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윤활유 첨가제의 개발 . Polyisobutenylsuccinic Anhydride 의 합성
김택현,정찬호 ( Taek Hyeon Kim,Chan Ho Jeong ) 한국공업화학회 1997 공업화학 Vol.8 No.3
윤활유 첨가제 중간체인 polyisobutenylsuccinic anhydride(PIBSA)를 polyisobutylene(PIB)과maleic anhydride(MA)을 이용하여 합성하였다. PIB-a 와 MA의 결합반응은 각각의 이중결합사이의 반응을 통하여 이루어지는데 반응조건에 따른 결합도를 측정하였다. 용매을 사용하지 않고 190℃로 12시간 반응한 경우는 결합도가 0.98을 보였으며 같은 온도에서 벤젤알코올 용매를 사용한 경우는 0.21, 그리고 루이스 산촉매인 AlCl₃ 및 SnCl₄, Et ₂AlCl, TiCl₄을 사용한 경우는 0.03-0.20을 보였다. 또한 PIB의 종류에 따라 결합도의 차이를 보였다. MA의 결합도는 PIB에 α-올레핀(exo)형이 많이 포함될 수록 증가함을 확인하였다. PIB과 MA가 결합된 PIBSA의 구조는 FT IR과 ¹H NMR을 통하여 결정하였다. 결합된 MA의 anhydride IR 흡수대가 1782 및 1855cm^(-1)에서 강하게 나타나며, 1639 및 897cm^(-1)에서 보인 PIB의 이중결합의 흡수대가 사라진 것으로부터 알 수 있다. ¹H NMR을 통하여 결합된 MA를 확인하는 것은 상대적으로 anhydride peak의 양이 적어 거의 불가능하지만, 확대된 5.5-2.5영역에서 PIB과 다른 peak를 확인할 수 있다. 제조한 PIBSA와 diaminoethane를 반응시키어 윤활유첨가제인 polyisobutenylsuccimide(PIBSI)을 제조하였다. Polyisobutenylsuccinic anhydride(PIBSA), an intermediate for the lubricating oil additive, was prepared by the reaction of polyisobutylene(PIB) with maleic anhydride (MA). The functionality, which indicates the extent of reaction of PIB-a and MA, was determined in the various reaction conditions : fuctionality was 0.98 under the reaction conditions of no solvent for 12 hours at 190℃, 0.21 in benzyl alcohol solvent for 12 hours at 190℃, and 0.03-0.20 with various Lewis acids such as AlCl₃, SnCl₄, Et ₂AlCl, and TiCl₄. The fuctionality also depended on the structure of PIBs. As α-olefin content (exo-form) in PIB increased, the fuctionality had a higher value. The structure of PIBSA prepared from PIB and MA was determined with FT IR and ¹H NMR spectroscopy. Two stronganhydride IR bands at 1782 and 1855 cm^(-1) were obserbed and two IR bands at 1639 and 897 cm^(-1) for unsaturated groups of PIB disappeared. The presence of the anhydride was difficult to find by ¹H NMR spectroscopy because the anhydride protonsgave relatively small peaks over a 2.0-3.0 range. Polyisobutenylsccinimide (PIBSI), a lublicating oil additive, was prepared by the reaction of PIBSA with diaminoethane.
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Polyisobutylene Oligomers 와 Maleic Anhydride 의 반응
김택현,정찬호 ( Taek Hyeon Kim,Chan Ho Jeong ) 한국공업화학회 1997 응용화학 Vol.1 No.1
Polyisobutenylsuccinic anhydride (PIBSA), an intermediate for the lubricating oil additive, was prepared by the reaction of polyisobutylene (PIB) with maleic anhydride (MA). The functionality, which indicates the extent of reaction of PIB-a and MA, was determined in the various reaction conditions: fuctionality was 0.98 under the reaction conditions of no solvent for 12 hours at 190℃, 0.21 in benzyl alcohol solvent for 12 hours at 190℃, and 0.03-0.20 with various Lewis acids such as AlCl₃, SnCl₄, Et₂AlCl, and TiCl₄. The fuctionality also depended on the structure of PIBs. As α-olefin content(exo-form) in PIB increased, the fuctionality had a higher value. The structure of PIBSA prepared from PIB and MA was determined with FT IR spectroscopy. Two strong anhydride IR bands at 1782 and 1855㎝^(-1) were obserbed. Polyisobutenylsccinimide (PIBSI), a lublicating oil additive, was prepared by the reaction of PIBSA with diaminoethane.
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ScienceON
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