Cyclosiloxane-substituted polysiloxane compounds, compositions containing the compounds and methods of use thereof
AssigneeBiofilm IP, LLC
InventorsDaniel X. Wray, Michael B. Halsdorff, Robert L. De Armond
Life of this patent
Estimating the term…
Abstract
Provided herein are cyclosiloxane-substituted polysiloxane compounds, compositions that include the polysiloxane compounds, and methods for preparation and use of the polysiloxane compounds. Provided are mechanical lubricant compositions, hydraulic fluid compositions, anti-foam compositions, water repellant agent compositions, release agent compositions, personal care compositions, cosmetic compositions, household care compositions and drug delivery compositions that include one or more of the cyclosiloxane-substituted polysiloxane compounds provided herein.
Claims39
A polysiloxane of Formula I:
- wherein:
- R1 and R2 each independently is selected from among C1-C20 alkyl and substituted C1-C20 alkyl;
- R3 is selected from among C1-C20 alkyl, substituted C1-C20 alkyl, C3-C20 cycloalkyl, substituted C3-C20 cycloalkyl, a cyclosiloxane having three or more Si atoms and a substituted cyclosiloxane having three or more Si atoms;
- each occurrence of R4 independently is selected from among C1-C20 alkyl, substituted C1-C20 alkyl, C1-C20 haloalkyl, substituted C1-C20 haloalkyl, C6-C20 aryl, substituted C6-C20 aryl, C6-C20 heteroaryl, substituted C6-C20 heteroaryl, and a substituted or unsubstituted cyclosiloxane selected from among a cycloheptasiloxane, a cyclohexasiloxane, a cyclopentasiloxane, and a cyclotetrasiloxane;
- each occurrence of R5 independently is selected from among C1-C20 alkyl, substituted C1-C20 alkyl, C1-C20 haloalkyl, substituted C1-C20 haloalkyl, C6-C20 aryl, substituted C6-C20 aryl, C6-C20 heteroaryl, substituted C6-C20 heteroaryl and butylated aryloxypropyl;
- each occurrence of R6 independently is selected from among C1-C20 alkyl, substituted C1-C20 alkyl, C1-C20 haloalkyl, substituted C1-C20 haloalkyl, C6-C20 aryl, substituted C6-C20 aryl, C6-C20 heteroaryl, substituted C6-C20 heteroaryl and butylated aryloxypropyl;
- each occurrence of R7 independently is selected from among C1-C20 alkyl, substituted C1-C20 alkyl, C1-C20 haloalkyl, substituted C1-C20 haloalkyl, C6-C20 aryl, substituted C6-C20 aryl, C6-C20 heteroaryl, substituted C6-C20 heteroaryl, and a substituted or unsubstituted cyclosiloxane selected from among a cycloheptasiloxane, a cyclohexasiloxane, a cyclopentasiloxane, and a cyclotetrasiloxane;
- R8 and R9 each independently is selected from among alkyl and substituted alkyl;
- R10 is selected from among alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl, a cyclosiloxane having three or more Si atoms and a substituted cyclosiloxane having three or more Si atoms;
- a is selected from among 1 to 10;
- b is selected from among 1 to 10;
- q is selected from among 2 to 20;
- w is selected from among 0 to 10;
- y is selected from among 0 to 10;
- wherein:
- the R4 in at least two subunits a is an optionally substituted cycloheptasiloxane, cyclohexasiloxane, cyclopentasiloxane, or cyclotetrasiloxane, wherein when the cyclosiloxane is substituted,
- the cyclosiloxane is substituted with one or more than one substituent selected from among alkyl, haloalkyl, heteroalkyl, cycloalkyl, optionally substituted aryl, heteroaryl, non-aromatic heterocycle, hydroxy, alkoxy, aryloxy, mercapto, alkylthio, arylthio, cyano, halo, carbonyl, thiocarbonyl, O-carbamyl, N carbamyl, O thiocarbamyl, N thiocarbamyl, C amido, N amido, S-sulfonamido, N sulfonamide, azido, diazo, imino, formylamino, halo, fluoro, iodo, oxo, cyano, cyanato, carboxy, C trihalomethanesulfonyl, O carboxy, isocyanato, thiocyanato, isothiocyanato, nitro, silyl, and amino, including mono- and di-substituted amino groups, and the protected derivatives of amino groups, and no Si atom of the cyclosiloxane includes hydrogen as a substituent;
- at least one R7 in each subunit q is an optionally substituted cycloheptasiloxane, cyclohexasiloxane, cyclopentasiloxane, or cyclotetrasiloxane;
- and
- at least one subunit q includes a Si atom that is not substituted with a cyclosiloxane.
A polysiloxane of Formula I:
- wherein:
- R1 and R2 each independently is selected from among C1-C20 alkyl and substituted C1-C20 alkyl;
- R3 is selected from among C1-C20 alkyl, substituted C1-C20 alkyl, C3-C20 cycloalkyl, substituted C3-C20 cycloalkyl, a cyclosiloxane having three or more Si atoms and a substituted cyclosiloxane having three or more Si atoms;
- each occurrence of R4 independently is selected from among C1-C20 alkyl, substituted C1-C20 alkyl, C1-C20 haloalkyl, substituted C1-C20 haloalkyl, C6-C20 aryl, substituted C6-C20 aryl, C6-C20 heteroaryl, substituted C6-C20 heteroaryl, a cyclosiloxane having at least four Si atoms and a substituted cyclosiloxane having at least four Si atoms;
- each occurrence of R5 independently is selected from among C1-C20 alkyl, substituted C1-C20 alkyl, C1-C20 haloalkyl, substituted C1-C20 haloalkyl, C6-C20 aryl, substituted C6-C20 aryl, C6-C20 heteroaryl, substituted C6-C20 heteroaryl and butylated aryloxypropyl;
- each occurrence of R6 independently is selected from among C1-C20 alkyl, substituted C1-C20 alkyl, C1-C20 haloalkyl, substituted C1-C20 haloalkyl, C6-C20 aryl, substituted C6-C20 aryl, C6-C20 heteroaryl, substituted C6-C20 heteroaryl and butylated aryloxypropyl;
- R7 is an optionally substituted cyclosiloxane having three or more Si atoms;
- R8 and R9 each independently is selected from among alkyl and substituted alkyl;
- R10 is selected from among alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl, a cyclosiloxane having three or more Si atoms and a substituted cyclosiloxane having three or more Si atoms;
- a is selected from among 1 to 50;
- b is selected from among 1 to 50;
- q is selected from among 2 to 20;
- w is selected from among 0 to 10;
- y is selected from among 0 to 10;
- wherein:
- the R4 in at least two subunits a is an optionally substituted-cyclosiloxane having at least four Si atoms;
- the cyclosiloxane is unsubstituted;
- or
- the cyclosiloxane is substituted with one or more than one substituent selected from among alkyl, haloalkyl, heteroalkyl, cycloalkyl, optionally substituted aryl, heteroaryl, non-aromatic heterocycle, hydroxy, alkoxy, aryloxy, mercapto, alkylthio, arylthio, cyano, halo, carbonyl, thiocarbonyl, O-carbamyl, N carbamyl, O thiocarbamyl, N thiocarbamyl, C amido, N amido, S-sulfonamido, N sulfonamide, azido, diazo, imino, formylamino, halo, fluoro, iodo, oxo, cyano, cyanato, carboxy, C trihalomethanesulfonyl, O carboxy, isocyanato, thiocyanato, isothiocyanato, nitro, silyl, and amino, including mono- and di-substituted amino groups, and the protected derivatives of amino groups, and no Si atom of the cyclosiloxane includes hydrogen as a substituent;
- and
- the polysiloxane has a cyclosiloxane on every other non-terminal Si atom.
Dependencies are inferred from the claim text.