Unusual dibasic acid spurs new research - C&EN Global Enterprise

First Page Image. Dimer acid, in constantly increasing production by Emery Industries, Inc., is one of the most intriguing materials to come out of th...
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Even infra-red specirophofon^îrîc analysis aoesn"î îeii i n e complete story o f iae u n i q u e a n d still elusive structure o f dimer a c i d .

Unusual dibasic acid spurs n e w research Dimer acid, i n constantly increasing production by Emery Industries, Inc., is one of t h e most intriguing materials to come out of the fatty acid field in 0|uite some time. Already, dimer acid lias inspired over 160 use patents in the realms of resins, polymers and polyesters. And, according t o industry experts, these achievements just barely scratch the surface of the potential represented by dimer's u n i q u e s t r u c t u r e , sutrprisingly low cost and ready availability. Empol 1022 is Emery's "•"standard" mixture of dimer and trimer acid, approximately 75% and 25% respectively. Although these proportions seem to meet most needs, other combinations within the limits of 95% dimer and S5% trimer are nyulr*V»lo ^r» a develoornerit basis Because of its 3 6 carbon atom structure, the molecular weight of 5 7 8 for dimer acid is very high compared to the range of 116 to 2 0 0 for the more common dibasic acids (maleic, phthalic, ncîipic. azeîaic. s e b a c i c ) . Furthermore, contrary to what might b e expected from its high molecular weight amd the solid n a t u r e of o t h e r dibasics, d i m e r is a liquid. This combination of high molecular weight and liquid nature makes dimer acid an intriguing dibasic acid for new product research. τ\:

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is even more a chemical anomaly. With three acid groups, 54 carbons and a mo­ lecular weight of about 845, trimer is

certainly a commercial rarity. And from the standpoint of research, t h e three acid groups suggest investigations in poly­ meric type reactions t o form three d i ­ mension polymers of high bulk. Though the structure of the dibasic acid in Empol 1022 h a s not been defi­ nitely established, this formula represents its general nature. R1 HOOC-R-CH

R2 CH-R3-C0OH

T h e shaded area represents an undeter­ mined linkage which could be as simple as a single carbon-to-carbon bond or as complex as a cyclic structure. The R groups are probably straight-chain h y ­ drocarbons, not necessarily of t h e same chain length. O n e o r more of these groups may contain unsaturation. How­ ever, this imsaturation appears t o be in­ hibited as indicated b y the slower rate, or by the incompleteness of such reac­ tions as hydrogénation, sulfation, a n d maleic a n h y d r i d e condensations. A n d , this very inactivity makes dimer very stable and resistant to high temperatures. Thus far the greatest commercial utilization of Empol 1022 to d a t e is based on reactions of the carboxyl groups as in most common dibasic acids. For example, —i... kr —

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