition of matter as claimed in claim 10 wherein the at least one essential oil is citronella oil.

    13. The composition of matter as claimed in claim 1 wherein, in addition, there is present, a material selected from the group consisting essentially of: antiperspirants, deodorants, skin creams, skin care lotions, moisturizers, acne removers, wrinkle removers, facial cleansers, bath oils, perfumes, colognes, sachets, sunscreens, pre-shave lotions, after shave lotions, liquid soaps, shaving soaps, shaving lathers, shaving gels, hair shampoos, hair conditioners, air sprays, mousses, permanents, depilatories, cuticle coats, make-ups, color, cosmetics, foundations, blushes, lipsticks lip balms, eyeliners, mascaras, oil removers, cosmetic removers, delivery systems for oil and water soluble substances, and powders, including products in the form of sticks, gels, lotions, aerosols, and roll-ons.

    14. The composition of matter as claimed in claim 1 wherein, in addition, there is present at least one preservative for (Original) The composition.

    15. A method of preparing a siloxane polymer base the method consisting essentially of: (A) reacting an SiH containing polysiloxane of the formula selected from the group consisting of i. R.sub.3SiO(R.sub.2SiO).sub.a (RHSiO).sub.b SiR.sub.3 ii. HR.sub.2SiO(R.sub.2SiO).sub.c SiR.sub.2H, and, iii. HR.sub.2SiO(R.sub.2SiO).sub.a (RHSiO).sub.b SiR.sub.2H, wherein R, r, R, are alkyl groups of 1 to 6 carbon atoms; a is 0 to 250; b is 1 to 250; and c is 0 to 250; with (B) an alpha, omega-diene having the general formula CH.sub.2CH(CH.sub.2).sub.xCHCH.sub.2 wherein x has a value of from 1 to 20; (C) conducting the reaction in the presence of a noble metal catalyst and a compound selected from the group consisting of an ester of an alkoxylated aromatic alcohol and a fatty carboxylic acid, or a mixture of such esters, and continuing the reaction until a gel is formed by cross linking and addition of SiH across double bonds in the alpha, omega-diene; (D) thereafter, adding a first additional component to the gel and subjecting the first additional component and the gel to shear force until a siloxane paste is formed; (E) thereafter, adding a second additional component to the paste and blending the paste and second additional component by mixing until a siloxane polymer base is formed.

    16. The process of claim 22 wherein, in addition, after or during step (E), there is added at least one active.

    17. A product prepared by a process consisting essentially of: (A) reacting an SiH containing polysiloxane of the formula selected from the group consisting of i. R.sub.3SiO(R.sub.2SiO).sub.a (RHSiO).sub.b SiR.sub.3 ii. HR.sub.2SiO(R.sub.2SiO).sub.c SiR.sub.2H, and, iii. HR.sub.2SiO(R.sub.2SiO).sub.a (RHSiO).sub.b SiR.sub.2H, wherein R, r, R, are alkyl groups of 1 to 6 carbon atoms; a is 0 to 250; b is 1 to 250; and c is 0 to 250; with (B) an alpha, omega-diene having the general formula CH.sub.2CH(CH.sub.2).sub.xCHCH.sub.2 wherein x has a value of from 1 to 20; (C) conducting the reaction in the presence of a noble metal catalyst and a compound selected from the group consisting of an ester of an alkoxylated aromatic alcohol and a fatty carboxylic acid, or a mixture of such esters, and continuing the reaction until a gel is formed by cross linking and addition of SiH across double bonds in the alpha, omega-diene; (D) thereafter, adding a first additional component to the gel and subjecting the first additional component and the gel to shear force until a siloxane paste is formed; (E) thereafter, adding a second additional component to the paste and blending the paste and second additional component by mixing until a siloxane polymer base is formed.

    18. A product prepared by a process consisting essentially of: (A) reacting an SiH containing polysiloxane of the formula selected from the group consisting of i. R.sub.3SiO(R.sub.2SiO).sub.a (RHSiO).sub.b SiR.sub.3 ii. HR.sub.2SiO(R.sub.2SiO).sub.c SiR.sub.2H, and, iii. HR.sub.2SiO(R.sub.2SiO).sub.a (RHSiO).sub.b SiR.sub.2H, wherein R, r, R, are alkyl groups of 1 to 6 carbon atoms; a is 0 to 250; b is 1 to 250; and c is 0 to 250; with (B) an alpha, omega-diene having the general formula CH.sub.2CH(CH.sub.2).sub.xCHCH.sub.2 wherein x has a value of from 1 to 20; (C) conducting the reaction in the presence of a noble metal catalyst and a compound selected from the group consisting of an ester of an alkoxylated aromatic alcohol and a fatty carboxylic acid, or a mixture of such esters, and continuing the reaction until a gel is formed by cross linking and addition of SiH across double bonds in the alpha, omega-diene.

    Description

    DETAILED DESCRIPTION OF THE INVENTION

    [0025] The SiH containing polysiloxane is represented by compounds of the formula R.sub.3SiO(R.sub.2SiO).sub.a (RHSiO).sub.b SiR.sub.3; HR.sub.2SiO(R.sub.2SiO).sub.c SiR.sub.2H, and, HR.sub.2SiO(R.sub.2SiO).sub.a (RHSiO).sub.b SiR.sub.2H, wherein R, R, R, are alkyl groups of 1 to 6 carbon atoms; a is 0 to 250; b is 1 to 250; and c is 0 to 250. Such polysiloxanes are commercially available.

    [0026] The alpha, omega-diene is a compound of the formula CH.sub.2CH(CH.sub.2).sub.xCHCH.sub.2 wherein x has a value of from 1 to 20. Some representative examples of suitable alpha, omega-dienes for use herein are 1,4-pentadiene; 1,5-hexadiene; 1,6-heptadiene; 1,7-octadiene; ,1,8-nonadiene; 1,9-decadiene; 1,11-dodecadiene;

    [0027] 1,13-tetradecadiene; and 1,19-eicosadiene.

    [0028] The addition and crosslinking reaction requires a catalyst to effect the reaction between the SiH containing polysiloxane and the alpha, omega-diene. Suitable catalysts are Group VIII transition metals, i.e., the Nobel metals. Such Noble metal catalysts are described in U.S. Pat. No. 3,923,705, incorporated herein by reference to show platinum catalysts. One preferred platinum catalyst is Karstedt's catalyst, which is described in Karstedt's U.S. Pat. No. 3,715,334 and 3,814,730, incorporated herein by reference. Karstedt's catalyst is a platinum divinyl tetramethyl disiloxane complex typically containing about one weight percent of platinum in a solvent such as toluene. Another preferred platinum catalyst is a reaction product of chloroplatinic acid and an organosilicon compound containing terminal aliphatic unsaturation. It is described in U.S. Pat. No. 3,419,593, incorporated herein by reference. The Noble metal catalysts are used in amounts from 0.00001 to 0.5 parts per 110 weight parts of the SiH containing polysiloxane, preferable 0.00001 to 0.02 parts, most preferable is 0.0001 to 0.002 parts.

    [0029] The inventors, when using esters of alkoxylated aromatic alcohol and fatty carboxylic acids mean esters of an alkoxylated aromatic alcohol and a fatty carboxylic acid. The preparation of such materials can be found in U.S. Pat. No. 6,987,195, that issued Jan. 17, 2006 in the name of Pereira, such patent being incorporated herein by reference for what it teaches about such materials and the methods by which they are manufactured.

    [0030] Carrying out of the process is a matter of combining the SiH containing polysiloxane, the alpha, omega-diene, and an ester of an alkoxylated aromatic alcohol and a fatty carboxylic acid, or a mixture of the esters, and the catalyst, and mixing these ingredients at room temperature until a gel is formed. Higher temperatures to speed up the process can be used, if desired.

    [0031] A first additional amount of the ester is then added to the gel, and the resulting mixture is subjected to shear force to form the siloxane paste.

    [0032] Any type of mixing and shearing equipment may be used to perform these steps such as a batch mixer, planetary mixer, single or multiple screw extruder, dynamic or static mixer, colloid mill, homogenizer, sonolator, or a combination thereof.

    [0033] The esters can be used in amounts generally within the range of about 20 to 98 percent by weight of the composition, preferably about 50 to 98 percent by weight.

    [0034] To prepare the siloxane polymer base having a dry to the touch feel, a second addition of an ester, or a combination of esters, is added to the paste described just Supra.

    [0035] The preferred method for combining the second component into the paste is simple blending rather than shear mixing.

    [0036] It has been found that the addition of the esters as a first component and the addition of the esters as the final component, provide a dry to the touch material that is especially efficacious for providing topical pharmaceuticals, cosmetics, and the like.

    EXAMPLE 1

    [0037] In a 50 ml glass, round-bottomed, glass flask, were placed an organopolysiloxane with the average structure of

    [0038] (CH.sub.3).sub.3SiO[(CH.sub.3).sub.2SiO)].sub.34(CH.sub.3HSiO).sub.4Si(CH.sub.3).sub.3 (27.84 grams), 1.64 grams of 1,5-hexadiene and 0.0001 grams of platinum #4 catalyst, and mixed. Thereafter, the mixture was diluted using PPG-3 benzyl ether ethylhexanoate in a ratio of 10 weight percent of the mixture to 90 weight % of the ethylhexanoate.

    [0039] While stirring, with gentle heating, the mixture was allowed to react. Gelation took place within one hour. The gel was transparent in nature.

    [0040] The gel was then treated with shear force in the presence of PPG-3 benzyl ether ethylhexanoate (grams) to form a paste.

    [0041] Thereafter, the paste was treated with (grams) of an additional quantity of PPG-3 benzyl ether ethylhexanoate to form a base. The base has a dry to the touch feel when placed on the skin.

    EXAMPLE 2

    [0042] In a 50 ml glass, round-bottomed, glass flask, were placed an organopolysiloxane with the average structure of (CH.sub.3).sub.3SiO[(CH.sub.3).sub.2SiO)].sub.5(CH.sub.3HSiO).sub.3Si(CH.sub.3).sub.3, PPG-3 benzyl ether ethylhexanoate, 1,5-hexadiene and platinum #4 catalyst.

    [0043] The amounts of each are set forth in the table infra. The results are set forth in the table infra.

    TABLE-US-00001 Sample # Material 2 3 4 5 1 Siloxane (gms) 14.24 14.24 14.24 14.24 14.24 Ester (gms) 5 8.4 16.80 33.60 300.6 Diene (gms) 2.46 2.46 2.46 2.46 4.92 Catalyst (gms) 0.00015 0.00015 0.00015 0.0015 0.0003 Mix time (min.) 30 30 30 30 30 Exotherm high med. slight little none Gel time (min.) <2 5 10 50 >60 Gel (stiffness) hard med. Soft very soft liquid Add ester (gms) 16.7 (Mushy gel)