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Reversible Thermochromism in Polydiacetylenes

Garret GotthelfApril 11th, 2015Clemson UniversityReversible Thermochromism in Polydiacetylenes

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OutlinePDAsBio Sensors and The Discovery of ReversibilityPCDA-CelluloseCondition changes: Wet N2, Dry N2, Annealing, MercerizationPCDA SubstratesAlkali Metals and Alkaline Earth MetalsDifferences in PCDA vs. PCDA-SaltsConclusions

Polydiacetylenes (PDAs)Alignment observed in organized states: solid states, films, and liposomes. Can only occur with proper geometry and spacing. Once polymerized, PDAs can be changed from a planar to nonplanar state when certain stresses are placed on it.

StressThe planar blue form has unbroken -electron overlap and a full conjugation length. In the nonplanar red form -electron overlap is reduced and conjugation length is decreased

Bio Sensors and The Discovery of Reversibility

PDA (4-butoxymethylcarbonyl urethane) as polymerized, left, and heated to 60C, right.

60C

100C25CCotton Gauze coated with .1M NaOH and PCDA

PCDA-Cellulose and Different Conditions

10,12-Pentacosadiynoic acid (PCDA)Cotton GauzeFilter paper

Mercerization and Annealing

PCDA-Cellulose and Different Conditions cont.Acid Treatment, Neutral Treatment, Base TreatmentWater TestNitrogen AtmosphereWet and Dry

Mechanochromism vs. Thermochromism

PCDA SubstratesPCDA-MetalsAlkali MetalsAlkaline Earth Metals

RbCsPCDA-Amino Acids

PCDA-ArgininePCDA-NHS

Jiebin Pang,Lu Yang,Byron F. McCaughey,Huisheng Peng,Henry S. Ashbaugh,C. Jeffrey Brinker,and, andYunfeng Lu*, The Journal of Physical Chemistry B2006110(14), 7221-7225

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Differences in PCDA-Salts

PCDA-Li: Blue Purple Red Back to PurplePCDA-K: Purple Red Orange Back to Purple

PCDA-Cs: Dark Purple Orange Red Dark Red Orange and Purple

PCDA-Salts cont.

Note: Pure PCDA red and blue form shifted in triple bond region

PCDAPCDA-KNote: PCDA has a distinct peaks while heat and cooling where PCDA-K contains several significant peaks

Conclusion

PCDA interacts with alkali Metals to for a complex with the alkali ions.Alkali ions change the flexibility of the structured PCDA moleculesWhere do we go from here?

Acknowledgments

Dr. William T. Pennington

Sarah Hill

Dr. Paul Dawson, Dr. Han, Food Sci Dept

Dr. Timothy Hanks, Dr. Lon Knight, Furman Univ.

Clemson University