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Title: Association of chlorophyll with amides on plasticized polyethylene particles. II. The isomeric N-(pyridyl)myristamides

Abstract

When chlorophyll, together with certain other amphiphilic substances, is adsorbed to particles of polyethylene plasticized by incorporation of tetradecane, it is maintained in monomeric or oligomeric forms with characteristic absorption and fluorescence spectra. The present work describes the properties of chlorophyll a on such particles in the presence of the three isomeric N-(pyridyl)myristamides, and of the similarly shaped but not basic compound myristanilide, in an effort to ascertain the structural factors governing associations of these species. Absorption and fluorescence spectra at room temperature are resolved into minimal sets of Gaussian components, and relations between the component sets are proposed. The positions of the component bands and their relative abundance are characteristic of the amide used. The 3- and 4-pyridyl isomers bind more strongly to chlorophyll, probably by ligation of the pyridine nitrogen to Mg of the pigment. The 2-pyridyl isomer and myristanilide bind more weakly, probably through the amide carbonyl group. The association of chlorophyll into species with characteristic absorption and fluorescence bands is promoted more strongly by the 3- and 4-isomers than by the 2-isomer and myristanilide, and probably involves hydrogen bonding to chlorophyll carbonyl groups. A possible manner of association of chlorophyll in the presence of N,N-dimethylmyristamide ismore » also presented. By way of comparison, chlorophyll adsorbed with dodecylpyridinium bromide, which lacks a nucleophilic function, is mainly in the microcrystalline hydrate form absorbing near 740 nm.« less

Authors:
; ;
Publication Date:
Research Org.:
Charles F. Kettering Research Lab., Yellow Springs, OH (USA)
OSTI Identifier:
6739105
Report Number(s):
DOE/ER/12039-T2-Pt.2
ON: DE83000348
DOE Contract Number:  
AC02-82ER12039
Resource Type:
Technical Report
Country of Publication:
United States
Language:
English
Subject:
37 INORGANIC, ORGANIC, PHYSICAL AND ANALYTICAL CHEMISTRY; 14 SOLAR ENERGY; AMIDES; CHEMICAL BONDS; SORPTIVE PROPERTIES; CHLOROPHYLL; ADSORPTION; ABSORPTION SPECTRA; FLUORESCENCE; ISOMERS; MAGNESIUM; NITROGEN; PHOTOSYNTHESIS; PIGMENTS; ALKALINE EARTH METALS; CARBOXYLIC ACIDS; CHEMICAL REACTIONS; ELEMENTS; HETEROCYCLIC ACIDS; HETEROCYCLIC COMPOUNDS; LUMINESCENCE; METALS; NONMETALS; ORGANIC ACIDS; ORGANIC COMPOUNDS; ORGANIC NITROGEN COMPOUNDS; PHOTOCHEMICAL REACTIONS; PHYTOCHROMES; PORPHYRINS; SORPTION; SPECTRA; SURFACE PROPERTIES; SYNTHESIS; 400500* - Photochemistry; 140505 - Solar Energy Conversion- Photochemical, Photobiological, & Thermochemical Conversion- (1980-)

Citation Formats

Kusumoto, Y, Seely, G R, and Senthilathipan, V. Association of chlorophyll with amides on plasticized polyethylene particles. II. The isomeric N-(pyridyl)myristamides. United States: N. p., 1982. Web.
Kusumoto, Y, Seely, G R, & Senthilathipan, V. Association of chlorophyll with amides on plasticized polyethylene particles. II. The isomeric N-(pyridyl)myristamides. United States.
Kusumoto, Y, Seely, G R, and Senthilathipan, V. 1982. "Association of chlorophyll with amides on plasticized polyethylene particles. II. The isomeric N-(pyridyl)myristamides". United States.
@article{osti_6739105,
title = {Association of chlorophyll with amides on plasticized polyethylene particles. II. The isomeric N-(pyridyl)myristamides},
author = {Kusumoto, Y and Seely, G R and Senthilathipan, V},
abstractNote = {When chlorophyll, together with certain other amphiphilic substances, is adsorbed to particles of polyethylene plasticized by incorporation of tetradecane, it is maintained in monomeric or oligomeric forms with characteristic absorption and fluorescence spectra. The present work describes the properties of chlorophyll a on such particles in the presence of the three isomeric N-(pyridyl)myristamides, and of the similarly shaped but not basic compound myristanilide, in an effort to ascertain the structural factors governing associations of these species. Absorption and fluorescence spectra at room temperature are resolved into minimal sets of Gaussian components, and relations between the component sets are proposed. The positions of the component bands and their relative abundance are characteristic of the amide used. The 3- and 4-pyridyl isomers bind more strongly to chlorophyll, probably by ligation of the pyridine nitrogen to Mg of the pigment. The 2-pyridyl isomer and myristanilide bind more weakly, probably through the amide carbonyl group. The association of chlorophyll into species with characteristic absorption and fluorescence bands is promoted more strongly by the 3- and 4-isomers than by the 2-isomer and myristanilide, and probably involves hydrogen bonding to chlorophyll carbonyl groups. A possible manner of association of chlorophyll in the presence of N,N-dimethylmyristamide is also presented. By way of comparison, chlorophyll adsorbed with dodecylpyridinium bromide, which lacks a nucleophilic function, is mainly in the microcrystalline hydrate form absorbing near 740 nm.},
doi = {},
url = {https://www.osti.gov/biblio/6739105}, journal = {},
number = ,
volume = ,
place = {United States},
year = {Fri Jan 01 00:00:00 EST 1982},
month = {Fri Jan 01 00:00:00 EST 1982}
}

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