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DIBUTYL TEREPHTHALATES IN PLASTICIZER AND RELATED APPLICATIONS

IP.com Disclosure Number: IPCOM000236730D
Publication Date: 2014-May-13

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The IP.com Prior Art Database

Related People

EASTMAN CHEMICAL COMPANY: OWNER [+2]

Abstract

DIBUTYL TEREPHTHALATES IN PLASTICIZER AND RELATED APPLICATIONS

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DIBUTYL TEREPHTHALATES IN PLASTICIZER AND RELATED APPLICATIONS

The present disclosure pertains to uses of di-n-butyl, diisobutyl, and mixed n-butyl/isobutyl terephthalates (collectively referred to as DBT) in various market applications. These applications include use as a plasticizer in polyvinyl chloride, where DBT confers very fast fusion along with low and stable viscosity in plastisols when used in combination with a general purpose plasticizer, and expedited plasticizer absorption in dry blends. Applications where these and other attributes provide commercial and technical benefits are disclosed. Suitability as a component in other polymeric formulations, as well as other applications, is disclosed.

DETAILED DESCRIPTION OF THE DISCLOSURE

Throughout this document, "DBT" refers to the mixture of di-n-butyl, diisobutyl, and mixed n- butyl/isobutyl esters of terephthalic acid. Di-n-butyl terephthalate is represented in Figure 1.

Figure 1: Structure of di-n-butyl terephthalate

DBT can also be comprised of other isomers of butanol. One non-limiting example is the blend of n-butyl and isobutyl esters of terephthalic acid described in United States patent 7,361,779. The diisobutyl terephthalate isomer is shown below in Figure 2.

Figure 2: Structure of diisobutyl terephthalate


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When terephthalate residues, including but not limited to terephthalic acid or lower dialkyl terephthalate esters, are esterified with mixtures of n-butyl and isobutyl alcohols, a third mixed ester species is also present. The structure of that mixed ester is depicted in Figure 3.

Figure 3: Structure of mixed n-butyl/isobutyl terephthalate

Proportions of di-n-butyl, diisobutyl, and n-butyl/isobutyl terephthalate will vary depending on the ratios of n-butyl and isobutyl alcohols charged in the esterification. The compositions described herein range from 100% di-n-butyl terephthalate to 100% diisobutyl terephthalate, and include any ratio of those two species and the mixed n-butyl/isobutyl terephthalate.

The dibutyl terephthalates are effective plasticizers in a variety of applications. Non-limiting examples of these applications are described below.

PVC Plastisol Viscosity Control. In blends of DBT with general purpose plasticizers such as, for example, diisononyl phthalate, diisononyl cyclohexanedicarboxylate, and di-2-ethylhexyl terephthalate, DBT provides (1) high solvating power towards PVC and vinyl chloride-containing copolymers, (2) low initial plastisol viscosity, and (3) excellent plastisol viscosity stability upon storage. Blends made with DBT compare favorably to blends made with other fast fusing plasticizers on each of these three key features. Figures 4 and 5 illustrate this behavior in blends of di-2-ethylhexyl terephthalate (DOTP, Eastman 168™) and DBT ("Eastman Effusion™") compared to butyl benzyl phthalate (BBP) and a benzoate fast-fusing plasticizer. This combination of fast fusion and viscosity control enables efficient us...