Study of the Reaction of Buna Rubbers with Aliphatic Thiols

1949 ◽  
Vol 22 (1) ◽  
pp. 148-154
Author(s):  
G. E. Serniuk ◽  
F. W. Banes ◽  
M. W. Swaney
Keyword(s):  
Double Bond ◽  
Chain Length ◽  
Thioglycolic Acid ◽  
Benzene Solution ◽  
Polymer Chains ◽  
Double Bonds ◽  
Mild Conditions ◽  
Acid Addition ◽  
Aliphatic Thiols

Abstract Thioglycolic acid added exothermally to butadiene polymers and copolymers in benzene solution under mild conditions to give apparent double-bond saturation values of 38 to 47 per cent. When the same polymers reacted with aliphatic thiols of C2 to C16 chain length, in mass or latex reactions, saturation values were obtained which were in accord with those found by thioglycolic acid addition. It is suggested that the double bonds in butadiene polymers and copolymers which were readily saturated by the above thiols are predominately those present in the polymer chains as vinyl side groups.

Structural Homogeneity in Unsaturated Fatty Acids of Marine Lipids. A Review

1964 ◽  
Vol 21 (2) ◽  
pp. 247-254 ◽  
Author(s):  
R. G. Ackman
Keyword(s):  
Fatty Acids ◽  
Double Bond ◽  
Polyunsaturated Fatty Acids ◽  
Chain Length ◽  
Unsaturated Fatty Acids ◽  
Analytical Data ◽  
Double Bonds ◽  
Marine Origin ◽  
Methyl Group ◽  
Marine Lipids

Consideration of recent analytical data supports the conclusion that the longer-chain polyunsaturated fatty acids of marine origin are all structurally homogeneous in that the double bonds are cis, the double bonds methylene interrupted, and that, with the exception of the C16 chain length, the ultimate double bond will normally be three, six or nine carbon atoms removed from the terminal methyl group.

Reduction of conjugate double bonds with trichlorosilane

2000 ◽  
Vol 78 (11) ◽  
pp. 1396-1398 ◽  
Author(s):  
Moni Chauhan ◽  
Philip Boudjouk
Keyword(s):  
Double Bond ◽  
Carbonyl Compounds ◽  
Double Bonds ◽  
Cyclic Ketones ◽  
Unsaturated Esters ◽  
Mild Conditions ◽  
Carbon Double Bond

A variety of α,β-unsaturated esters and cyclic ketones underwent smooth reduction of the carbon–carbon double bond with a combination of inexpensive and readily available trichlorosilane and CoCl2. The reactions are performed under very mild conditions and products are obtained in high yields.Key words: reduction, carbonyl compounds, trichlorosilane, ketones, chemoselectivity.

Participation by some oxygen containing groups in hypobromous acid addition to double bond

1983 ◽  
Vol 48 (12) ◽  
pp. 3660-3673 ◽  
Author(s):  
Pavel Kočovský
Keyword(s):  
Double Bond ◽  
Functional Groups ◽  
Relative Reactivity ◽  
Product Analysis ◽  
Acid Addition ◽  
Hypobromous Acid ◽  
Electron Withdrawing Substituents

5(O)n and 6(O)π,n participations by some oxygen containing functional groups in the course of reaction with hypobromous acid have been studied on olefinic models of steroid type (I and II). The ability of these groups to participate has been compared on the basis of their relative reactivity with water (as externally attacking nucleophile) competing with participation. The results of the product analysis show that the ability to react with 5(O)n participation decreases in the order HO > CH3O ≃ CH3OCH2O > CH3CO2 > HCO2 > CH3SO3 ≥ (C2H5O)2PO2 > C6H5CO2 > O2NO ≫ CF3CO2, C2H5OCO2; in the last two functional groups is this ability completely suppressed. The 6(O)π,n participation comes in consideration only for compounds of the type II bearing the groups with the -X=O moiety which are ordered in the following sequence: C2H5OCO2 ≃ CH3CO2 ≥ (C2H5O)2PO2 > HCO2 > C6H5CO2. The remaining functional groups (CF3CO2, O2NO and CH3SO3do not undergo this process. Generally, it is valid that introduction of electron-withdrawing substituents into a participating group impedes or completely suppresses its ability to participate.

MNDO CI study of the photoisomerization of pentadieniminium

1990 ◽  
Vol 55 (12) ◽  
pp. 2874-2879 ◽  
Author(s):  
Peter Ertl
Keyword(s):  
Schiff Base ◽  
Double Bond ◽  
Configuration Interaction ◽  
Mndo Method ◽  
Double Bonds

Photoisomerization mechanism in model retinal-like protonated Schiff base pentadieniminium was investigated by using MNDO method with configuration interaction. Isomerizations around various double bonds were studied and twisted biradical geometries in S0 and S1 states were optimized. Photoisomerization proceeds exclusively around the central double bond where the twisted S1 state is strongly stabilized and the S0-S1 gap is minimal.

scholarly journals Responsive Polyesters with Alkene and Carboxylic Acid Side-Groups for Tissue Engineering Applications

Polymers ◽  
2021 ◽  
Vol 13 (10) ◽  
pp. 1636
Author(s):  
Stella Afroditi Mountaki ◽  
Maria Kaliva ◽  
Konstantinos Loukelis ◽  
Maria Chatzinikolaidou ◽  
Maria Vamvakaki
Keyword(s):  
Carboxylic Acid ◽  
Chain Length ◽  
Main Chain ◽  
Alkyl Chain ◽  
Click Reaction ◽  
Irradiation Time ◽  
Alkyl Chain Length ◽  
Polymer Chains ◽  
Condensation Polymerization ◽  
L929 Fibroblast

Main chain polyesters have been extensively used in the biomedical field. Despite their many advantages, including biocompatibility, biodegradability, and others, these materials are rather inert and lack specific functionalities which will endow them with additional biological and responsive properties. In this work, novel pH-responsive main chain polyesters have been prepared by a conventional condensation polymerization of a vinyl functionalized diol with a diacid chloride, followed by a photo-induced thiol-ene click reaction to attach functional carboxylic acid side-groups along the polymer chains. Two different mercaptocarboxylic acids were employed, allowing to vary the alkyl chain length of the polymer pendant groups. Moreover, the degree of modification, and as a result, the carboxylic acid content of the polymers, was easily tuned by varying the irradiation time during the click reaction. Both these parameters, were shown to strongly influence the responsive behavior of the polyesters, which presented adjustable pKα values and water solubilities. Finally, the difunctional polyesters bearing the alkene and carboxylic acid functionalities enabled the preparation of cross-linked polyester films by chemically linking the pendant vinyl bonds on the polymer side groups. The biocompatibility of the cross-linked polymers films was assessed in L929 fibroblast cultures and showed that the cell viability, proliferation, and attachment were greatly promoted on the polyester surface, bearing the shorter alkyl chain length side groups and the higher fraction of carboxylic acid functionalities.

Silver-catalyzed formal [3+2]-cycloaddition of α-trifluoromethylated methyl isocyanides: a facile stereoselective synthesis of CF3-substituted heterocycles

2017 ◽  
Vol 53 (16) ◽  
pp. 2427-2430 ◽  
Author(s):  
Xue Zhang ◽  
Xin Wang ◽  
Yuelei Gao ◽  
Xianxiu Xu
Keyword(s):  
Stereoselective Synthesis ◽  
Double Bonds ◽  
Mild Conditions

An Ag-catalyzed formal [3+2]-cycloaddition of α-trifluoromethylated methyl isocyanides with polar double bonds has been developed for the expeditious synthesis of trifluoromethylated oxazolines, imidazolines and pyrrolines under mild conditions.

A stereospecific synthesis of trisubstituted double bonds

1970 ◽  
Vol 23 (4) ◽  
pp. 813 ◽  
Author(s):  
AJ Birch ◽  
B McKague
Keyword(s):  
Double Bond ◽  
Stereospecific Synthesis ◽  
Considerable Proportion ◽  
Double Bonds ◽  
Steric Configuration

An aspect of the synthesis of sterically defined trisubstituted double bonds is discussed. Metal-ammonia reductions of hydropyridinium salts such as (1 ; R, R' = H or Me) result in allylic fissions, with a considerable proportion of double bond retention in its original situation and complete retention of the original steric configuration in that position.

Chlorination of Natural Rubber in Solution with Gaseous Chlorine

1953 ◽  
Vol 26 (4) ◽  
pp. 902-911 ◽  
Author(s):  
C. S. Ramakrishnan ◽  
D. Raghunath ◽  
J. B. Pande
Keyword(s):  
Double Bond ◽  
Natural Rubber ◽  
Cyclization Reaction ◽  
Double Bonds ◽  
Chlorine Atoms ◽  
Reaction Stage ◽  
Stage 1 ◽  
Additive Reaction

Abstract The chlorination of rubber solutions by gaseous chlorine was followed by isolating the partially chlorinated products and preparing their ozonides. The ozonides were hydrolyzed, and the acids and aldehydes formed on hydrolysis were determined. By a comparison with the amounts of acids and aldehydes obtained from ozonides of unreacted rubber, the amount of residual isoprenic double bonds present was found. The loss of double bonds attending the introduction of chlorine atoms into the molecule of rubber indicates four definite stages in chlorination : (1) initial substitutive attack by chlorine, with concomitant cyclization, resulting in a loss of one double bond between two isoprenic units, (2) substitution, (3) additive reaction, and (4) essentially substitution. Chlorination of aged rubber solutions differs from the above in that the cyclization reaction (stage 1) seems to be absent.

The Change in the Raman Spectra of Chloroprene and Isoprene in the Polymerization Process

1943 ◽  
Vol 16 (4) ◽  
pp. 841-847
Author(s):  
A. Gantmacher ◽  
S. Medvedev
Keyword(s):  
Raman Spectrum ◽  
Double Bond ◽  
Raman Spectra ◽  
Polymer Molecule ◽  
Polymerization Process ◽  
High Polymer ◽  
Single Bond ◽  
Double Bonds ◽  
Continuous Background ◽  
Single Bonds

Abstract 1. When chloroprene and isoprene polymerize, besides the frequency characterizing the conjugate double bond in the monomer, there appears a higher frequency corresponding to the isolated double bond in the polymer. In the polymerization process, the intensity of the frequency of the conjugate double bond decreases and the intensity of the frequency of the isolated double bond increases. Because of the increase in the number of single bonds in the polymer, the intensity of the frequency of the single bond 1005 in the polymer is considerably greater than in the monomer. 2. Even in the case of the samples with high polymer contents (greater than 50 per cent), the intensity of the frequency of the conjugate double bond is considerably greater than the intensity of the frequency of the isolated double bond. This is attributable to the fact that part of double bonds disappear during polymerization. 3. The Raman spectra of the chloroprene and isoprene polymers differ essentially from those of the monomers. To characterize the frequencies of vibration in the polymer molecule, it is essential to investigate its Raman spectrum in a medium free of the monomer. 4. The formation of highly polymeric molecules on polymerization does not result in an increase in the intensity of the continuous background in spectrograms.

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