Skip to main content
Erschienen in: Polymer Bulletin 6/2015

01.06.2015 | Original Paper

Synthesis of poly(vinyl alcohol-graft-lactic acid) copolymer and its application as medical anti-tissue adhesion thin film

verfasst von: Caihua Ni, Ronghui Lu, Lei Tao, Gang Shi, Xuejun Li, Changhu Qin

Erschienen in: Polymer Bulletin | Ausgabe 6/2015

Einloggen

Aktivieren Sie unsere intelligente Suche, um passende Fachinhalte oder Patente zu finden.

search-config
loading …

Abstract

Graft copolymers of poly(vinyl alcohol-g-lactic acid) (PVA-g-PLA) were synthesized through a direct polycondensation of d,l-lactic acid grafting from polyvinyl alcohol (PVA) using 1-ethyl-(3-dimethylaminopropyl) carbodiimide hydrochloride (EDC·HCl) as the catalyst. The molecular weights of the graft copolymers varied from 98,000 to 106,000, which were determined by gel permeation chromatography. It was observed that the glass transition temperatures of the copolymers decreased with the increase of lactic acid units in the copolymers. Thin films with the thickness of 0.04–0.06 mm were prepared using the copolymers. The films showed improved hydrophilicity and flexibility compared with PLA homopolymer. Small pieces of the films were implanted under the skin of mice for anti-tissue adhesion purpose. The films demonstrated good anti-tissue adhesion behavior and suitable degradability in the mouse body. The graft copolymers were non-toxic, flexible, blood compatible, non-cytotoxic and had potential applications as a medical anti-tissue adhesion agent.

Sie haben noch keine Lizenz? Dann Informieren Sie sich jetzt über unsere Produkte:

Springer Professional "Wirtschaft+Technik"

Online-Abonnement

Mit Springer Professional "Wirtschaft+Technik" erhalten Sie Zugriff auf:

  • über 102.000 Bücher
  • über 537 Zeitschriften

aus folgenden Fachgebieten:

  • Automobil + Motoren
  • Bauwesen + Immobilien
  • Business IT + Informatik
  • Elektrotechnik + Elektronik
  • Energie + Nachhaltigkeit
  • Finance + Banking
  • Management + Führung
  • Marketing + Vertrieb
  • Maschinenbau + Werkstoffe
  • Versicherung + Risiko

Jetzt Wissensvorsprung sichern!

Springer Professional "Technik"

Online-Abonnement

Mit Springer Professional "Technik" erhalten Sie Zugriff auf:

  • über 67.000 Bücher
  • über 390 Zeitschriften

aus folgenden Fachgebieten:

  • Automobil + Motoren
  • Bauwesen + Immobilien
  • Business IT + Informatik
  • Elektrotechnik + Elektronik
  • Energie + Nachhaltigkeit
  • Maschinenbau + Werkstoffe




 

Jetzt Wissensvorsprung sichern!

Literatur
1.
Zurück zum Zitat Mathers RT (2012) How well can renewable resources mimic commodity monomers and polymers? J Polym Sci A Polym Chem 50:1–15CrossRef Mathers RT (2012) How well can renewable resources mimic commodity monomers and polymers? J Polym Sci A Polym Chem 50:1–15CrossRef
2.
Zurück zum Zitat Wilbon P, Chu F, Tang C (2013) Progress in renewable polymers from natural terpenes, terpenoids, and rosin. Macromol Rapid Commun 34:8–37CrossRef Wilbon P, Chu F, Tang C (2013) Progress in renewable polymers from natural terpenes, terpenoids, and rosin. Macromol Rapid Commun 34:8–37CrossRef
3.
Zurück zum Zitat Yao K, Tang C (2013) Controlled polymerization of next-generation renewable monomers and beyond. Macromolecules 46:1689–1712CrossRef Yao K, Tang C (2013) Controlled polymerization of next-generation renewable monomers and beyond. Macromolecules 46:1689–1712CrossRef
4.
Zurück zum Zitat Tuominen J, Kylma J, Kapanen A, Venelampi O, Itavaara M, Seppala J (2002) Biodegradation of lactic acid based polymers under controlled composting conditions and evaluation of the ecotoxicological impact. Biomacromolecules 3:445–455CrossRef Tuominen J, Kylma J, Kapanen A, Venelampi O, Itavaara M, Seppala J (2002) Biodegradation of lactic acid based polymers under controlled composting conditions and evaluation of the ecotoxicological impact. Biomacromolecules 3:445–455CrossRef
5.
Zurück zum Zitat Bishai M, De S, Adhikari B, Banerjee R (2014) A comprehensive study on enhanced characteristics of modified polylactic acid based versatile biopolymer. Eur Polym J 54:52–61CrossRef Bishai M, De S, Adhikari B, Banerjee R (2014) A comprehensive study on enhanced characteristics of modified polylactic acid based versatile biopolymer. Eur Polym J 54:52–61CrossRef
6.
Zurück zum Zitat Miller SA (2013) Sustainable polymers: opportunities for the next decade. ACS Macro Lett 2:550–554CrossRef Miller SA (2013) Sustainable polymers: opportunities for the next decade. ACS Macro Lett 2:550–554CrossRef
7.
Zurück zum Zitat Sansone L, Aldi A, Musto P, Maio ED, Amendola E, Mensitieri G (2012) Assessing the suitability of polylactic acid flexible films for high pressure pasteurization and sterilization of packaged foodstuff. J Food Eng 111:34–45CrossRef Sansone L, Aldi A, Musto P, Maio ED, Amendola E, Mensitieri G (2012) Assessing the suitability of polylactic acid flexible films for high pressure pasteurization and sterilization of packaged foodstuff. J Food Eng 111:34–45CrossRef
8.
Zurück zum Zitat Rhim JW, Mohanty AK, Singh SP, Ng PKW (2006) Effect of the processing methods on the performance of polylactide films: thermocompression versus solvent casting. J Appl Polym Sci 101:3736–3742CrossRef Rhim JW, Mohanty AK, Singh SP, Ng PKW (2006) Effect of the processing methods on the performance of polylactide films: thermocompression versus solvent casting. J Appl Polym Sci 101:3736–3742CrossRef
9.
Zurück zum Zitat Wang J, Yao K, Wang C, Tang C, Jiang X (2013) Synthesis and drug delivery of novel amphiphilic block copolymers containing hydrophobic dehydroabietic moiety. J Mater Chem B 1:2324–2332CrossRef Wang J, Yao K, Wang C, Tang C, Jiang X (2013) Synthesis and drug delivery of novel amphiphilic block copolymers containing hydrophobic dehydroabietic moiety. J Mater Chem B 1:2324–2332CrossRef
10.
Zurück zum Zitat Rasal RM, Janorkar AV, Hirt DE (2010) Poly (lactic acid) modifications. Prog Polym Sci 35:338–356CrossRef Rasal RM, Janorkar AV, Hirt DE (2010) Poly (lactic acid) modifications. Prog Polym Sci 35:338–356CrossRef
11.
Zurück zum Zitat Xiong Z, Yang Y, Feng JX, Zhang XM, Zhang CZ, Tang ZB (2013) Preparation and characterization of poly(lactic acid)/starch composites toughened with epoxidized soybean oil. Carbohydr Polym 92:810–816CrossRef Xiong Z, Yang Y, Feng JX, Zhang XM, Zhang CZ, Tang ZB (2013) Preparation and characterization of poly(lactic acid)/starch composites toughened with epoxidized soybean oil. Carbohydr Polym 92:810–816CrossRef
12.
Zurück zum Zitat Choi KM, Choia MC, Hana DH, Parka TS, Hab CS (2013) Plasticization of poly(lactic acid) (PLA) through chemical grafting of poly(ethylene glycol) (PEG) via in situ reactive blending. Eur Polym J 49:2356–2364CrossRef Choi KM, Choia MC, Hana DH, Parka TS, Hab CS (2013) Plasticization of poly(lactic acid) (PLA) through chemical grafting of poly(ethylene glycol) (PEG) via in situ reactive blending. Eur Polym J 49:2356–2364CrossRef
13.
Zurück zum Zitat Ma P, Spoelstra AB, Schmit P, Lemstra PJ (2013) Toughening of poly (lactic acid) by poly (beta-hydroxybutyrate co-beta-hydroxyvalerate) with high hydroxyvalerate content. Eur Polym J 49:1523–1531 Ma P, Spoelstra AB, Schmit P, Lemstra PJ (2013) Toughening of poly (lactic acid) by poly (beta-hydroxybutyrate co-beta-hydroxyvalerate) with high hydroxyvalerate content. Eur Polym J 49:1523–1531
14.
Zurück zum Zitat Guerrouani N, Couturaud B, Mas A, SchuéF Robin JJ (2013) Environment-friendly synthesis of amphiphilic polyester-graft-poly(vinyl alcohol). Eur Polym J 49:1621–1633CrossRef Guerrouani N, Couturaud B, Mas A, SchuéF Robin JJ (2013) Environment-friendly synthesis of amphiphilic polyester-graft-poly(vinyl alcohol). Eur Polym J 49:1621–1633CrossRef
15.
Zurück zum Zitat Ding N, Shentu BQ, Pan PJ, Shan GR, Bao YZ, Weng ZX (2013) Synthesis and crystallization of poly(vinyl acetate)-g-poly(l-lactide) graft copolymer with controllable graft density. Ind Eng Chem Res 52:12897–12905CrossRef Ding N, Shentu BQ, Pan PJ, Shan GR, Bao YZ, Weng ZX (2013) Synthesis and crystallization of poly(vinyl acetate)-g-poly(l-lactide) graft copolymer with controllable graft density. Ind Eng Chem Res 52:12897–12905CrossRef
16.
Zurück zum Zitat Abdulkhani A, Hosseinzadeh J, Ashori A, Dadashi S, Takzare Z (2014) Preparation and characterization of modified cellulose nanofibers reinforced polylactic acid nanocomposite. Polym Test 35:73–79CrossRef Abdulkhani A, Hosseinzadeh J, Ashori A, Dadashi S, Takzare Z (2014) Preparation and characterization of modified cellulose nanofibers reinforced polylactic acid nanocomposite. Polym Test 35:73–79CrossRef
17.
Zurück zum Zitat Pitarresi G, Palumbo FS, Fiorica C, Calascibetta F, Stefano MD, Giammona G (2013) Injectable in situ forming microgels of hyaluronic acid-g-polylactic acid for methylprednisolone release. Eur Polym J 49:718–725CrossRef Pitarresi G, Palumbo FS, Fiorica C, Calascibetta F, Stefano MD, Giammona G (2013) Injectable in situ forming microgels of hyaluronic acid-g-polylactic acid for methylprednisolone release. Eur Polym J 49:718–725CrossRef
18.
Zurück zum Zitat Dasaria A, Quirós J, Herreroa B, Boltes K, García-Calvoc E, Rosal R (2012) Antifouling membranes prepared by electrospinning polylactic acid containing biocidal nanoparticles. J Membr Sci 405–406:134–140CrossRef Dasaria A, Quirós J, Herreroa B, Boltes K, García-Calvoc E, Rosal R (2012) Antifouling membranes prepared by electrospinning polylactic acid containing biocidal nanoparticles. J Membr Sci 405–406:134–140CrossRef
19.
Zurück zum Zitat Jansen R (1990) Prevention and treatment of post surgical adhesions. Med J Aust 152:305–306 Jansen R (1990) Prevention and treatment of post surgical adhesions. Med J Aust 152:305–306
20.
Zurück zum Zitat Kato T, Haro H, Komori H et al (2005) Evaluation of hyaluronic acid sheet for the prevention of post laminectomy adhesions. Spine J 5:479–488CrossRef Kato T, Haro H, Komori H et al (2005) Evaluation of hyaluronic acid sheet for the prevention of post laminectomy adhesions. Spine J 5:479–488CrossRef
21.
Zurück zum Zitat Fernández ICS, Mei HC, Lochhead MJ, Grainger DW, Busscher HJ (2007) The inhibition of the adhesion of clinically isolated bacterial strains on multi-component cross-linked poly(ethylene glycol)-based polymer coatings. Biomaterials 28:4105–4112CrossRef Fernández ICS, Mei HC, Lochhead MJ, Grainger DW, Busscher HJ (2007) The inhibition of the adhesion of clinically isolated bacterial strains on multi-component cross-linked poly(ethylene glycol)-based polymer coatings. Biomaterials 28:4105–4112CrossRef
22.
Zurück zum Zitat Claudia S, Manfred FM, Sandra T et al (2007) In vitro blood reactivity to hydroxylated and non-hydroxylated polymer surfaces. Biomaterials 28:3617–3625CrossRef Claudia S, Manfred FM, Sandra T et al (2007) In vitro blood reactivity to hydroxylated and non-hydroxylated polymer surfaces. Biomaterials 28:3617–3625CrossRef
23.
Zurück zum Zitat Benjamin GK, Amanda WB, Kellie LB et al (2007) Role of plasma fibronectin in the foreign body response to biomaterials. Biomaterials 28:3626–3631CrossRef Benjamin GK, Amanda WB, Kellie LB et al (2007) Role of plasma fibronectin in the foreign body response to biomaterials. Biomaterials 28:3626–3631CrossRef
24.
Zurück zum Zitat Waya TD, Hsieh SR, Chang CJ, Hung TW, Chiu CH (2010) Preparation and characterization of branched polymers as postoperative anti-adhesion barriers. Appl Surf Sci 256:3330–3336CrossRef Waya TD, Hsieh SR, Chang CJ, Hung TW, Chiu CH (2010) Preparation and characterization of branched polymers as postoperative anti-adhesion barriers. Appl Surf Sci 256:3330–3336CrossRef
25.
Zurück zum Zitat Hsieh SR, Chang CJ, Way TD, Kwan PC, Hung TW (2009) Preparation and non-invasive in-vivo imaging of anti-adhesion barriers with fluorescent polymeric marks. J Fluoresc 19:733–740CrossRef Hsieh SR, Chang CJ, Way TD, Kwan PC, Hung TW (2009) Preparation and non-invasive in-vivo imaging of anti-adhesion barriers with fluorescent polymeric marks. J Fluoresc 19:733–740CrossRef
26.
Zurück zum Zitat Erdohan ZO, Turhan BKN (2013) Characterization of antimicrobial polylactic acid based films. J Food Eng 119:308–315CrossRef Erdohan ZO, Turhan BKN (2013) Characterization of antimicrobial polylactic acid based films. J Food Eng 119:308–315CrossRef
27.
Zurück zum Zitat Zhang HJ, Xia HS, Wang J, Li YW (2009) High intensity focused ultrasound-responsive release behavior of PLA-b-PEG copolymer micelles. J Control Release 139:31–39CrossRef Zhang HJ, Xia HS, Wang J, Li YW (2009) High intensity focused ultrasound-responsive release behavior of PLA-b-PEG copolymer micelles. J Control Release 139:31–39CrossRef
28.
Zurück zum Zitat Giovino C, Ayensu I, Tetteh J, Boateng JS (2012) Development and characterisation of chitosan films impregnated with insulin loaded PEG-b-PLA nanoparticles (NPs): a potential approach for buccal delivery of macromolecules. Int J Pharm 428:143–151CrossRef Giovino C, Ayensu I, Tetteh J, Boateng JS (2012) Development and characterisation of chitosan films impregnated with insulin loaded PEG-b-PLA nanoparticles (NPs): a potential approach for buccal delivery of macromolecules. Int J Pharm 428:143–151CrossRef
29.
Zurück zum Zitat Hami Z, Amini M, Ghazi-Khansaric M et al (2014) Synthesis and in vitro evaluation of a pH-sensitive PLA–PEG-folate based polymeric micelle for controlled delivery of docetaxel. Colloids Surf B 116:309–317CrossRef Hami Z, Amini M, Ghazi-Khansaric M et al (2014) Synthesis and in vitro evaluation of a pH-sensitive PLA–PEG-folate based polymeric micelle for controlled delivery of docetaxel. Colloids Surf B 116:309–317CrossRef
30.
Zurück zum Zitat Chen AZ, Zhao Z, Wang SB, Li Y, Zhao C, Liu YG (2011) A continuous RESS process to prepare PLA–PEG–PLA microparticles. J Supercrit Fluid 59:92–97CrossRef Chen AZ, Zhao Z, Wang SB, Li Y, Zhao C, Liu YG (2011) A continuous RESS process to prepare PLA–PEG–PLA microparticles. J Supercrit Fluid 59:92–97CrossRef
31.
Zurück zum Zitat Xie XX, Wang JT, Qin LF, Wen Z, Guo HP, Lin DH (2012) Preparation and properties of mPEG-PLGA nanoparticles and evaluation of their in vitro anti-adhesive ability. Chin Hosp Pharm J 32:1727–1731 Xie XX, Wang JT, Qin LF, Wen Z, Guo HP, Lin DH (2012) Preparation and properties of mPEG-PLGA nanoparticles and evaluation of their in vitro anti-adhesive ability. Chin Hosp Pharm J 32:1727–1731
32.
Zurück zum Zitat Grumezescu V, Socol G, Grumezescu AM et al (2014) Functionalized antibiofilm thin coatings based on PLA–PVA microspheres loaded with usnic acid natural compounds fabricated by MAPLE. Appl Surf Sci 302:262–267CrossRef Grumezescu V, Socol G, Grumezescu AM et al (2014) Functionalized antibiofilm thin coatings based on PLA–PVA microspheres loaded with usnic acid natural compounds fabricated by MAPLE. Appl Surf Sci 302:262–267CrossRef
33.
Zurück zum Zitat Guo XK, Fan YP (2006) Synthesis and characterize of PVA-g-PLLA brush-like graft copolymer. J Shantou Univ (Nat Sci) 21:17–22 Guo XK, Fan YP (2006) Synthesis and characterize of PVA-g-PLLA brush-like graft copolymer. J Shantou Univ (Nat Sci) 21:17–22
34.
Zurück zum Zitat Breitenbach A, Pistel KF, Kissel T (2000) Biodegradable comb polyesters. Part II. Erosion and release properties of poly(vinyl alcohol)-g-poly(lactic-co-glycolic acid). Polymer 41:4781–4792CrossRef Breitenbach A, Pistel KF, Kissel T (2000) Biodegradable comb polyesters. Part II. Erosion and release properties of poly(vinyl alcohol)-g-poly(lactic-co-glycolic acid). Polymer 41:4781–4792CrossRef
35.
Zurück zum Zitat Cho JD, Lyoo WS, Chvalum SN et al (1999) X-ray analysis and molecular modeling of polyvinyl alcohol with different stereo regularities. Macromolecules 32:6236–6244CrossRef Cho JD, Lyoo WS, Chvalum SN et al (1999) X-ray analysis and molecular modeling of polyvinyl alcohol with different stereo regularities. Macromolecules 32:6236–6244CrossRef
36.
Zurück zum Zitat Nelson SK, Wataha JC, Neme AML, Cibirka RM, Lockwood PE (1999) Cytotoxicity of dental casting alloys pretreated with biologic solutions. J Prosthet Dent 8:591–596CrossRef Nelson SK, Wataha JC, Neme AML, Cibirka RM, Lockwood PE (1999) Cytotoxicity of dental casting alloys pretreated with biologic solutions. J Prosthet Dent 8:591–596CrossRef
37.
Zurück zum Zitat Pioletti DP, Takei H, Lin T, Landuyt PV, Ma QJ, Kwon SY, Sung KLP (2000) The effects of calcium phosphate cement particles on osteoblast functions. Biomaterials 21:1103–1114CrossRef Pioletti DP, Takei H, Lin T, Landuyt PV, Ma QJ, Kwon SY, Sung KLP (2000) The effects of calcium phosphate cement particles on osteoblast functions. Biomaterials 21:1103–1114CrossRef
38.
Zurück zum Zitat Wang J, Ni CH, Zhang YN et al (2014) Preparation and pH controlled release of polyelectrolyte complex of poly(l-malic acid-co-d, l-lactic acid) and chitosan. Colloids Surf B 115:275–279CrossRef Wang J, Ni CH, Zhang YN et al (2014) Preparation and pH controlled release of polyelectrolyte complex of poly(l-malic acid-co-d, l-lactic acid) and chitosan. Colloids Surf B 115:275–279CrossRef
39.
Zurück zum Zitat He B, Bei JZ, Wang SG (2003) Synthesis and characterization of a functionalized biodegradable copolymer: poly(l-lactide-co-RS-β-malic acid). Polymer 44:989–994CrossRef He B, Bei JZ, Wang SG (2003) Synthesis and characterization of a functionalized biodegradable copolymer: poly(l-lactide-co-RS-β-malic acid). Polymer 44:989–994CrossRef
40.
Zurück zum Zitat Calucci L, Forte C, Buwalda SJ et al (2010) Self-aggregation of gel forming PEG–PLA star block copolymers in water. Langmuir 26:12890–12896CrossRef Calucci L, Forte C, Buwalda SJ et al (2010) Self-aggregation of gel forming PEG–PLA star block copolymers in water. Langmuir 26:12890–12896CrossRef
Metadaten
Titel
Synthesis of poly(vinyl alcohol-graft-lactic acid) copolymer and its application as medical anti-tissue adhesion thin film
verfasst von
Caihua Ni
Ronghui Lu
Lei Tao
Gang Shi
Xuejun Li
Changhu Qin
Publikationsdatum
01.06.2015
Verlag
Springer Berlin Heidelberg
Erschienen in
Polymer Bulletin / Ausgabe 6/2015
Print ISSN: 0170-0839
Elektronische ISSN: 1436-2449
DOI
https://doi.org/10.1007/s00289-015-1353-0

Weitere Artikel der Ausgabe 6/2015

Polymer Bulletin 6/2015 Zur Ausgabe

    Marktübersichten

    Die im Laufe eines Jahres in der „adhäsion“ veröffentlichten Marktübersichten helfen Anwendern verschiedenster Branchen, sich einen gezielten Überblick über Lieferantenangebote zu verschaffen.