Hydrophilic copolymer and medical device
US-2019185776-A1 · Jun 20, 2019 · US
US10629880B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-10629880-B2 |
| Application number | US-201715827788-A |
| Country | US |
| Kind code | B2 |
| Filing date | Nov 30, 2017 |
| Priority date | Dec 1, 2016 |
| Publication date | Apr 21, 2020 |
| Grant date | Apr 21, 2020 |
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Disclosed herein are compositions for use in an energy providing devices and methods of preparing such devices. Also included herein is energy providing devices that comprise a charged compound modified substrate or zwitterion-modified substrate or energy providing devices that comprise an electrolyte that comprises a perhalogenatedphenyl azide charged or zwitterionic compound.
Opening claim text (preview).
What is claimed is: 1. An energy providing device comprising a charged compound modified substrate or zwitterion-modified substrate, wherein the charged compound modified substrate or zwitterion-modified substrate comprises a compound that has the structure of Formula I: wherein A is selected from —C(═O)— and —(SO 2 )—; L is selected from —OQ, —O − , —N + R 3 HQ and —NR 3 Q; Q is a structure represented by a formula: Z is selected from —CR 6a R 6b —, —C(═O)—, —C(═NH)—, and —C(═NH)NR 7 —; m is an integer selected from 0, 1, 2, 3, 4, 5, 6, 7, and 8; each of R 1a and R 1b is independently selected from hydrogen and halogen; each of R 2a and R 2b is halogen; R 3 , when present, is selected from hydrogen and C1-C4 alkyl; each of R 4a and R 4b , when present, is independently selected from hydrogen, halogen, —CN, —OH, —NR 8a R 8b , —NR 8a R 8b H + , C1-C4 alkyl, C1-C4 monohaloalkyl, C1-C4 polyhaloalkyl, —SO 3 − , —SO 3 R 9 , —CO 2 − , and —CO 2 R 9 ; each of R 5a , R 5b , and R 5c is independently selected from hydrogen, halogen, —CN, —OH, —NR 10a R 10b , —NR 10a R 10b R 10c+ , C1-C4 alkyl, C1-C4 monohaloalkyl, C1-C4 polyhaloalkyl, —SO 3 − , —SO 3 R 11 , —CO 2 − , and —CO 2 R 11 ; each of R 6a and R 6b , when present, is independently selected from hydrogen, halogen, —CN, —OH, —NR 12a R 12b , —NR 12a R 12b H + , C1-C4 alkyl, C1-C4 monohaloalkyl, C1-C4 polyhaloalkyl, —SO 3 − , —SO 3 R 13 , —CO 2 − , and —CO 2 R 13 ; R 7 , when present, is selected from hydrogen and C1-C4 alkyl; each of R 8a and R 8b , when present, is independently selected from hydrogen and C1-C4 alkyl; R 9 , when present, is selected from hydrogen and C1-C4 alkyl; each of R 10a , R 10b , and R 10c when present, is independently selected from hydrogen, C1-C4 alkyl, —(C1-C8alkylene)SO 3 − , —(C1-C8alkylene)SO 3 H, —(C1-C8alkylene)CO 2 − , and —(C1-C8alkylene)CO 2 H; R 11 , when present, is selected from hydrogen and C1-C4 alkyl; each of R 12a and R 12b , when present, is independently selected from hydrogen and C1-C4 alkyl; R 13 , when present, is selected from hydrogen and C1-C4 alkyl, and provided that the compound is charged or zwitterionic. 2. The energy providing device of claim 1 , wherein the compound has a structure selected from: 3. The energy providing device of claim 1 , wherein the compound has the structure selected from: 4. The energy providing device of claim 1 , wherein Q is selected from: 5. The energy providing device of claim 1 , wherein the compound of Formula I is: 6. The energy providing device of claim 1 , wherein the substrate comprises a separator. 7. The energy providing device of claim 1 , further comprising an electrolyte disposed onto the charged compound modified substrate or zwitterion modified substrate. 8. The energy providing device of claim 1 , further comprising an electrode. 9. The energy providing device of claim 1 , wherein the energy providing device comprises a battery, a supercapacitor, or a fuel cell. 10. A method of preparing a charged compound modified substrate or zwitterion modified substrate comprising: a) contacting a substrate with an alcohol for a time sufficient for the alcohol to saturate the substrate; b) incubating the saturated substrate with a solution comprising a charged or zwitterionic compound for at least 30 seconds; and c) exposing the substrate of step b) under a light source for at least 30 seconds, thereby generating the charged compound modified substrate or zwitterion modified substrate. 11. The method of claim 10 , wherein the charged or zwitterionic compound is a compound that has the structure of Formula I: wherein A is selected from —C(═O)— and —(SO 2 )—; L is selected from —OQ, —O − , —N + R 3 HQ and —NR 3 Q; Q is a structure represented by a formula: Z is selected from —CR 6a R 6b —, —C(═O)—, —C(═NH)—, and —C(═NH)NR 7 —; m is an integer selected from 0, 1, 2, 3, 4, 5, 6, 7, and 8; each of R 1a and R 1b is independently selected from hydrogen and halogen; each of R 2a and R 2b is halogen; R 3 , when present, is selected from hydrogen and C1-C4 alkyl; each of R 4a and R 4b , when present, is independently selected from hydrogen, halogen, —CN, —OH, —NR 8a R 8b , —NR 8a R 8b H + , C1-C4 alkyl, C1-C4 monohaloalkyl, C1-C4 polyhaloalkyl, —SO 3 − , —SO 3 R 9 , —CO 2 − , and —CO 2 R 9 ; each of R 5a , R 5b , and R 5c is independently selected from hydrogen, halogen, —CN, —OH, —NR 10a R 10b , —NR 10a R 10b R 10c+ , C1-C4 alkyl, C1-C4 monohaloalkyl, C1-C4 polyhaloalkyl, —SO 3 − , —SO 3 R 11 , —CO 2 − , and —CO 2 R 11 ; each of R 6a and R 6b , when present, is independently selected from hydrogen, halogen, —CN, —OH, —NR 12a R 12b , —NR 12a R 12b H + , C1-C4 alkyl, C1-C4 monohaloalkyl, C1-C4 polyhaloalkyl, —SO 3 − , —SO 3 R 13 , —CO 2 − , and —CO 2 R 13 ; R 7 , when present, is selected from hydrogen and C1-C4 alkyl; each of R 8a and R 8b , when present, is independently selected from hydrogen and C1-C4 alkyl; R 9 , when present, is selected from hydrogen and C1-C4 alkyl; each of R 10a , R 10b , and R 10c when present, is independently selected from hydrogen, C1-C4 alkyl, —(C1-C8alkylene)SO 3 − , —(C1-C8alkylene)SO 3 H, —(C1-C8alkylene)CO 2 − , and —(C1-C8alkylene)CO 2 H; R 11 , when present, is selected from hydrogen and C1-C4 alkyl; each of R 12a and R 12b , when present, is independently selected from hydrogen and C1-C4 alkyl; R 13 , when present, is selected from hydrogen and C1-C4 alkyl, and provided that the compound is charged or zwitterionic. 12. The method of claim 11 , wherein the charged or zwitterionic compound is: 13. The method of claim 11 , wherein the time sufficient for the alcohol to saturate the substrate is about 2 seconds, 3 seconds, about 4 seconds, about 5 seconds, about 10 seconds, about 15 seconds, about 20 seconds, or more. 14. The method of claim 11 , wherein the incubating of step b) is for at least 1 minutes, at least 1.5 minutes, at least 2 minutes, at least 3 minutes, at least 4 minutes, at least 5 minutes, at least 10 minutes, at least 15 minutes, or at least 20 minutes. 15. The method of claim 11 , wherein the light source is an ultraviolet light source. 16. The method of claim 11 , further comprising incubating the char
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