Linker compounds, methods of producing the same and uses thereof
AssigneeShenkar College of Engineering and Design
InventorsElizabeth Amir, Daniel Anavi
Life of this patent
Estimating the term…
Abstract
The present disclosure provides a bifunctional linker for coupling at least one functional moiety, preferably a bis-allyl propionic acid (BAPA), to a polymer-containing matrix. Also disclosed by the present disclosure are anhydrides of the bifunctional linker, processes for preparing the bifunctional linker and such anhydride, as well as surfaces, such as cellulose containing matrices, coupled with the bifunctional linker, at times, the latter carrying a functional agent.
Claims30
A process for coupling at least one functional moiety to a polymer containing matrix via a bifunctional linker having the following formula (I):
- wherein
- R1 and R2 may be the same or different and represent a group selected from vinyl, alkyl vinyl, propargyl, alkyl propagyl, allenyl, alkyl allenyl, alkylthio and alkyl azide;
- R3 is a alkyl;
- X1 and X2 may be the same or different and each is selected from the group consisting of —O—(CH2)n or —S—(CH2)n, where n is independently with respect to X1 and X2 an integer from 1 to 4;
- and
- W is a group selected from —OH, —SH, halo, epoxy and —OR4 where R4 is a alkyl;
- and
- R5 is selected from the group consisting of alkylene and carbonyl;
- the process comprises reacting said polymer containing matrix with a compound of formula (II) or (III)
- where R1, R2, R3, R5, X1 and X2 are as defined above and W′ is O.
(canceled)
(canceled)
(canceled)
(canceled)
A process for preparing a bifunctional linker of formula (I):
- wherein
- R1 and R2 may be the same or different and represent a group selected from vinyl, alkyl vinyl, propargyl, alkyl propagyl, allenyl, alkyl allenyl, alkylthio and alkyl azide;
- R3 is an alkyl;
- R5 is selected from the group consisting of alkylene and a carbonyl;
- and
- W is a group selected from —OH, —SH, halo, epoxy, and —OR4 where R4 is a alkyl;
- and
- X1 and X2 may be the same or different and each is selected from the group consisting of —O—(CH2)n or —S—(CH2)n, where n is independently with respect to X1 and X2 an integer from 1 to 4;
- the process comprises reacting a propionic acid derivative of formula (IV) or (IV′):
- where X1, X2, and R3 are as defined, with a nucleophile agent of the formula
- A-R1 or A-R2
- wherein A is a leaving group.
(canceled)
A modified polymeric matrix comprising a plurality of bifunctional linkers of formula (I):
- wherein
- R1 and R2 may be the same or different and represent a group selected from vinyl, alkyl vinyl, propargyl, alkyl propagyl, allenyl, alkyl allenyl, alkylthio and alkyl azide;
- R3 is a alkyl;
- X1 and X2 may be the same or different and each is selected from the group consisting of —O—(CH2)n— or —S—(CH2)n—, where n is independently with respect to X1 and X2 an integer from 1 to 4;
- and
- W is an oxygen bridging to said matrix;
- and
- R5 is selected from the group consisting of alkylene and carbonyl.
A process for modifying a polymer-containing matrix, the process comprises:
- providing a polymer containing matrix having exposed polar groups;
- reacting said polymer-containing matrix with a compound of formula (II) or of formula (III)
- wherein
- R1 and R2 represent a group selected from vinyl, alkyl vinyl, propargyl, alkyl propagyl, allenyl, alkyl allenyl, alkylthio and alkyl azide;
- R3 is a alkyl;
- R5 is selected from the group consisting of alkylene and a carbonyl;
- and
- W′ is O and
- X1 and X2 may be the same or different and each is selected from the group consisting of —O—(CH2)n— or —S—(CH2)n—, where n is independently with respect to X1 and X2 an integer from 1 to 4 in the presence of a reaction medium comprising an amine containing organic compound in a polar aprotic solvent.
(canceled)
(canceled)
(canceled)
(canceled)
A modified cellulose-containing matrix comprising covalently bound to its cellulose fibers bis-allyl propionic acid (BAPA) linker;
- and optionally to at least one functional agent.
(canceled)
Dependencies are inferred from the claim text.