Cyclohexane-1,1-dicarboxylic acid

Oligoester Reaction product of 1,4-butanediol diglycidyl ether, 2-ethyl-1, 3-hexanediol, and 4-methy1-1,2-cyclohexane dicarboxylic acid anhydride MW 830 f = 4 r - 0.75. 

For convenience, the letters T (terephthalic acid), I (isophthalic acid), H [50/50 cw/trarw-hexahydroterephthalic acid (1,4-cyclohexane-dicarboxylic acid)], and NPG [neopentyl glycol (2,2-dimethyl-l,3- propanediol)] are used to refer to the polyesters prepared from these intermediates thus, T50I(NPG) is the copolyester from neopentyl glycol and equimolar amounts (50/50 molar ratio) of terephthalic and isophthalic acids. 

Hydroquinone(HQ) or a naphthalenediol in the above reactions can be replaced with other diols such as biphenols and bisphenols. In the same manner, other dicarboxylic acid such as cyclohexane dicarboxylic acid, isophthalic acid, naphthalene dicarboxylic acids can be used in place of terephthalic acid. Of course, these substitutes should not destroy the linearity of the polymer chains if one is to obtain thermotropic compositions. 6-Hydroxy-2-naphthoic acid is a substitute for 4-hydroxybenzoic acid in Reactions 18 and 19. 

Cyclohexane dicarboxylic acid (3 isomers) c Methyl-1,2-cyclohexane dicarboxylic acid5 c + + + (+)... 

This reaction was initially reported by Franchimont in 1872. It is a condensation of two a-bromocarboxylic acids in absolute alcohol in the presence of sodium cyanide to give 1,2-dicarboxylic acids after hydrolysis and decarboxylation. In the case of a-bromoketones, 1,4-diketones are produced similarly after hydrolysis with phosphoric acid. It was found that the bulky group at the ester end prevents condensation, as in the case of phenyl and naphthyl esters. Although the substituent at j0-position does not prevent such condensation, it reduces the overall yield. In addition, a compound with two ester groups at proper position will form cyclic diacid under such reaction conditions and cyclobutane, " cyclopentane and cyclohexane dicarboxylic acid have been prepared in such a way. In the case of l,4-dibromo-l,4-dibenzoylbutane, a derivative of cyclopentanone is produced after acidic hydrolysis. It should be pointed out that other common solvents—including acetone, ether, and acetonitrile- are not good for this reaction. ... 

This reaction has been used in the synthesis of cyclobutane, cyclopentane, and cyclohexane dicarboxylic acids. 

Other diacids and diols have recently been finding favour as ingredients of gelcoat resins. Examples of these are CHDA (1,4-cyclohexane dicarboxylic acid) MP diol (2-methyl-l,3-propanediol) CHDM (cyclohexane dimethanol) 1,5-propanediol and 1,6-hexanediol. Use of these components can bring about further improvements in weathering properties as well as other desirable features. 

Garaleh, M., Yashiro, T., Kricheldorf, H.R. et al. (2010) (Co-)Polyesters derived from isosorbide and 1,4-cyclohexane dicarboxylic acid and succinic add. Macromolecular Chemistry and Physics. 211(11), 1206-1214. 

Cyclohexane-dicarboxylic acid Diglycolic acid, itaconic acid... 

Ester Single Eg positron annihilation lifetime spectroscopy I was Ardel D-lOO II was made form cyclohexane dimethanol and 1,4-cyclohexane dicarboxylic acid Zipper et al. (1995)... 

Figure 13.7 Block flow diagram of current polyfmethyl methacrylate) (PMMA) monomer recycling process. MIB, Methyl isobutyrate MA, methyl acrylate MMA dimer, 1,4-cyclohexane dicarboxylic acid dimethyl ester [87]. Modified from Kikuchi Y, Hirao M, Sugiyama H, Papadokonstantakis S, Hungerbuehler K, Ookubo T, et al. Design of recycling system for poly(methyl methacrylate) (PMMA). Part 2 process hazards and material flow analysis. Int J Life Cycle Assess 20i4 i9(2) 307—19.

Eastman PA-l-2CNCp is a cyclohexane dimethanol, neopentyl glycol, 1,6 hexane diol, isophthalic acid, terephthalic acid, 1,4-cyclohexane dicarboxylic acid polyester of acid value 4 and 60% solids in Solvesso 150 solvent. The formulation is available from Eastman Chemical (publication N-330B). Eastman C-11 ketone is a ketone solvent blend with BR 200-240 °C supplied by Eastman Chemical. 

Crystalline polyesters from CHDM and aliphatic diacids are possible, but generally are of little interest because of low melting points and low glass-transition temperatures. Cyclic aliphatic diacids offer some potentially attractive possibilities since the melting points are not so depressed. For example, the polyester of CHDM with the high trans isomer of 1,4-cyclohexane dicarboxylic acid has a melting point similar to that of PBT (7). 

The reaction of 1,4-CHDM with 1,4-cyclohexane dicarboxylic acid (1,4-CHDA) for obtaining the fully alicyclic poly(l,4-cyclohexyl-enedimethylene 1,4-cyclohexanedicarboxylate) (PCCD) (Figure 6.3) has been object of a fair number of publications. 

CgHi2O2 f 5,5-Dimethyl-1,3-cyclohexanedione, 40B, 143 C8H12O4, (+)-trans-1,2-Cyclohexane dicarboxylic acid, 34B, 90 C8H12O1, DL-trans-1, 2-Cyclohexane dicarboxylic acid, 34B, 9l C8Hi20fl, cis-1,2-Cyclohexanedicarboxylic acid, 35B, 106 C8Hi20fl, trans-Cyclohexane-1,4-dicarboxylic acid, 31B, 87 38B, 176 C H nO, 4,4-Dimethylcyclohexanone, 43B, 176... 

Hexamethylenediamine, adipic acid/sebacic acid Hexamethylenediamine, adipic acid/cyclohexane-dicarboxylic acid... 

Common name 1,2-cyclohexane dicarboxylic acid, diisononyl ester ... 

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