Hydrolysis of aliphatic naphthalene diimides: effect of charge placement in the side chains

2008 ◽  
Vol 21 (9) ◽  
pp. 731-737 ◽  
Author(s):  
Michelle B. Kim ◽  
Dabney W. Dixon
1937 ◽  
Vol 15b (11) ◽  
pp. 486-497 ◽  
Author(s):  
Frances L. Fowler ◽  
Irene K. Buckland ◽  
Fritz Brauns ◽  
Harold Hibbert

The dextran synthesized from sucrose by the action of one strain of Leuconostoc mesenterioides has been subjected to chemical investigation. The polysaccharide has been hydrolyzed to glucose. The triacetate, tribenzoate, and trimethyl derivative (all calculated on a glucose anhydride unit) have been prepared. Hydrolysis of trimethyl dextran by the action of methanol-hydrochloric acid yielded dimethyl, trimethyl, and tetramethyl methyl glucosides in the ratio of 1: 3: 1. The products of hydrolysis have been identified as 2,3-dimethyl methyl glucoside, 2,3,4-trimethyl methyl glucoside, and 2,3,4,6-tetramethyl methyl glucoside.The results indicate that dextran is a polymer of a pentaglucopyranose anhydride. One of the glucopyranose units is attached as a side chain, the remaining four being most probably connected in linear chain union. Three of the linkages between building units are of the 1,6 type, while the remaining two are either 1,4 or 1,6.The antigenic properties shown by dextran are probably a result of the presence of the glucose side chains.


2018 ◽  
Vol 42 (24) ◽  
pp. 19908-19916 ◽  
Author(s):  
Yakun Li ◽  
Rongrong Chen ◽  
YanHua Feng ◽  
Lianhe Liu ◽  
Xun Sun ◽  
...  

The environmentally friendly polymers showed excellent antifouling performances in raft tests by the hydrolysis of diphenyl borane pyridine side groups.


2019 ◽  
Vol 7 (15) ◽  
pp. 4466-4474 ◽  
Author(s):  
Simon B. Schmidt ◽  
Till Biskup ◽  
Xuechen Jiao ◽  
Christopher R. McNeill ◽  
Michael Sommer

Naphthalene diimide (NDI) with tertiary amine side chains is used to n-dope NDI derivatives of varying energy levels.


1986 ◽  
Vol 65 (12) ◽  
pp. 1402-1405 ◽  
Author(s):  
C.H. Lee ◽  
X.Q. Liu ◽  
X.Q. Gong

A series of 4,6-dichloro-1,3,5-triazines [e.g., 2-allylamino-(ADT), diallylamino-(DADT), 2-N-p-allyloxyphenylamino-, 2-N-allyl-N-phenylamino-, and 2-N-allyl-N-p-tolylamino-4,6-dichloro-1,3,5-triazine] was synthesized and characterized by IR, NMR, and mass spectrometry. These monomers have chlorine atoms that can react with NH2 or OH groups and double bonds capable of copolymerization. Aniline reacted readily with ADT and DADT, ethanol reacted with ADT, but acetone, H2O, and DMF did not react with either triazine. It appears that ADT or DADT will react with dentinal collagen through NH2 or OH groups in the peptide side-chains. An aprotic solvent should be used for ADT or DADT, but absolute dryness in clinical usage is not essential because of the slow hydrolysis of ADT and DADT. Stability of the N-di-substituted amino derivative (DADT) is greater than that of the mono-substituted compound (ADT), which may isomerize. ADT and methyl methacrylate were copolymerized at 37°C with amine-peroxide. ADT solutions enhanced the adhesive strength of restorative resin to dentin. Thus, monomers such as ADT and DADT appear to be promising dentin-bonding agents.


2004 ◽  
Vol 57 (10) ◽  
pp. 1011 ◽  
Author(s):  
Goja Andric ◽  
John F. Boas ◽  
Alan M. Bond ◽  
Gary D. Fallon ◽  
Kenneth P. Ghiggino ◽  
...  

Naphthalene diimides 1–4 having different N,N-disubstitution undergo single electron reduction processes either chemically or electrochemically to yield the corresponding radical anion in high yield. This study concentrates on 1, bearing pentyl side chains connected through the diimide nitrogens, and compares the results obtained against those bearing isopropyl, propargyl, and phenylalanyl side chains. Compound 1 exhibits mirror image absorption and fluorescence in the near-UV region in CH2Cl2 and dimethylformamide that is typical of monomeric N,N-dialkyl-substituted naphthalene diimides. In toluene, excimer-like emission is observed, which suggests ground-state complexes involving 1 are formed. X-Ray crystallography has been used to characterize 1 in the solid state. Cyclic voltammetry enables the reversible potentials for [NDI]0/– and [NDI]−/2– type processes to be measured. Bulk one-electron reduction of 1–4 is characterized by dramatic changes in the absorption and emission spectra. Additionally, highly structured EPR (electron paramagnetic resonance) signals from dimethylformamide solutions of the radical anions of 1–3 have been obtained and are consistent with coupling between the unpaired electron and the naphthalene diimide nitrogens and hydrogens and the NCH hydrogens of the appropriate side chains. The overall structure of the EPR spectrum is substituent-dependent. These changes in spectroscopic output upon an electronic input may be described as a simple ‘on/off’ switching mechanism with which to apply a ‘bottom-up’ approach to molecular device manufacture.


1974 ◽  
Vol 27 (5) ◽  
pp. 1103 ◽  
Author(s):  
PS Clezy ◽  
Cl Lim ◽  
JS Shannon

Characteristic fragmentations have been observed in the mass spectra of some meso-substituted porphyrins, and especially in some meso-oxy derivatives. meso-Substituted octaethylporphyrins generally underwent thermal decomposition in the mass spectrometer; this resulted in the formation of the parent porphyrin from which the successive loss of eight methyl radicals was observed. Attempts to prepare meso-carboxyoctaethylporphyrin by oxidation of the formyl derivative or by hydrolysis of the meso-cyano compound failed. As a by-product of the preparation of meso-cyano- octaethylporphyrin a porphyrin isocyanide was obtained. Some aspects of the chemistry of this novel porphyrin derivative are reported together with the preparation and properties of an oxyporphyrin substituted with acetic ester side chains.


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