End Functionalization by Ring Opening Polymerization: Influence of Reaction Conditions on the Synthesis of End Functionalized Poly(lactic Acid)

被引:8
|
作者
Icart, Luis P. [1 ]
Fernandes, Edson [2 ]
Aguero, Lissette [3 ]
Cuesta, Maelia Z. [4 ]
Silva, Dionisio Z. [4 ]
Rodriguez-Fernandez, Daniel E. [1 ]
Souza, Fernando G., Jr. [1 ]
Lima, Luis Mauricio T. R. [1 ]
Dias, Marcos L. [5 ]
机构
[1] Univ Fed Rio de Janeiro, Ctr Ciencias Saude, Fac Farm, BR-21941902 Rio De Janeiro, RJ, Brazil
[2] Ctr Univ Serra Orgaos, Ctr Ciencia & Tecnol, BR-25964004 Teresopolis, RJ, Brazil
[3] Univ La Habana, Ctr Biomat, Havana, Cuba
[4] Univ La Habana, Fac Quim, Havana, Cuba
[5] Univ Fed Rio de Janeiro, Ctr Technol, Inst Macromol Prof Eloisa Mano, BR-21941598 Rio De Janeiro, Brazil
关键词
poly(lactic acid); ring opening polymerization; end group functionalized PLA; experimental design; POLYLACTIC ACID; L-LACTIDE; MEDICAL APPLICATIONS; COPOLYMERS; MACROMONOMERS; POLYMERS;
D O I
10.21577/0103-5053.20170118
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In this paper, chemical functionalization of poly(lactic acid) (PLA) was carried out by using of salicyl aldehyde (SAl) and salicylic acid (SAc) as co-initiators of ring opening polymerization (ROP). Two factorial designs (2(2)) were performed to evaluate the effects of the lactide/catalyst and co-initiator/catalyst molar ratios on the content of aldehyde or carboxylic acid end groups, thermal properties and molecular weight (Mw) of PLA. Tin(II) 2-ethylhexanoate was used as a catalyst. The co-initiator/catalyst molar ratio has a statistically significant influence on the polymer functionalization. The highest co-initiator/catalyst molar ratio of 12/1 allows the best aldehyde or carboxylic acid functionalization, independent on the lactide/catalyst molar ratio. On the other hand, the used lactide/catalyst and co-initiator/catalyst molar ratios did not show a statistically significant influence on the polymer thermal properties. Besides, co-initiator/catalyst molar ratio has a statistically significant influence on the polymer molecular weight. So, the highest co-initiator/catalyst molar ratio used (12/1) in combination with the highest lactide/catalyst ratio (125/1) produced functionalized PLA with higher molecular weights.
引用
收藏
页码:99 / 108
页数:10
相关论文
共 50 条
  • [21] Kinetic parameters estimation of ring-opening poly(lactic acid) polymerization by modeling and simulation
    Mehta, Rajeev
    Kumar, Vineet
    Upadhyay, Sidh Nath
    JOURNAL OF POLYMER ENGINEERING, 2011, 31 (2-3) : 251 - 252
  • [22] Synthesis of Novel Well-defined End-functional Macrophotoinitiator of Poly(ε-caprolactone) by Ring-opening Polymerization
    Mustafa Degirmenci
    Polymer Journal, 2004, 36 : 542 - 548
  • [23] SYNTHESIS OF POLY-LACTIC ACID BY RING OPEN POLYMERIZATION FOR BIOMEDICAL APPLICATIONS
    Vakati, Snehal
    Gacura, M.
    Vanderlaan, G.
    Ji, X.
    Chen, L.
    Saber, C. A.
    Piovesan, D.
    PROCEEDINGS OF ASME 2023 INTERNATIONAL MECHANICAL ENGINEERING CONGRESS AND EXPOSITION, IMECE2023, VOL 5, 2023,
  • [24] Synthesis of end-functionalized phosphate and phosphonate-polypeptides by ring-opening polymerization of their corresponding N-carboxyanhydride
    Das, Soumen
    Kar, Mrityunjoy
    Sen Gupta, Sayam
    POLYMER CHEMISTRY, 2013, 4 (15) : 4087 - 4091
  • [25] Synthesis and properties of functionalized poly(lactic acid)
    Weiss, R. A.
    Ro, Andrew
    Bakan, Murat
    Huang, Samuel J.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2012, 243
  • [26] Synthesis of poly(lactic acid) from D, L-lactide with ring-opening polymerization under microwave irradiation
    Zhang, Ying-Min
    Wang, Peng
    Han, Ning
    Lei, Hai-Fen
    Li, Yue
    Cailiao Kexue yu Gongyi/Material Science and Technology, 2009, 17 (02): : 288 - 292
  • [27] Synthesis of poly(lactic acid-b-p-dioxanone) block copolymers from ring opening polymerization of p-dioxanone by poly(L-lactic acid) macroinitiators
    Li, Bin
    Chen, Si-Chong
    Qiu, Zhi-Cheng
    Yang, Qiu Ke-Ke
    Tang, Song-Ping
    Yu, Wen-Jing
    Wang, Yu-Zhong
    POLYMER BULLETIN, 2008, 61 (02) : 139 - 146
  • [28] Synthesis of poly(lactic acid-b-p-dioxanone) block copolymers from ring opening polymerization of p-dioxanone by poly(L-lactic acid) macroinitiators
    Bin Li
    Si-Chong Chen
    Zhi-Cheng Qiu
    Ke-Ke Yang
    Song-Ping Tang
    Wen-jing Yu
    Yu-Zhong Wang
    Polymer Bulletin, 2008, 61 : 139 - 146
  • [29] Ring-opening metathesis polymerization of norbornene in the presence of heteroatom-substituted vinylic compounds: Highly selective synthesis of end-functionalized poly(norbornene)s
    Katayama, H
    Urushima, H
    Ozawa, F
    CHEMISTRY LETTERS, 1999, (05) : 369 - 370
  • [30] Poly(lactic acid) Synthesis in Solution Polymerization
    Marques, Dina A. S.
    Jarmelo, Susana
    Baptista, Cristina M. S. G.
    Gil, M. H.
    MODERN TRENDS IN POLYMER SCIENCE-EPF 09, 2010, 296 : 63 - 71