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HWAHAK KONGHAK,
Vol.40, No.3, 388-393, 2002
Vol.40, No.3, 388-393, 2002
H-beta Zeolite를 이용한 5-ortho-tolylpentene에서 1,5-Dimethyltetralin의 제조
Preparation of 1,5-Dimethyltetralin from 5-ortho-tolylpentene Using H-beta Zeolite
PEN(polyethylene naphthalate) 수지의 전구물질인 2,6-DMN(2,6-dimethylnaphthalene) 제조를 위한 1,5-DMT(1,5-dimethyltetralin) 합성반응, 즉 5-OTP(5-ortho-tolyl-pentene)의 고리화 반응을 H-beta zeolite 촉매를 사용하여 수행하였다. 기존 특허상의 H-USY에 비교해서 향상된 전화율과 선택도를 얻을 수 있었다. 특히 공정에서 불순물로 작용하는 부반응 생성물인 기타 DMT 이성체, DMN 이성체 및 여러 고분자 물질들의 생성이 억제되었고, 140 ℃ 이하의 온도에서 100%의 1,5-DMT 선택도를 얻을 수 있었다. 140 ℃보다 높은 고온에서 장시간 반응시에는 1,5-DMT의 이성화 반응이 진행되었으나 1,5-DMT와 동일한 triad에 속하는 1,6-DMT와 2,6-DMT와 같은 유용한 물질 쪽으로 반응이 진행되었다. H-beta zeolite 촉매의 넓은 외부 표면적과 적정한 산점 세기가 우수한 반응성과 선택도를 보이는 원인으로 판단된다.
To make 2,6-DMN(2,6-dimethylnaphthalene) used as a precursor of PEN(polyethylene naphthalate), the catalytic cyclization reaction of 5-OTP(5-ortho-tolyl-pentene) to 1,5-DMT(1,5-dimethyltetralin) was carried out by using H-beta zeolite.
Compared with H-USY mentioned in the several patents, higher activity and selectivity to 1,5-DMT were obtained using H-beta: the side reaction products such as DMTs, DMNs and other polymers, known as impurities in many processes were suppressed. H-beta shows 100% selectivity to 1,5-DMT at lower temperatures below 140 ℃. At temperatures above 140 ℃,
isomerization of 1,5-DMT occured on H-beta, but the products were 1,6-DMT and 2.6-DMT which were belonging to the same triad of 1,5-DMT and could be used as reactants to make a final product. The high activity and selectivity of H-beta was considered to be originated from the microcrystallite structure of H-beta with large and irregular external surface area, mesopore,
and proper acidic strength.
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