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Present Situation and Future Perspectives of Poly(lactic acid)

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Book cover Synthesis, Structure and Properties of Poly(lactic acid)

Part of the book series: Advances in Polymer Science ((POLYMER,volume 279))

Abstract

Of the biobased polymers developed to date, poly(l-lactide) (PLLA) is the most widely used in many application fields because of its excellent cost–property balance. However, PLLA is slightly inferior to conventional petroleum-based polymers in terms of thermal resistance and functionality. Various modified polylactides (PLAs consisting of enantiomeric d- and l-lactide units in different sequences and ratios) have recently been proposed and should expand the market for these polymers. The new developments involve polymers of high melting temperature (high-T m polymers) based on stereocomplex-type PLAs (sc-PLA) and stereoblock-type PLAs (sb-PLA) as well as those of high glass transition temperature (high-T g polymers) obtained by unit modification and polymer blending. Various specialty derivatives having excellent flexibility and functionality have also been developed by controlled crystallization, polymer blending, organic–inorganic hybridization, and copolymerization. The molecular weight, terminal groups, copolymer composition, and functionalities must be precisely controlled to enable control of the properties of these PLA polymers. Ordinary PLLA, being biodegradable, is widely used in commodity and agricultural fields as well as biomedical fields, mainly in the form of a film or as a non-woven fabric. The new specialty and high-performance PLA polymers can be used as functional and durable materials. Especially interesting is the applicability of PLLA polymers to 3D printing, particularly in fused deposition manufacturing (FDM).

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References

  1. Im SS, Kim YH, Yoon JS, Chin IJ (2005) Macromolecules 38:8362–8371

    Article  CAS  Google Scholar 

  2. Im SS, Kim YH, Yoon JS, Chin I-J (eds) (1995) Bio-based polymers: recent progress. Wiley-VCH, Weinheim

    Google Scholar 

  3. Vert M, Li SM, Spenlehauer G, Guerin P (1992) J Mater Sci Mater Med 3:432–446

    Article  CAS  Google Scholar 

  4. Steib M, Schink B (1984) Arch Microbiol 154:253

    Google Scholar 

  5. Kakuta M, Hirata M, Kimura Y (2009) Polym Rev 49:107–140

    Article  CAS  Google Scholar 

  6. Roether JA, Boccaccini AR, Hench LL, Maquet V, Gautier S, Jérome R (2002) Biomaterials 23:3871–3878

    Article  CAS  Google Scholar 

  7. Kesenci K, Fambri L, Migliare C, Piskin E (2000) J Biomater Sci Polym Edn 11:617–632

    Article  CAS  Google Scholar 

  8. Funabashi M, Ninomiya F, Kunioka M (2009) Int J Mol Sci 10:3635–3654

    Article  CAS  Google Scholar 

  9. Burgess SK, Leisen JE, Kraftschik BE, Mubarak CR, Kriegel RM, Koros WJ (2014) Macromolecules 47:1383–1391

    Article  CAS  Google Scholar 

  10. Li Q, Zhu W, Li C, Guan G, Zhang D, Xiao Y, Zheng L (2013) J Polym Sci Part A: Polym Chem 51:1387–1397

    Article  CAS  Google Scholar 

  11. Morales-Gamez L, Soto D, Franco L, Puiggali J (2010) Polymer 51:5788–5798

    Article  CAS  Google Scholar 

  12. Wanga B, Lia CY, Hanzliceka J, Chenga SZD, Geilb PH, Grebowiczc J, Hod RM (2001) Polymer 42:7171–7180

    Article  Google Scholar 

  13. Fukushima K, Kimura Y (2006) Polym Int 55:626–642

    Article  CAS  Google Scholar 

  14. Vink ETH, Ra´bago KR, Glassner DA, Gruber PR (2003) Polym Degrad Stab 80:403–419

    Article  CAS  Google Scholar 

  15. Rasal RM, Janorkar AV, Hirt DE (2010) Prog Polym Sci 35:338–356

    Article  CAS  Google Scholar 

  16. Lim LT, Auras R, Rubino M (2008) Prog Polym Sci 33:820–852

    Article  CAS  Google Scholar 

  17. Saeidlou S, Huneault MA, Li H, Park CB (2012) Prog Polym Sci 37:1657–1677

    Article  CAS  Google Scholar 

  18. Masutani K, Kimura Y (2016) Polym Int. doi:10.1002/pi.5172

    Google Scholar 

  19. Nampoothiri KM, Nair NR, John RP (2010) Biores Tech 101:8493–8501

    Article  CAS  Google Scholar 

  20. Garlotta D (2002) J Polym Environ 9:63–84

    Article  Google Scholar 

  21. Gupta B, Revagade N, Hilborn J (2007) Prog Polym Sci 32:455–482

    Article  CAS  Google Scholar 

  22. Auras R, Harte B, Selke S (2004) Macromol Biosc 4:835–864

    Article  CAS  Google Scholar 

  23. Nofar M, Park CB (2014) Prog Polym Sci 39:1721–1741

    Article  CAS  Google Scholar 

  24. Ajioka M, Enomoto K, Suzuki K, Yamaguchi A (1995) J Environ Polym Degrad 3:225–234

    Article  CAS  Google Scholar 

  25. Kowalski A, Duda A, Penczek S (2000) Macromolecules 33:7359–7370

    Article  CAS  Google Scholar 

  26. Tsuji H (2005) Macromol Biosci 5:569–597

    Article  CAS  Google Scholar 

  27. Farah S, Anderson DG, Langer R (2016) Adv Drug Delivery Rev, 107:367-392

    Google Scholar 

  28. Tullo AH (2011) C&EN 89:10–14

    Google Scholar 

  29. Drumright RE, Gruber PR, Henton DE (2000) Adv Mater 12:1841–1846

    Article  CAS  Google Scholar 

  30. Gerald O (2012) Chem Eng 119:10–11

    Google Scholar 

  31. Babu RP, Connor KO, Seeram R (2013) Prog Biomater 2:1–16

    Article  Google Scholar 

  32. http://www.bioplasticsmagazine.com/en/news/meldungen/PLA_Growth.php

  33. Bomgardner MM (2014) C&EN 92:10–14

    Google Scholar 

  34. Raquez JM, Habibi Y, Murariu M, Dubois P (2013) Prog Polym Sci 38:1504–1542

    Article  CAS  Google Scholar 

  35. Ray SS (2012) Acc Chem Res 45:1710–1720

    Article  CAS  Google Scholar 

  36. Naffakh M, Marco C, Ellis G (2015) Polymers 7:2175–2189

    Article  CAS  Google Scholar 

  37. Li H, Huneault MA (2007) Polymer 48:6855–6866

    Article  CAS  Google Scholar 

  38. Sangeetha VH, Deka H, Varghese TO, Nayak SK (2016) Polym Compos doi:10.1002/pc.23906

    Google Scholar 

  39. Iwatake A, Nogi M, Yano H (2008) Compos Sci Technol 68:2103–2106

    Article  CAS  Google Scholar 

  40. Kose R, Kondo T (2013) J Appl Polym Sci 125:1200–1205

    Article  CAS  Google Scholar 

  41. Basilissi L, Silvestro GD, Farina H, Ortenzi MA (2013) J Appl Polym Sci 128:3057–3063

    Article  CAS  Google Scholar 

  42. Cartier L, Okihara T, Ikada Y, Tsuji H, Puiggali J, Lotz B (2000) Polymer 41:8909–8919

    Article  CAS  Google Scholar 

  43. Pan P, Zhu B, Kai W, Dong T, Inoue Y (2008) Macromolecules 41:4296–4304

    Article  CAS  Google Scholar 

  44. Kawai T, Rahman N, Matsuba G, Nishida K, Kanaya T, Nakano M, Okamoto H, Kawada J, Usuki A, Honma N, Nakajima K, Matsuda M (2007) Macromolecules 40:9463–9469

    Article  CAS  Google Scholar 

  45. Zhang J, Sato H, Tsuji H, Noda I, Ozaki Y (2005) Macromolecules 38:1822–1828

    Article  CAS  Google Scholar 

  46. Cho TY, Strobl G (2006) Polymer 47:1036–1043

    Article  CAS  Google Scholar 

  47. Zhang J, Tashiro K, Domb AJ, Tsuji H (2006) Macromol Symp 242:274–278

    Article  CAS  Google Scholar 

  48. Eling B, Gogolewsk SI, Pennings JA (1982) Polymer 23:1587–1593

    Article  CAS  Google Scholar 

  49. Vasanthakumari R, Pennings AJ (1983) Polymer 24:175–178

    Article  CAS  Google Scholar 

  50. Tsuji H, Ikada Y (1992) Macromolecules 25:5719–5723

    Article  CAS  Google Scholar 

  51. Tsuji H, Ikada Y (1995) Polymer 36:2709–2716

    Article  CAS  Google Scholar 

  52. Kalb B, Pennings AJ (1980) Polymer 21:607–612

    Article  CAS  Google Scholar 

  53. Kolstad JJ (1996) J Appl Polym Sci 62:1079–1091

    Article  CAS  Google Scholar 

  54. Sarasua JR, Prud’homme RE, Wisniewski M, Borgne AL, Spassky N (1998) Macromolecules 31:3895–3905

    Article  CAS  Google Scholar 

  55. Li M, Hu D, Wang Y, Shen C (2010) Polym Eng Sci 50:2298–2305

    Article  CAS  Google Scholar 

  56. Han Q, Wang Y, Shao C, Zheng G, Li Q, Shen C (2014) J Compos Mater 48:2737–2746

    Article  CAS  Google Scholar 

  57. Nakajima H, Takahashi M, Kimura Y (2010) Macromol Mater Eng 295:460–468

    CAS  Google Scholar 

  58. Nam PH, Kaneko M, Ninomiya N, Fujimori A, Masuko T (2005) Polymer 46:7403–7409

    Article  CAS  Google Scholar 

  59. Ray SS, Yamada K, Okamoto M, Ogami A, Ueda K (2003) Chem Mater 15:1456–1465

    Article  CAS  Google Scholar 

  60. Sasai K, Yamane H (2003) Polymer 44:2569–2575

    Article  CAS  Google Scholar 

  61. Schmidt SC, Hillmyer MC (2001) J Polym Sci Part B Polym Phys 39:300–313

    Article  CAS  Google Scholar 

  62. Tsuji H, Takai H, Saha KS (2006) Polymer 47:3826–3837

    Article  CAS  Google Scholar 

  63. Aigner C (2007) Bioplast Mag 2:25–27

    Google Scholar 

  64. NatureWorks (2005) PLA ISBM Bottle Guide, NatureWorks LLC, Minnetonka, MN

    Google Scholar 

  65. Ikada Y, Jamshidi K, Tsuji H, Hyon S-H (1987) Macromolecules 20:906–908

    Article  Google Scholar 

  66. Tsuji H, Horii F, Hyon S-H (1991) Macromolecules 24:2719–2724

    Article  CAS  Google Scholar 

  67. Tsuji H, Hyon S-H, Ikada Y (1991) Macromolecules 24:5651–5656

    Article  CAS  Google Scholar 

  68. Tsuji H, Hyon S-H, Ikada Y (1991) Macromolecules 24:5657–5662

    Article  CAS  Google Scholar 

  69. Tsuji H, Horii F, Nakagawa M, Ikada Y, Odani H, Kitamura R (1992) Macromolecules 25:4114–4118

    Article  CAS  Google Scholar 

  70. Masaki D, Fukui Y, Toyohara K, Ikegame M, Nagasaka B, Yamane H (2008) Sen’i Gakkaishi 64:212–219

    Article  CAS  Google Scholar 

  71. Takasaki M, Ito H, Kikutani T (2003) J Macromol Sci Part B Phys 42:403–420

    Article  CAS  Google Scholar 

  72. Hirata M, Kobayashi K, Kimura Y (2010) J Polym Sci Part A Polym Chem 48:794–801

    Article  CAS  Google Scholar 

  73. Hirata M, Kobayashi K, Kimura Y (2010) Macromol Chem Phys 211:1426–1432

    Article  CAS  Google Scholar 

  74. Masutani K, Lee CW, Kimura Y (2012) Macromol Chem Phys 213:695–704

    Article  CAS  Google Scholar 

  75. Fukushima K, Kimura Y (2005) Macromol Symp 224:133–143

    Article  CAS  Google Scholar 

  76. Fukushima K, Hirata M, Kimura Y (2007) Macromolecules 40:3049–3055

    Article  CAS  Google Scholar 

  77. Fukushima K, Chang YH, Kimura Y (2007) Macromol Biosci 7:829–835

    Article  CAS  Google Scholar 

  78. Fukushima K, Kimura Y (2008) J Polym Sci Part A Polym Chem 46:3714–3722

    Article  CAS  Google Scholar 

  79. Hirata M, Kimura Y (2008) Polymer 49:2656–2661

    Article  CAS  Google Scholar 

  80. Masutani K, Kawabata S, Aoki T, Kimura Y (2010) Polym Int 59:1526–1530

    Article  CAS  Google Scholar 

  81. Masutani K, Lee CW, Kimura Y (2013) Polym J 45:427–435

    Article  CAS  Google Scholar 

  82. Masutani K, Lee CW, Kimura Y (2012) Polymer 53(6053-6062)

    Google Scholar 

  83. Masutani K, Lee CW, Kanki R, Yamane H, Kimura Y (2012) Sen’I Gakkaishi 68:64–72

    Article  CAS  Google Scholar 

  84. Jing F, Hillmyer MA (2008) J Am Chem Soc 130:13826–13827

    Article  CAS  Google Scholar 

  85. Fiore GL, Jing F, Young VG, Cramer CJ, Hillmyer MA (2010) Polym Chem 1:870–877

    Article  CAS  Google Scholar 

  86. Moon SI, Urayama H, Kimura Y (2003) Macromol Biosci 3:301–309

    Article  CAS  Google Scholar 

  87. Zhang G, Zhang J, Wang S, Shen D (2003) J Polym Sci Part B Polym Phys 41:23–30

    Article  CAS  Google Scholar 

  88. Li SH, Woo EM (2008) Polym Int 57:1242–1251

    Article  CAS  Google Scholar 

  89. Canetti M, Cacciamani A, Bertini F (2014) J Polym Sci Part B Polym Phys 52:1168–1177

    Article  CAS  Google Scholar 

  90. Hao X, Kaschta J, Pan Y, Liu X, Schubert DW (2016) Polymer 82:57–65

    Article  CAS  Google Scholar 

  91. Samuel C, Cayuela J, Barakat I, Muller AJ, Raquez JM, Dubois P (2013) ACS Appl Mater Interfaces 5:11797–11807

    Article  CAS  Google Scholar 

  92. Meaurio E, Zuza E, Sarasua JR (2005) Macromolecules 38:1207–1215

    Article  CAS  Google Scholar 

  93. Meaurio E, Zuza E, Sarasua JR (2005) Macromolecules 38:9221–9228

    Article  CAS  Google Scholar 

  94. Zhang Z, Gripma DW, Feijen J (2004) Macromol Chem Phys 205:867–875

    Article  CAS  Google Scholar 

  95. Lemmouchi Y, Perry M, Amass A, Chakraborty K, Schacht E (2008) J Polym Sci Part A Polym Chem 46:5348–5362

    Article  CAS  Google Scholar 

  96. Guerin W, Helou M, Carpentier JF, Slawinski M, Brusson JM, Guillaume SM (2013) Polym Chem 4:1095–1106

    Article  CAS  Google Scholar 

  97. Motta AC, Aparecida E, Duek R (2014) Mater Res 17:619–626

    Article  CAS  Google Scholar 

  98. Lendlein A, Langer R (2002) Science 296:1673–1676

    Article  Google Scholar 

  99. Stridsberg KM, Ryner M, Albertsson AC (2000) J Polym Sci Part A Polym Chem 38:1774–1784

    Article  CAS  Google Scholar 

  100. Hirata M, Masutani K, Kimura Y (2013) Biomacromolecules 14:2154–2161

    Article  CAS  Google Scholar 

  101. Zhang H, Fang J, Ge H, Han L, Wang X, Hao Y, Han C, Dong L (2013) Polym Eng Sci 53:112–118

    Article  CAS  Google Scholar 

  102. Zheng L, Li C, Zhang D, Guan G, Xiao Y, Wang D (2010) Polym Degrad Stab 95:1743–1750

    Article  CAS  Google Scholar 

  103. Kobayashi K, Kanmuri S, Hayashi Y, Masutani K, Kimura Y (2014) Macromol Mater Eng 299:1384–1394

    Article  CAS  Google Scholar 

  104. Kobayashi K, Kanmuri S, Kimura Y, Masutani K (2015) Polym Int 64:641–646

    Article  CAS  Google Scholar 

  105. Kanmuri S, Kobayashi K, Kimura Y, Masutani K (2015) Sen’I Gakkaishi 71:91–104

    Article  CAS  Google Scholar 

  106. Wanamaker CL, O’Leary LE, Lynd NA, Hillmyer MA, Tolman WB (2007) Biomacromolecules 8:3634–3640

    Article  CAS  Google Scholar 

  107. Nakajima H, Fujiwara T, Lee CW, Kimura Y (2011) Biomacromolecules 12:4036–4043

    Article  CAS  Google Scholar 

  108. Nakajima H, Nakajima M, Fujiwara T, Lee CW, Aoki T, Kimura Y (2012) Biomacromolecules 45:5993–6001

    Article  CAS  Google Scholar 

  109. Nakajima M, Nakajima H, Fujiwara T, Kimura Y, Sasaki S (2014) Langmuir 30:14030–14038

    Article  CAS  Google Scholar 

  110. Hyun J, Lee CW, Kimura Y (2015) Macromol Mater Eng 300:650–660

    Article  CAS  Google Scholar 

  111. Hyun J, Kimura Y, Yamane H (2015) Macromol Mater Eng 300:1123–1131

    Article  CAS  Google Scholar 

  112. Hagan SA, Davis SS, Illum L, Davies MC, Garnett MC, Taylor DC, Irving MP, Tadros TF (1995) Langmuir 11:1482–1485

    Article  CAS  Google Scholar 

  113. Jeong B, Bae YH, Lee DS, Kim SW (1997) Nature 338:860–862

    Article  CAS  Google Scholar 

  114. Riley T, Heald CR, Stolnik S, Garnett MC, Illum L, Davis SS, King SM, Heenan RK, Purkiss SC, Barlow RJ, Gellert PR, Washington C (2003) Langmuir 19:8428–8435

    Article  CAS  Google Scholar 

  115. Xu X, Zhuang X, Chen X, Wang X, Yang L, Jing X (2006) Macromol Rapid Commun 27:1637–1642

    Article  CAS  Google Scholar 

  116. Kimura Y (2009) Polym J 41:797–807

    Article  CAS  Google Scholar 

  117. Ren WH, Chang J, Yan CH, Qian XM, Long LX, He B, Yuan XB, Kang CS, Betbeder D, Sheng J, Pu PY (2010) J Mater Sci Mater Med 21:2673–2681

    Article  CAS  Google Scholar 

  118. Zhu K, Lin X, Yang S (1990) J Appl Polym Sci 39:1–9

    Article  CAS  Google Scholar 

  119. Rashkov I, Manolova N, Li SM, Espartero JL, Vert M (1996) Macromolecules 29:50–56

    Article  CAS  Google Scholar 

  120. Lim DW, Park TG (2000) J Appl Polym Sci 75:1615–1623

    Article  CAS  Google Scholar 

  121. Metters AT, Anseth KS, Bowman CN (2000) Polymer 41:3993–4004

    Article  CAS  Google Scholar 

  122. Liu L, Li C, Li X, Yuan Z, An Y, He B (2001) J Appl Polym Sci 80:1976–1982

    Article  CAS  Google Scholar 

  123. Fujiwara T, Mukose T, Yamaoka T, Yamane H, Sakurai S, Kimura Y (2001) Macromol Biosci 1:204–208

    Article  CAS  Google Scholar 

  124. Hiemstra C, Zhong Z, Dijkstra PJ, Feijen J (2005) Macromol Symp 224:119–131

    Article  CAS  Google Scholar 

  125. Moorkoth D, Nampoothiri KM (2014) Appl Biochem Biotech 174:2181–2194

    Article  CAS  Google Scholar 

  126. Mukose T, Fujiwara T, Nakano J, Taniguchi I, Miyamoto M, Kimura Y, Teraoka I, Lee CW (2004) Macromol Biosci 4:361–367

    Article  CAS  Google Scholar 

  127. Dudek P (2013) Arch Metall Mater 58:1415–1418

    CAS  Google Scholar 

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Masutani, K., Kimura, Y. (2017). Present Situation and Future Perspectives of Poly(lactic acid). In: Di Lorenzo, M., Androsch, R. (eds) Synthesis, Structure and Properties of Poly(lactic acid). Advances in Polymer Science, vol 279. Springer, Cham. https://doi.org/10.1007/12_2016_16

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