Structure, synthesis, and applications for oligo phenylene ethynylenes (OPEs)
AssigneesStc.Unm, University of Florida Research Foundation, Inc.
InventorsDavid G. Whitten, Kirk S. Schanze, Eunkyung Ji, Thomas S. Corbitt, Zhijun Zhou, Dimitri Dascier, Ying Wang, Linnea K. Ista, Anand Parthasarathy, Eric H. Hill, Yanli Tang
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Abstract
The present disclosure provides novel oligo phenylene ethynylene (OPE) compounds, methods for synthesizing these compounds, and materials and substances incorporating these compounds. The various OPEs show antibacterial, antiviral and antifungal activity.
Claims22
A material incorporating an oligo-(phenylene ethynylene), wherein the oligo-(phenylene ethynylene) is grafted thereto by chemisorption or wherein the positively charged polymer attaches to a negatively charged surface by physisorption, wherein the oligo-(phenylene ethynylene) has the structure:
- wherein:
- n is selected from the group consisting of 1, 2, 3 and 4;
- A is selected from the group consisting of C2C6H2 and C2C4S;
- B=C2C6H2;
- C=is either C6H4 or not present;
- X is selected from the group consisting of:
- COOCH2CH3, O(CH2)kN(CH3)3+, O(CH2)kSO3−, and O(CH2)k(C6H12N2)C6H13;
- Y is selected from the group consisting of:
- COOCH2CH3, O(CH2)kN(CH3)3+, O(CH2)kSO3−, C6H2(OCH3)3, and O(CH2)k(C6H12N2)C6H132+;
- k is selected from the group of whole numbers from 1 to 10;
- ZA is selected from the group consisting of H and O(CH2)j(C6H12N2)C6H132+;
- where j is selected from the group of whole numbers from 1 to 10;
- and
- ZB=H;
- wherein:
- if X=COOCH2CH3 and Y=COOCH2CH3, then A=B=C2C6H2, C is C6H4, and ZA is O(CH2)k(C5H12N2)C6H132+;
- if ZA is H, A is C2C6H2, X=O(CH2)kN(CH3)3+, and C=C6H4, then Y is selected from the group consisting of COOCH2CH3, O(CH2)kSO3−, C6H2(OCH3)3, and O(CH2)k(C6H12N2)C6H132+;
- if ZA is H, A is C2C6H2, X=O(CH2)kN(CH3)3+, C=C6H4, and B=C2C6H2, then k is selected from the group consisting of 1, 2, 4, 5, 6, 7, 8, 9, and 10;
- if ZA is H, A is C2C6H2, X=O(CH2)kN(CH3)3+, and C is not present, then Y=C6H2(OCH3)3;
- if ZA is H, A is C2C6H2 and X=O(CH2)kSO3−, then C=C6H4 and Y=O(CH2)kSO3−;
- if ZA is H, A is C2C6H2, and X=O(CH2)k(C5H12N2)C6H132+, then C=C6H4 and Y=O(CH2)k(C6H12N2)C6H132+;
- if A is C2C4S, then C=C6H4 and X is selected from the group consisting of O(CH2)kN(CH3)3+ and O(CH2)k(C6H12N2)C6H132+;
- if X is O(CH2)k(C6H12N2)C6H132+, then Y=O(CH2)k(C6H12N2)C6H132+;
- wherein both the oligo-(phenylene ethynylene) and the material incorporating the same have biocidal, antiviral, and antifungal properties.
A material incorporating an oligo-(phenylene ethynylene), wherein the oligo-(phenylene ethynylene) is grafted thereto by chemisorption or wherein the positively charged polymer attaches to a negatively charged surface by physisorption, wherein the oligo-(phenylene ethynylene) has the structure:
- wherein:
- n is selected from the group consisting of 1, 2, 3 and 4;
- A is selected from the group consisting of C2C6H2 and C2C4S;
- B=C2C6H2;
- C=is either C6H4 or not present;
- X is selected from the group consisting of:
- COOCH2CH3, −O(CH2)2N(CH3)3+, O(CH2)3N(CH3)3+, and O(CH2)3SO3−;
- Y is selected from the group consisting of:
- COOCH2CH3, −O(CH2)2N(CH3)3+, O(CH2)3N(CH3)3+, and O(CH2)3SO3−;
- ZA is H;
- and
- ZB=H;
- wherein:
- if A is C2C6H2, X=O(CH2)3N(CH3)3+, C=C6H4, and B=C2C6H2, then Y is selected from the group consisting of COOCH2CH3, and O(CH2)3SO3−;
- if A is C2C6H2 and X=O(CH2)2N(CH3)3+ or O(CH2)3N(CH3)3+, and C is not present, then Y=C6H2(OCH3)3;
- and
- if A is C2C6H2 and X=O(CH2)3SO3− then C=C6H4 and Y=O(CH2)3SO3−;
- wherein
- both the oligo-(phenylene ethynylene) and the material incorporating the same have biocidal, antiviral, and antifungal properties, and
- the material is a fiber, or a textile formed therefrom.
Dependencies are inferred from the claim text.