Porous carbon-heteroatom-silicon hybrid inorganic/organic materials for chromatographic separations and process for the preparation thereof
AssigneeWaters Investments Limited
InventorsKevin D. Wyndham, John E. O'Gara
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Abstract
The present invention provides porous carbon-heteroatom-silicon inorganic/organic homogenous copolymeric hybrid materials, methods for their preparation, and uses thereof, e.g., as chromatographic separations materials.
Claims55
A porous inorganic/organic homogenous copolymeric hybrid material, comprising two or more repeat units, wherein at least one repeat unit is an organosilane repeat unit D, wherein repeat unit D is selected from the group consisting of
- wherein R2 and R4 are each independently C1-C18 alkyl, C2-C18 alkenyl, C2-C18 alkynyl, C3-C18 cycloalkyl, C3-C18 heterocycloalkyl, C5-C18 aryl, or C5-C18 heteroaryl;
- each R7 or R8 is independently C1-C18 alkyl, C2-C18 alkenyl, C2-C18 alkenylene, C2-C18 alkynyl, C3-C18 cycloalkyl, C3-C18 heterocycloalkyl, C5-C18 aryl, C5-C18 arylene, C5-C18 heteroaryl, or C5-C18 heteroarylene, wherein each of R7 and R8 may be optionally substituted;
- X is O, NRA, or S(O)q;
- RA is C1-C6 alkyl, C2-C18 alkenyl, C3-C18 cycloalkyl, C3-C18 heterocycloalkyl, C5-C18 aryl, or C5-C18 heteroaryl;
- and
- q is 0-2.
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A method of preparing a porous inorganic/organic homogenous copolymeric hybrid material of the formula:
- (A)w(B)x(C)y(D)z
- wherein the order of repeat units A, B, C, and D may be random, block, or a combination of random and block;
- and wherein
- A is an organic repeat unit which is covalently bonded to one or more repeat units A, B, or D via an organic bond;
- B is an organosiloxane repeat unit which is bonded to:
- one or more repeat units A, B, or D via an organic bond;
- one or more repeat units B, C, or D via an inorganic bond;
- or one or more repeat unit D via a carbon-heteroatom-silicon bond;
- C is an inorganic repeat unit which is bonded to:
- one or more repeat units B, C, or D via an inorganic bond;
- or one or more repeat unit D via a carbon-heteroatom-silicon bond;
- D is an organosilane repeat unit which is bonded to one or more repeat units A, B, or D via an organic bond;
- bonded to one or more repeat units B, C, or D via an inorganic bond;
- or one or more repeat units B, C, or D via a carbon-heteroatom-silicon bond;
- w, x, and y are positive numbers or zero;
- wherein w+x+y>0, z is a positive number;
- the method comprising the steps of
- (a) partially condensing an organic olefin, an alkenyl functionalized silane, an alkoxysilane, or a heterocyclic silane, or mixtures thereof,
- (b) adding a heterocyclic silane, and
- (c) further reacting the heterocyclic silane with the partially condensed polymer of step (a) to thereby prepare a porous inorganic/organic homogenous copolymeric hybrid material comprising a carbon-heteroatom-silicon functionality.
A method of preparing a porous inorganic/organic homogenous copolymeric hybrid material of the formula:
- (C)y(D)z
- wherein the order of repeat units C and D may be random, block, or a combination of random and block;
- and wherein
- C is an inorganic repeat unit which is bonded to:
- one or more repeat units C or D via an inorganic bond;
- or one or more repeat units D via a carbon-heteroatom-silicon bond;
- D is an organosilane repeat unit which is bonded to:
- one or more repeat units C or D via an inorganic bond;
- one or more repeat units C or D via a carbon-heteroatom-silicon bond;
- or one or more repeat units D via an organic bond, and y and z are positive numbers;
- the method comprising the steps of
- (a) preparing a polyoligomeric silaxane (POS) by partial condensation of a tetraalkoxylsilane,
- (b) adding a heterocyclic silane, and
- (c) further reacting the heterocyclic silane with the POS to thereby prepare a porous inorganic/organic homogenous copolymeric hybrid material, comprising a carbon-heteroatom-silicon functionality.
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Dependencies are inferred from the claim text.