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High Molecular Weight Polylactic Acid Polymers

  • Chapter
Biopolymers from Renewable Resources

Part of the book series: Macromolecular Systems — Materials Approach ((MACROSYSTEMS))

Abstract

Polylactic acid (PLA) belongs to the family of aliphatic polyesters commonly made from α-hydroxy acids which include polyglycolic acid, [1, 2] or polymandelic acid [3] and are considered biodegradable and compostable. PLA is a thermoplastic, high strength, high modulus polymer which can be made from annually renewable resources to yield articles for use in either the industrial packaging field [4] or the biocompatible/bioabsorbable medical device market [5]. It is easily processed on standard plastics equipment to yield molded parts, film, or fibers. It is one of the few polymers in which the stereochemical structure can easily be modified by polymerizing a controlled mixture of the L or D isomers to yield high molecular weight amorphous or crystalline polymers which can be used for food contact and are generally recognized as safe (GRAS)[6]. PLA is degraded by simple hydrolysis of the ester bond and does not require the presence of enzymes to catalyze this hydrolysis. The rate of degradation is dependent on the size and shape of the article, the isomer ratio, and temperature of hydrolysis. A more detailed summary of degradation and lactic acid manufacturing is given in recent monographs [7, 8].

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References

  1. Deri KS, Vasudevan P (1985) Macromol Chem Phys 25: 315

    Article  Google Scholar 

  2. Jianmin Z, Yaomin S, Shouzhong Z, Weimin S (1991) J China Textile Univ Eng Ed 8: 57

    Google Scholar 

  3. Fukuzaki H, Yoshikazu A (1989) Makromol Chem 190: 2407

    Article  CAS  Google Scholar 

  4. Matsumoto K, Tahara S, Ozeki E, Ogaito M, Kobyashi M, USP 5443780 (1995)

    Google Scholar 

  5. Migliaresi C (eds) (1988) Polymer in Medicine 3. Elsevier Science Publishers, Amsterdam

    Google Scholar 

  6. Conn RE, Kolstad, JJ, Borzelleca JF, Dixler DS, Filer LI, LaDu BN, Pariza MW (1995) Food and Chem Toxic 33 (4): 273

    Article  CAS  Google Scholar 

  7. Kricheldorf HR, Kreiser-Saunders I (1996) Makromol Chem, Macromol Symp 103: 85

    CAS  Google Scholar 

  8. Kharas GB, Sanchez-Riera F, Severson DK (1994) Polymers of Lactic Acid in: Mobley DP (ed) Plastics from Microbes, Hanser Gardner Publications, Inc. p 93

    Google Scholar 

  9. Benninga H (ed) (1990) A History of Lactic Acid Making. Kluwer Academic Publishers, Dordrecht Boston London

    Google Scholar 

  10. Van Ness JH (1981) Hydroxy Carboxylic Acids in: Kirk-Othermer Encyclopedia of Chem Tech, 3rd edn J Wiley Sons New York, 13:80

    Google Scholar 

  11. Datta R, Tsai S, Bonsignore P, Moon S, Frank J (1995) FEMS Microbiology Reviews 16: 221

    Article  CAS  Google Scholar 

  12. Ajioka M, Enomoto K, Suzuki K, Yamaguchi A, (1995) J Environ Polym Degrad 3 (4): 225

    Article  CAS  Google Scholar 

  13. Ajioka M, Enomoto K, Suzuki K, Yamaguchi A, (1995) Bull Chem Soc Jpn 68: 2125

    Article  CAS  Google Scholar 

  14. Enomoto K, Ajioka M, Yamaguchi A, USP 5310865 (1994)

    Google Scholar 

  15. Kashima T, Kameoka T, Higuchi C, Ajioka M, Yamaguchi A, USP 5 428126 (1995)

    Google Scholar 

  16. Ichikawa F, Kobayashi M, Ohta M, Yoshida Y, Obuchi S, Itoh H, USP 5 440 008 (1995)

    Google Scholar 

  17. Ohta M, Obuchi S, Yoshida Y, USP 5444143 (1995)

    Google Scholar 

  18. Buchholz B, USP 5 302 694 (1994)

    Google Scholar 

  19. Cotarca L, Delogu P, Nardelli A, Sunjic V (1996) Synthesis 5: 553

    Article  Google Scholar 

  20. Seppala J, Selin JF, Su T, EP 593271 (1993)

    Google Scholar 

  21. Seppala J, Selin JF, Su T, US 5380813 (1995)

    Google Scholar 

  22. Harkonen M, Hiltunen K, Malin M, Seppala JV (1995) JMS-Pure Appl Chem A32 (4): 857

    Google Scholar 

  23. Bonsignore PV, USP 5 470 944 (1995)

    Google Scholar 

  24. Spinu M, USP 5 270 400 (1993)

    Google Scholar 

  25. Ibay AC, Tenney LP, USP 5 206 341 (1993)

    Google Scholar 

  26. Kylma J, Harkonen M, Seppala JV (1995) Abstracts of the Fourth International Workshop on Biodegradable Polymers, poster 38

    Google Scholar 

  27. Inata H, Matsumura S (1985) J Appl Poly Sci 30: 3325

    Article  CAS  Google Scholar 

  28. Aharoni SM, Largman T, USP 4417031 (1983)

    Google Scholar 

  29. Dudgeon CD (1976) Bis-Orthoesters as Polymer Intermediates. Thesis, University of Massachusetts

    Google Scholar 

  30. Aharoni SM, Masilamani D, USP 4 568 720 (1986)

    Google Scholar 

  31. Aharoni SM, Forbes CE, Hammond WB, Hindenlang DM, Mares F, O’Brien K, Sedgwick RD (1986) J Appl Poly Sci: Part A: Poly Chem 24: 1281

    Google Scholar 

  32. Pennings AJ, Gogolewski S, (1982) Makromol Chem Rapid Commun 3: 839

    Article  Google Scholar 

  33. McGill DB, Motto JD, (1974) New Engl J Med 291 (6): 278

    Article  CAS  Google Scholar 

  34. Storey RF, Wiggens JS, Puckett, AD (1994) J Appl Poly Sci: Part A: Poly Chem 32: 2345

    Google Scholar 

  35. Bruin P, Veenstra GJ, Nijenhuis AJ, Pennings AJ (1988) Makromol Chem Rapid Commun 9: 589

    Article  CAS  Google Scholar 

  36. Otera J, Kawada K, Yano T (1996) Chem Lett, Chem Soc Jpn 3: 225

    Article  Google Scholar 

  37. Ohta M, Obuchi S, Yoshida Y, USP 5512653 (1996)

    Google Scholar 

  38. Suizu H, Takagi MA,Yamaguchi A USP5 496 923 (1996)

    Google Scholar 

  39. Obuchi S, Ohta M, EP 591 978 A2 (1994)

    Google Scholar 

  40. Carothers WH, Dorough GL, Van Natta FJ, (1932) J Am Chem Soc 54: 761

    Article  CAS  Google Scholar 

  41. Lowe CE, USP 2668162 (1954)

    Google Scholar 

  42. Selman S, USP 3 322 791 (1967)

    Google Scholar 

  43. Bellis HE, USP 4727163 (1988)

    Google Scholar 

  44. Kohn FE, Van Den Berg JWA, Van De Ridder G, Feijen J, (1984) J Appl Poly Sci 29: 4265

    Article  CAS  Google Scholar 

  45. Kulkarni RK, Pani KC, Neuman C, Leonard F, (1966) Arch Surg 93: 839

    Article  CAS  Google Scholar 

  46. Kubota K, Murakami Y, USP 5 463 086 (1995)

    Google Scholar 

  47. Gruber PR, Hall ES, Kolstad JJ, Iwen ML, Benson RD, Borchardt RL, USP 5 142 023 (1992)

    Google Scholar 

  48. Gruber PR, Hall ES, Kolstad JJ, Iwen ML, Benson RD, Borchardt RL, USP 5 247 058 (1993)

    Google Scholar 

  49. Gruber PR, Hall ES, Kolstad JJ, Iwen ML, Benson RD, Borchardt RL, USP 5 247 059 (1993)

    Google Scholar 

  50. Gruber PR, Hall ES, Kolstad JJ, Iwen ML, Benson RD, Borchardt RL, USP 5 258488 (1993)

    Google Scholar 

  51. Gruber PR, Hall ES, Kolstad JJ, Iwen ML, Benson RD, Borchardt RL, USP 5 274 073 (1993)

    Google Scholar 

  52. Gruber PR, Hall ES, Kolstad JJ, Iwen ML, Benson RD, Borchardt RL, USP 5357035 (1994)

    Google Scholar 

  53. Drysdale NE, Stambaugh TW, Tarbell JV USP 5 236 560 (1993)

    Google Scholar 

  54. Fridman ID, Kwok J, Downey RJ, Nemphos SP, USP 5 357 034 (1994)

    Google Scholar 

  55. Fridman ID, Kwok J, USP 5 264 592 (1993)

    Google Scholar 

  56. O’Brien WG, Cariello LA, Wells TF, USP 5 521 278 (1996)

    Google Scholar 

  57. Bhatia KK, USP 4 797 468 (1989)

    Google Scholar 

  58. Bhatia KK, USP 5 023 349 (1991)

    Google Scholar 

  59. Bhatia KK, USP 5 023 350 (1991)

    Google Scholar 

  60. Bhatia KK, USP 5043458 (1991)

    Google Scholar 

  61. Bhatia KK, USP 5 091 544 (1992)

    Google Scholar 

  62. Bhatia KK, Drysdale NE, Kosak JR, USP 5 117 008 (1992)

    Google Scholar 

  63. Bhatia KK, USP 5 266 706 (1993)

    Google Scholar 

  64. Bhatia KK, Tarbell JV, USP 5 196 551 (1993)

    Google Scholar 

  65. Bhatia KK, Bellis HE, USP 5 138 074 (1992)

    Google Scholar 

  66. Paul DC, USP 5 089 632 (1992)

    Google Scholar 

  67. Drysdale NE, Lin K, Stambaugh TW, USP 5 288 881 (1994)

    Google Scholar 

  68. Thayer CA, Bellis HE, USP 5 374 743 (1994)

    Google Scholar 

  69. Sinclair RG, Markle RA, Smith RK, USP 5274127 (1993)

    Google Scholar 

  70. Benecke HP, Cheung A, Cremeans GE, Hillman MED, Lipinsky ES, Markle RA, Sinclair RG, USP 5319107 (1994)

    Google Scholar 

  71. Verser DW, Cheung A, Eggeman TJ, Evanko WA, Schilling KH, Meiser M, Allen AE, Hillman MED, Cremeans GE, Lipinsky ES, USP 5 420 304 (1995)

    Google Scholar 

  72. Benecke HP, Markle RA, Sinclair RG, USP 5 332 839 (1994)

    Google Scholar 

  73. Ono H, Phala H, USP 4 966 982 (1990)

    Google Scholar 

  74. DeVries KS, USP 4 797 468 (1989)

    Google Scholar 

  75. Yamaguchi Y, Arimura T, USP 5 502 215 (1996)

    Google Scholar 

  76. Muller M, Hess J, Schnell WG, Bendix D, Entenmann G, USP 4 983 745 (1991)

    Google Scholar 

  77. Muller M, Hess J, Schnell WG, Bendix D, Entenmann G, USP 5 214 159 (1993)

    Google Scholar 

  78. John DB, Lenz RW, Luecke A (1984) In: Ivin KJ, Saegusa T (ed) Ring Opening Polymerization, 1: 464

    Google Scholar 

  79. Lundberg RD, Cox EF (1969) in: Frisch KG, Reegen SL (ed) Ring Opening Polymerization, Marcel Deeker, New York, LondonVol 2

    Google Scholar 

  80. Young RH, Matzner M, Pilato LA (1977) in: Saegusa T, Goethals E (ed) Ring Opening Polymerization, ACS Symp Series, 59: 122

    Google Scholar 

  81. Lofgren A (1994) New Degradable, Biomedical Copolymers of 1,5-dioxepan-2-one and Lactones or Lactides: Synthesis, Characterization and Degradation Behaviour. Thesis, Royal Institute of Technology, Stockholm

    Google Scholar 

  82. Kricheldorf HR, Krieser I (1986) Makromol Chem 187: 1861

    Google Scholar 

  83. Kricheldorf HR, Sumbel M (1989) Eur Polym J 6: 585

    Article  Google Scholar 

  84. Dittrich VW, Schulz RC (1971) Angew Makromol Chem 15: 109

    Article  CAS  Google Scholar 

  85. Kricheldorf HR, Dunsing R (1986) Makromol Chem 187: 1611

    Article  CAS  Google Scholar 

  86. Jedlinski Z, Walach W, Kurcok P, Adamus G (1991) Makromol Chem 192: 2051

    Article  CAS  Google Scholar 

  87. Kurcok P, Matuslonicz A Jedlinski Z (1995) J Polym Mater 12: 161

    Google Scholar 

  88. Kurcok P, Penczek J, Franek J, Kedlinski Z (1992) Macromolecules 25 (9): 2285

    Article  CAS  Google Scholar 

  89. Jedlinski Z, Kurcok P, Walach W, Janeczek H, Radecka I (1993) Makromol Chem 194: 1681

    Article  CAS  Google Scholar 

  90. Kricheldorf HR, Kreiser-Saunders I (1990) Makromol Chem 191: 1057

    Article  CAS  Google Scholar 

  91. Kricheldorf HR, Boettcher C (1993) J Mater Sci-Pure Appl Chem A30: 441

    Google Scholar 

  92. Kleine J, Kleine H (1959) Makromol Chem 30: 23

    Article  CAS  Google Scholar 

  93. Kricheldorf HR, Serra A (1985) Polym Bull 14: 497

    Article  CAS  Google Scholar 

  94. Kricheldorf HR, Boettcher C (1993) Makromol Chem, Macromol Symp 73: 47

    Article  CAS  Google Scholar 

  95. Dunsing R, Kricheldorf HR (1985) Polym Bull 14: 49

    Article  Google Scholar 

  96. Kricheldorf HR, Kreiser-Saunders I, Scharnagl N (1990) Makromol Chem, Macromol Symp 32: 285

    Article  CAS  Google Scholar 

  97. Sipos L, Zsuga M, Kelen T (1992) Polym Bull 27: 495

    Article  CAS  Google Scholar 

  98. Kricheldorf HR, Boettcher C (1993) Makromol Chem 194: 1665

    Article  CAS  Google Scholar 

  99. Dahlmann J, Rafler G, Fechner K, Mehlis B (1990) Brit Poly J 23: 235

    Article  CAS  Google Scholar 

  100. Kohn FE, Van Den Berg JWA, Van De Ridder G, Feijen J, (1984) J Appl Poly Sci 29: 4265

    Article  CAS  Google Scholar 

  101. Lillie E, Schulz RC (1975) Makromol Chem 176: 1901

    Article  CAS  Google Scholar 

  102. Schwach G, Coudane J, Engel R, Vert M (1994) Poly Bull 32: 617

    Article  CAS  Google Scholar 

  103. Zhang X, Wyss UP, Pichora D, Goosen MFA (1992) Poly Bull 27: 623

    Article  CAS  Google Scholar 

  104. Schindler A, Hibionada YM, Pitt CG (1982) J Polym Sci, Polym Chem Ed 20: 319 105 Dahlmann J, Rafler G (1993) Acta Poly 44: 103

    Google Scholar 

  105. Gilding DK, Reed AM (1979) Polymer 20: 1459

    Article  CAS  Google Scholar 

  106. Kricheldorf HR, Kreiser-Saunders I, Boettcher C (1995) Polymer 36 (6): 1253

    Google Scholar 

  107. Zhang X, MacDonald DA, Goosen MFA, McAuley KB (1994) J Poly Sci: Part A: Poly Chem 32: 2965

    Google Scholar 

  108. Nijenhuis AJ, Grijpma DW, Pennings AJ (1991) Poly Bull 26: 71

    Article  CAS  Google Scholar 

  109. Nijenhuis AJ, Grijpma DW, Pennings AJ (1992) Macromolecules 25: 6419

    Article  CAS  Google Scholar 

  110. Du YJ, Lemstra PJ, Nijenhuis AJ, Van Aert HAM, Bastiaansen C (1995) Macromolecules 28: 2124

    Article  CAS  Google Scholar 

  111. Witzke DR (1996) Properties and Engineering of Polylactide Polymers. Thesis, Michigan State Univ.

    Google Scholar 

  112. Dittrich W, Schulz RC (1971) Makromol Chem 15: 109

    CAS  Google Scholar 

  113. Eenink MJD (1987) Synthesis of Biodegradable Polymers and Development of Biodegradable Hollow Fibres for the Controlled Release of Drugs. Thesis, University of Twente, Enschede, The Netherlands

    Google Scholar 

  114. McNeill IC, Leiper HA (1985) Poly Degrad and Stab 11: 267

    Article  CAS  Google Scholar 

  115. McNeill IC, Leiper HA (1985) Poly Degrad and Stab 11: 309

    Article  CAS  Google Scholar 

  116. Kulagina TG, Lebedev BV, Kiparisova G, Lyudvig YB, Barskaya IG (1982) Poly Sci USSR 24 (7): 1702

    Article  Google Scholar 

  117. Kulagina TG, Lebedev BV, Kiparisova G, Lyudvig YB, Barskaya IG (1982) Vysokomol Soedin 24: 1496

    CAS  Google Scholar 

  118. Van De Weij FW (1980) Makromol Chem 181: 2541

    Article  Google Scholar 

  119. Diez FV, Sastre H, Coca J (1988) J Ind Eng Chem Res 27: 845

    Article  CAS  Google Scholar 

  120. Kricheldorf HR, Lee SR, Bush S (1996) Macromolecules 29 (5): 1375

    Article  CAS  Google Scholar 

  121. Hori Y, Takahashi Y, Yamaguchi A, Nishishita T (1993) Macromolecules 26: 4388

    Article  CAS  Google Scholar 

  122. Abdel-Fattah TM, Pinnavaia TJ (1996) Chem Commun 5: 665

    Article  Google Scholar 

  123. Trofimoff L, Aida T, Inoue S (1987) Chem Lett 991

    Google Scholar 

  124. Song CX, Feng XD, (1984) Macromolecules 17: 2764

    Article  CAS  Google Scholar 

  125. Bero M, Kasperczyk J, Jedlinski ZJ (1990) Makromol Chem 191: 2287

    Article  CAS  Google Scholar 

  126. Kricheldorf HR, Berl M, Scharnagl N (1988) Macromolecules 21: 286

    Article  CAS  Google Scholar 

  127. Dubois Ph, Jacobs C, Jerome R, Teyssie Ph (1991) Macromolecules 24: 2266

    Article  CAS  Google Scholar 

  128. Jacobs C, Dubois Ph, Jerome R, Teyssie Ph (1991) Macromolecules 24: 3027

    Article  CAS  Google Scholar 

  129. Dubois Ph, Jerome R, Teyssie Ph (1991) Makromol Chem, Makromol Symp 42 43: 103

    Article  Google Scholar 

  130. Tian D, Dubois Ph, Jerome R, Teyssie Ph (1994) Macromolecules 27: 4134

    Article  CAS  Google Scholar 

  131. Barakat I, Dubois Ph, Jerome R, Teyssie Ph (1993) J Poly Sci: Part A: Poly Chem 31: 505

    Google Scholar 

  132. Dubois Ph, Ropson N, Jerome R, Teyssie Ph (1996) Macromolecules 29: 1965

    Article  CAS  Google Scholar 

  133. McLain SJ, Ford TM, Drysdale NE (1992) Polym Prepr 33 (2): 463

    CAS  Google Scholar 

  134. McLain SJ, Drysdale NE, USP 5028667 (1991)

    Google Scholar 

  135. McLain SJ, Drysdale NE, USP 5095098 (1992)

    Google Scholar 

  136. Ford TM, McLain SJ, USP 5208297 (1993)

    Google Scholar 

  137. Drysdale NE, Ford TM, McLain SJ, USP 5235031 (1993)

    Google Scholar 

  138. Ford TM, McLain SJ, USP 5292859 (1994)

    Google Scholar 

  139. Stevels WM, Ankone MJK, Dijkstra PJ, Feijan J (1996) Macromolecules 29: 3332

    Article  CAS  Google Scholar 

  140. Stevels WM, Ankone MJK, Dijkstra PJ, Feijan J (1996) Poly Prepr 37 (2): 190

    CAS  Google Scholar 

  141. Stevels WM, Ankone MJK, Dijkstra PJ, Feijan J (1996) Macromolecules 29 (19): 6132

    Article  CAS  Google Scholar 

  142. Jamshidi K, Hyon SH, Ikada Y (1988) Polymer 29: 2229

    Article  CAS  Google Scholar 

  143. Kelly WE, Baird RL, USP 5382617 (1995)

    Google Scholar 

  144. Gruber PR, Kolstad JJ, Hall ES, Eichen Conn RS, Ryan CM (1994) USP 5338822

    Google Scholar 

  145. Sodergard A, Niemi M, Selin Jf, Nasman JH (1995) Ind Eng Chem Res 34: 1203

    Article  Google Scholar 

  146. Sodergard A, Nasman JH (1994) Poly Degrad Stab 46: 25

    Article  Google Scholar 

  147. Sodergard A, Johansson LS (1996) Polym Prepr 37 (1): 685

    CAS  Google Scholar 

  148. Sinclair RG (1996) J Mat Sci; Pure Appl Chem A33 (5): 585

    Article  Google Scholar 

  149. Naitove MH (1995) Plast Tech 41 (3): 22

    Google Scholar 

  150. Perego G, Cella GD, Bastioli C (1996) J Appl Poly Sci 59: 37

    Article  CAS  Google Scholar 

  151. Vasanthakumari R, Pennings AJ (1983) Polymer 24: 175

    Article  CAS  Google Scholar 

  152. Kalb B, Pennings AJ (1980) Polymer 21: 607

    Article  CAS  Google Scholar 

  153. Loomis GL, Murdoch JR, USP 4 902 515 (1990)

    Google Scholar 

  154. Loomis GL, Murdoch JR, USP 4719246 (1988)

    Google Scholar 

  155. Spinu M USP, 5317064 (1994)

    Google Scholar 

  156. Ikada Y, Jamshidi H, Tsuji H, Hyon SH, (1987) Macromolecules 20: 94

    Article  Google Scholar 

  157. Yui N, Dijkstra PJ, Feijen J (1990) Makromol Chem 191: 481

    Article  CAS  Google Scholar 

  158. Tsuji H, Fumitaka H, Hyon SH, Ikada Y (1991) Macromolecules 24: 2719

    Article  CAS  Google Scholar 

  159. Tsuji H, Ikada Y (1993) Macromolecules 26: 6918

    Article  CAS  Google Scholar 

  160. Stevels WM, Ankone MJK, Dijkstra PJ, Feijen J (1995) Macromol Chem Phys 196: 3687

    Article  CAS  Google Scholar 

  161. Fischer EW, Sterzel HJ, Wegner G (1973) Kolloid-Z u Z Polymere 251: 980

    Article  CAS  Google Scholar 

  162. Mazzullo S, Paganetto G, Celli A (1992) Progr Colloid Polym Sci 87: 32

    Article  CAS  Google Scholar 

  163. Migliaresi C, De Lollis A, Fambri L, Cohn D (1991) Clinical Mat 8: 111

    Article  CAS  Google Scholar 

  164. Kolstad JJ (1996) J Appl Polym Sci 62: 1079

    Article  CAS  Google Scholar 

  165. von Oepen R, Michaeli W (1992) Clinical Mat 10: 21

    Article  Google Scholar 

  166. Huang J, Buehler N, Hall E, Kean R, Kolstad J, Wu L, Runt J (1996) Polym Prepr 37 (2): 370

    CAS  Google Scholar 

  167. Kishore K, Vasanthakumari R (1984) J Poly Sci: Polym Phys Ed 22: 537

    Article  CAS  Google Scholar 

  168. Marega C, Marigo A, Di Noto V, Zannetti R, Martorana A, Paganetto G (1992) Makromol Chem 193: 1599

    Article  CAS  Google Scholar 

  169. Tsuji H, Ikada Y (1995) Polymer 36 (14): 2709

    Article  CAS  Google Scholar 

  170. Tsuji H, Ikada Y (1996) Polymer 37 (4): 595

    Article  CAS  Google Scholar 

  171. Super H, Grijpma DW, Pennings AJ (1994) Poly Bull 32: 509

    Article  CAS  Google Scholar 

  172. Shalaby SW, Koelmel DF, Arnold S, USP 5 082 925 (1992)

    Google Scholar 

  173. Helder J, Kohn FE, Sato S, van den Berg JE, Feijen J (1985) Makromol Chem, Rapid Commun 6: 9

    Article  CAS  Google Scholar 

  174. Schakenraad JM, Dijkstra PJ (1991) Clinical Mat 7: 253

    Article  CAS  Google Scholar 

  175. Nakamura CE, Di Cosimo R, Moran JR, USP 5 466 801 (1995)

    Google Scholar 

  176. Fung FN, Glowaky RC, USP 4916209 (1990)

    Google Scholar 

  177. Yonezawa N, Toda F, Hasegawa M (1985) Makromol Chem, Rapid Commun 6: 607

    Article  CAS  Google Scholar 

  178. Samyn C, Van Beylen M (1988) Makromol Chem, Macromol Symp 19: 225

    Article  CAS  Google Scholar 

  179. Veld PJA, Dijkstra PJ, van Lochem JH, Feijen J (1990) Makromol Chem 191: 1813

    Google Scholar 

  180. Veld PJA, Dijkstra PJ, Feijen J (1992) Makromol Chem 193: 2713

    Article  Google Scholar 

  181. Barrera DA, Zylstra E, Lansbury PT, Langer R (1993) J Am Chem Soc 115: 11010

    Article  CAS  Google Scholar 

  182. Grijpma DW, Nijenhuis, AJ, Pennings AJ (1990) Polymer 31: 2201

    Article  CAS  Google Scholar 

  183. Schmitt EE, USP 3297033 (1967)

    Google Scholar 

  184. Schneider AK, USP 3 636 956 (1972)

    Google Scholar 

  185. Kricheldorf HR, Krieser I (1987) Makromol Chem 188: 1861

    Article  CAS  Google Scholar 

  186. Carter BK, Wilkes GL (1983) Polym Prepr 24: 77

    CAS  Google Scholar 

  187. Kohn FE, van Ommen JG, Feijen J (1983) Eur Polym J 19: 1081

    Article  CAS  Google Scholar 

  188. Kricheldorf HR, Jonte JM, Berl M (1985) Makromol Chem Suppl 12: 25

    Article  CAS  Google Scholar 

  189. Sinclair RG, USP 4045418 (1977)

    Google Scholar 

  190. Sinclair RG, USP 4057537 (1977)

    Google Scholar 

  191. Wehrenberg RH (1981) ME 9: 63

    Google Scholar 

  192. Vion JM, Jerome R, Teyssie P, Aubin M, Prudhomme RE (1986) Macromolecules 19 (7): 1828

    Article  CAS  Google Scholar 

  193. Grijpma DW, Pennings AJ (1991) Poly Bull 25: 335

    Article  CAS  Google Scholar 

  194. Schindler A, Jeffcoat R, Kimmel GL, Pitt CG, Wall ME, Zweidinger R (1977) Biodegradable Polymers for Sustained Drug Delivery in: Pearce EM, Schefgen JR (eds) Contemporary Topics in Polymer Science, Plenum Press, New York 2: 251

    Google Scholar 

  195. Hiljanen-Vainio M, Karjalainen T, Seppala J (1996) J Appl Polym Sci 59 (8): 1281

    Article  CAS  Google Scholar 

  196. Lostocco MR, Huang SJ (1996) PMSE 75: 379

    Google Scholar 

  197. Storey RF, Hickey TP (1994) Polymer 35 (4): 830

    Article  CAS  Google Scholar 

  198. Grijpma DW, Pennings AJ (1994) Macromol Chem Phys 195: 1649

    Article  CAS  Google Scholar 

  199. Grijpma DW, Pennings AJ (1994) Macromol Chem Phys 195: 1633

    Article  CAS  Google Scholar 

  200. Buchholz B, EP 90 121 163 (1990)

    Google Scholar 

  201. Buchholz B (1993) J Mat Sci: Mat Med 4: 381

    Article  CAS  Google Scholar 

  202. Draney DR, Jarrett PK (1990) Polym Prepr 31 (1): 137

    CAS  Google Scholar 

  203. Muth RR, Totakura N, Liu CK, USP 5 322 925 (1994)

    Google Scholar 

  204. Klee D, Schmidt P, Beyss E, Kleiker H, Mittermayer C, Hoecker H (1992) Adv Biomater 10: 431

    CAS  Google Scholar 

  205. Schmidt P, Keul J, Hocker H (1996) Macromolecules 29: 3674

    Article  CAS  Google Scholar 

  206. Kaplan DS, Hermes M, Muth RR, Kennedy J, USP 5 320 624 (1994)

    Google Scholar 

  207. Kaplan DS, Hermes M, Muth RR, Kennedy J, USP 5 475 063 (1995)

    Google Scholar 

  208. Albertsson AC, Lofgren A, Sjoling M (1993) Macromol Chem, Macromol Symp 73: 127

    Article  CAS  Google Scholar 

  209. Lofgren A, Albertsson AC, (1994) J Appl Poly Sci 52: 1327

    Article  CAS  Google Scholar 

  210. Kafrawy A, Mattei FV, Shalaby SW, USP 4470416 (1984)

    Google Scholar 

  211. Kennedy J, Kaplan DS, Muth RR USP 5314989 (1994)

    Google Scholar 

  212. Kennedy J, Kaplan DS, Muth RR USP 5 225 520 (1993)

    Google Scholar 

  213. Bezwada RS, Newman HD, Shalaby SW, USP 5 007 923 (1991)

    Google Scholar 

  214. Jarrett PK, Casey DJ, Peake SL, USP 5 080 665 (1992)

    Google Scholar 

  215. Bezwada RS, Shalaby SW, Newman HD, Kafrawy A, USP 4 643 191 (1987)

    Google Scholar 

  216. Doddi N, Versfelt CC, Wasserman D, USP 4 052 988 (1977)

    Google Scholar 

  217. Nakayama A, Kawasaki N, Arvanitoyannis I, Aiba S, Yamamoto N (1996) J Environm Poly Degrad 4 (3): 205

    Article  CAS  Google Scholar 

  218. Nakayama A, Kawasaki N, Arvanitoyannis I, Iyoda J, Yamamoto N (1995) Polymer 36 (6): 1295

    Article  CAS  Google Scholar 

  219. Nakayama A, Kawasaki N, Arvanitoyannis I, Yamamoto N (1994) Stud Polym Sci 12: 557

    CAS  Google Scholar 

  220. Ovchinnikova TN, Petrovskii PV, Bogachev YS, Lyudvig EB (1989) Vysokomol Soedin, Ser A 31 (5): 935

    CAS  Google Scholar 

  221. Kimura Y, Shirotani K, Yamane H, Kitao T (1993) Polymer 34 (8): 1741

    Article  CAS  Google Scholar 

  222. Kimura Y, Yamaoka T (1996) abstracts of the Fifth International Workshop on Biodegradable Polymers, presentation 28

    Google Scholar 

  223. Fan CL, Li B, Liu ZH, Zhuo RX (1995) Gaodeng Xuexiao Huaxue Xuebao 16 (6): 971

    CAS  Google Scholar 

  224. **ong CD, Cheng LM, Xu RP, Deng XM (1995) J Appl Poly Sci 55 (6): 865

    Article  CAS  Google Scholar 

  225. Zhu KJ, **angzhou L, Shilin Y (1986) J Poly Sci: Part C: Poly Lett 24: 331

    Google Scholar 

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

    Article  CAS  Google Scholar 

  227. Zhu KJ, **angzhou L, Shilin Y (1990) J Appl Poly Sci 29: 1

    Article  Google Scholar 

  228. Hu DSG, Liu HJ (1994) J Appl Polym Sci 51: 473

    Article  CAS  Google Scholar 

  229. Cohn D, Younes H (1988) J Biomed Mater Res 22: 993

    Article  CAS  Google Scholar 

  230. Kricheleldorf HR, Meier-Haack J (1993) Makromol Chem 194: 715

    Article  Google Scholar 

  231. Deng XM, **ong CD, Cheng LM, Xu RP (1990) J Poly Sci: Part C: Poly Lett 28: 411

    Google Scholar 

  232. Casey DJ, Huffman KR, USP 4 438 253 (1984)

    Google Scholar 

  233. Kimura Y, Matsuzaki Y, Yamane H, Kitao T (1989) Polymer 30: 1342

    Article  CAS  Google Scholar 

  234. Lostocco MR, Huang SJ (1995) abstracts of the Fourth International Workshop on Biodegradable Polymers, poster 5

    Google Scholar 

  235. Kouloungis NR, Farrel RE, McCarthy SP, Eberiel D, Gross RA (1995) abstracts of the Fourth International Workshop on Biodegradable Polymers, poster 32

    Google Scholar 

  236. Kumar RA, Yue CL, Gross RA, McCarthy SP (1996) abstracts of the Fifth International Workshop on Biodegradable Polymers, poster 16

    Google Scholar 

  237. Tsuji H, Ikada Y (1996) J Appl Polym Sci 60: 2367

    Article  CAS  Google Scholar 

  238. Hiljanen-Vainio M, Varpomaa P, Seppala J, Tormala P (1996) Macromol Chem Phys 197: 1503

    Article  CAS  Google Scholar 

  239. Dave PB, Gross RA, McCarthy SP (1990) ANTEC Proceed 1439

    Google Scholar 

  240. Zhang L, **ong C, Deng X (1996) Polymer 37 (2): 235

    Article  CAS  Google Scholar 

  241. Park TG, Cohen S, Langer R (1992) Macromolecules 25: 116

    Article  CAS  Google Scholar 

  242. Wang L, Ma W, McCarthy SP, Gross RA (1995) abstracts of the Fourth International Workshop on Biodegradable Polymers, poster 16

    Google Scholar 

  243. Grijpma DW, Van Hofslot RDA, Super H, Nijenhuis AI, Pennings AJ (1994) Polym Eng Sci 34 (22): 1674

    Article  CAS  Google Scholar 

  244. Joziasse CAP, Topp MDC, Veenstra H, Grijpma DW, Pennings AJ (1994) Polym Bull 33: 599

    Article  CAS  Google Scholar 

  245. Grijpma DW, Joziasse CAP, Pennings AJ (1993) Makromol Chem, Rapid Commun 14: 155

    Article  CAS  Google Scholar 

  246. Grijpma DW, Nijenhuis AJ, van Wijk PGT, Pennings AJ (1992) Polym Bull 29: 571

    Article  CAS  Google Scholar 

  247. Nijenhuis AJ, Grijpma DW, Pennings AJ (1996) Polymer 37 (13): 2783

    Article  CAS  Google Scholar 

  248. Grijpma DW, Kroeze E, Nijenhuis AJ, Pennings AJ (1993) Polymer 34 (7): 1496

    Article  CAS  Google Scholar 

  249. Williams DF, Chu CC, Dwyer JJ (1984) J Appl Polym Sci 29: 1865

    Article  CAS  Google Scholar 

  250. Birkinshaw C, Buggy M, Henn GG, Jones E (1992) Polym Degrad Stabil 38: 249

    Article  CAS  Google Scholar 

  251. Gruber PR, Hartmann MH, Kolstad JJ, Witzke DR, Brosch AL (1996) PCT 94 08508

    Google Scholar 

  252. Protzman TF, USP 4644038 (1987)

    Google Scholar 

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  1. M. H. Hartmann
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  1. Department of Chemical Engineering, Biotechnology Center, Tufts University, 4 Colby Street, 02155, Medford, MA, USA

    David L. Kaplan

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Hartmann, M.H. (1998). High Molecular Weight Polylactic Acid Polymers. In: Kaplan, D.L. (eds) Biopolymers from Renewable Resources. Macromolecular Systems — Materials Approach. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-662-03680-8_15

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  • DOI: https://doi.org/10.1007/978-3-662-03680-8_15

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