Efficient Diethylzinc/Gallic Acid and Diethylzinc/Gallic Acid Ester Catalytic Systems for the Ring-Opening Polymerization of rac-Lactide.

نویسندگان

  • Karolina Żółtowska
  • Urszula Piotrowska
  • Ewa Oledzka
  • Marcin Sobczak
چکیده

Polylactide (PLA) represents one of the most promising biomedical polymers due to its biodegradability, bioresorbability and good biocompatibility. This work highlights the synthesis and characterization of PLAs using novel diethylzinc/gallic acid (ZnEt₂/GAc) and diethylzinc/propyl gallate (ZnEt₂/PGAc) catalytic systems that are safe for human body. The results of the ring-opening polymerization (ROP) of rac-lactide (rac-LA) in the presence of zinc-based catalytic systems have shown that, depending on the reaction conditions, "predominantly isotactic", disyndiotactic or atactic PLA can be obtained. Therefore, the controlled and stereoselective ROP of rac-LA is discussed in detail in this paper.

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

منابع مشابه

Novel zinc-catalytic systems for ring-opening polymerization of ε-caprolactone.

Polycaprolactone (PCL) is a biodegradable synthetic polymer that is currently widely used in many pharmaceutical and medical applications. In this paper we describe the coordination ring-opening polymerization of ε-caprolactone in the presence of two newly synthesized catalytic systems: diethylzinc/gallic acid and diethylzinc/propyl gallate. The chemical structures of the obtained PCLs were cha...

متن کامل

Monomethylaluminum and dimethylaluminum pyrrolylaldiminates for the ring-opening polymerization of rac-lactide: effects of ligand structure and coordination geometry.

Two series of aluminum alkyl complexes supported by pyrrolylaldiminate ligands, LAlMe2 (1a-7a) and L2AlMe (1b-7b), were successfully synthesized and characterized by NMR spectroscopy and elemental analysis. Reactions of trimethylaluminum with the corresponding pyrrolylaldiminate ligands in the molar ratios of 1 : 1 and 1 : 2 yielded dimethylaluminum pyrrolylaldiminates (1a-7a) and monomethylalu...

متن کامل

Catalytic insights into acid/base conjugates: highly selective bifunctional catalysts for the ring-opening polymerization of lactide.

Herein, we report the use of acid/base complexes for the ring opening polymerization of (L)-lactide. The salt formed from an equimolar reaction of benzoic acid and DBU produced a catalyst capable of controlled polymerizations allowing for targeted molecular weights and narrow polydispersities. The use of computational analysis suggests a bifunctional catalytic mechanism wherein both the monomer...

متن کامل

Stereochemistry of lactide polymerization with chiral catalysts: new opportunities for stereocontrol using polymer exchange mechanisms.

The synthesis of chiral aluminum and yttrium alkoxides and their application for lactide polymerization are reported. The complexes (SalBinap)MOR [4, M = Al, R = (i)Pr; 5, M = Y, R = (CH(2))(2)NMe(2)] are synthesized by reacting the ligand (SalBinap)H(2) [2,2'-[(1,1'-binaphthalene)-2,2'-diylbis(nitrilomethylidyne)]bisphenol] with the appropriate metal trisalkoxide. While enantiomerically pure y...

متن کامل

Zinc-Catalyzed Highly Isoselective Ring Opening Polymerization of rac-Lactide

A family of chiral zinc amido-oxazolinate complexes are shown to be highly active and isoselective initiators for the ring-opening polymerization (ROP) of rac-lactide, yielding isotactic stereoblock polylactides (PLA) with Pm up to 0.91. This represents the highest isoselectivity observed with zinc-based catalysts for ROP of rac-lactide.

متن کامل

ذخیره در منابع من

ذخیره در منابع من قبلا به منابع من ذحیره شده

{@ msg_add @}


  با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

عنوان ژورنال:
  • Molecules

دوره 20 12  شماره 

صفحات  -

تاریخ انتشار 2015