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US 2025/0352981 A1Published application
Phosphorous boron-bonded compounds for capturing, storing and/or utilizing carbon dioxide and related products compositions methods and systems
AssigneesCalifornia Institute of Technology, North Carolina Agricultural and Technical State University
InventorsWilliam A. Goddard, Aarya Riasati, Charles B. Musgrave, Aleksandrs Prokofjevs, Nathaniel Yeboah
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Abstract
Provided herein phosphorous-boron bonded compounds which are configured for capturing CO2 with high affinity and tunability to specific CO2 capture needs and related products, compositions, methods and systems for capturing storing and/or utilizing carbon dioxide.
Claims30
A method for capturing carbon dioxide from a target environment, the method comprising:
- contacting the target environment with at least one phosphorous boron-bonded compound
- the contacting performed for a time and under condition to allow binding of CO2 if present with the at least one phosphorous boron-bonded compound to form a phosphino-borane-carbon dioxide complex
- wherein the at least one phosphorous boron-bonded compound comprises one or more of
- (i) a phosphine-borane of Formula I
- in which R1, R2, R3, R4 and R5 are each independently H, F or a substituted or unsubstituted alkyl, aryl, alkoxy, aryloxy or dialkylamino group, or group of Formula II
- in which R′1, R′2, R′3, and R′4 are independently a substituted or unsubstituted alkyl or aryl group, and
- in which R1, R2, R3, R4 and R5 are configured to provide a P—H bond having pKa 5≤pKa≤25 at 298K, at 1 atm
- (ii) a cyclic phosphine-borane of Formula III
- in which
- n is 0 or 1
- R1, R3, and R4 are each independently H, F or a substituted or unsubstituted alkyl, aryl, alkoxy, aryloxy or dialkylamino group, or group of Formula II
- in which R′1, R′2, R′3, and R′4 are independently a substituted or unsubstituted alkyl or aryl group
- R6 is H or is joined to R7 to form a substituted or unsubstituted and optionally heteroatom containing aliphatic or aromatic 5 membered or 6-membered ring
- R7 is H or is joined to R6 or R8 to form a substituted or unsubstituted and optionally heteroatom containing aliphatic or aromatic 5 membered or 6-membered ring
- R8 is H or is joined to R7 or R9 to form a substituted or unsubstituted and optionally heteroatom containing aliphatic or aromatic 5 membered or 6-membered ring and
- R9 is H or is joined to R8 to form a substituted or unsubstituted and optionally heteroatom containing aliphatic or aromatic 5 membered or 6-membered ring
- and
- (iii) a phosphine-borane salt of Formula IV
- in which n is an integer from 1 to 3
- R1, R2, R3, R4 and R5 are each independently H, F or a substituted or unsubstituted alkyl, aryl, alkoxy, aryloxy or dialkylamino group, or group of Formula II
- in which R′1, R′2, R′3, and R′4 are independently a substituted or unsubstituted alkyl or aryl group,
- M is Li, Na, K, Rb, Cs or tetraalkylammonium when n=1;
- Mg, Ca, Sr, Ba when n=2 or Al when n=3
- and in which R1, R2, R3, R4 and R5 are in configured such that the phosphino-borane exhibits a reactivity toward CO2 with a ΔG value <0 kcal/mol at 298K, at 1 atm,
- wherein the phosphino-borane-carbon dioxide complex is a complex of Formula V
- in which
- n is an integer from 1 to 3
- R1, R2, R3, R4 and R5 are each independently H, F or a substituted or unsubstituted alkyl, aryl, alkoxy, aryloxy or dialkylamino group, or group of Formula II
- in which R′1, R′2, R′3, and R′4 are independently a substituted or unsubstituted alkyl or aryl group, and
- M is Li, Na, K, Rb, Cs or tetraalkylammonium when n=1;
- Mg, Ca, Sr, Ba when n=2 or Al when n=3,
- and wherein when the at least one phosphorous boron-bonded compound comprises a phosphino-borane of Formula (I) and/or a cyclic phosphino-borane of Formula (III), the contacting is performed in presence of a base.
29 more elements
A method for making carbon dioxide reaction products, the method comprising:
- reacting the compound of Formula V with a reducing agent and/or an alkylating agent to obtain the carbon dioxide reaction product of Formula VI
- wherein
- m is 0 or 1;
- R10, =H, OH, O-alkyl, O-aryl, CH3, C(OH)H2, C(O)H or C(O)OH
- R11 and R12 are each independently H, OH, O-alkyl or O-aryl and
- wherein when m=0 and R10=OH, R11 is H, O-alkyl or O-aryl.
3 more elements
Dependencies are inferred from the claim text.