Skip to main content
Erschienen in: Journal of Polymer Research 12/2015

01.12.2015 | Original Paper

Role of N,N'-bis(1H-benzotriazole) adipic acid acethydrazide in crystallization nucleating effect and melting behavior of poly(L-lactic acid)

verfasst von: Yan-Hua Cai, Yan-Hua Zhang, Li-Sha Zhao

Erschienen in: Journal of Polymer Research | Ausgabe 12/2015

Einloggen

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

search-config
loading …

Abstract

The enhancement of crystallization performance is very important in semicrystalline polymers for broadening their practical application. In this study, N,N'-bis(1H-benzotriazole) adipic acid acethydrazide (BA) was synthesized from 1H-benzotriazole and adipic acid in order to evaluate the heterogeneous nucleating performance of poly(L-lactic acid) (PLLA). Through the investigation of non-isothermal crystallization behavior of PLLA containing different BA content using differential scanning calorimetry (DSC) and wide-angle X-ray diffraction (WAXD), it was clear that BA was able to significantly promote the crystallization of PLLA compared to pristine PLLA, and the addition of BA resulted in an increase in the onset and peak crystallization temperatures and in the non-isothermal crystallization enthalpy. Furthermore, 1 wt% BA was found to be the optimal concentration, achieving the best nucleating effect for PLLA. The cooling rate was a key factor affecting the non-isothermal crystallization peak. The set final melting temperature also affected crystallization, as a result of the solubility of BA in the PLLA matrix and the thermal decomposition of PLLA at the set temperature. Comparative study of the melting behavior of PLLA and PLLA/BA further confirmed the nucleating interaction of BA with PLLA. Differences in melting behavior were largely dependent on the competition between the crystallization rate and the relevant heating or cooling rate.

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 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
2.
Zurück zum Zitat Cai YH, Yin JB, Fan YQ, Chen XS (2011) Crystallization behavior of biodegradable poly(L-lactic acid) filled with a powerful nucleating agent-N, N′-Bis(benzoyl) suberic acid dihydrazide. J Appl Polym Sci 121:1408–1416CrossRef Cai YH, Yin JB, Fan YQ, Chen XS (2011) Crystallization behavior of biodegradable poly(L-lactic acid) filled with a powerful nucleating agent-N, N′-Bis(benzoyl) suberic acid dihydrazide. J Appl Polym Sci 121:1408–1416CrossRef
3.
Zurück zum Zitat Liao X, Nawaby AV (2012) The sorption behaviors in PLLA-CO2 system and its effect on foam morphology. J Polym Res 19:9827CrossRef Liao X, Nawaby AV (2012) The sorption behaviors in PLLA-CO2 system and its effect on foam morphology. J Polym Res 19:9827CrossRef
4.
Zurück zum Zitat Gartner H, Li Y, Almenar E (2015) Improved wettability and adhesion of polylactic acid/chitosan coating for bio-based multilayer film development [J]. Appl Surf Sci 332:488–493CrossRef Gartner H, Li Y, Almenar E (2015) Improved wettability and adhesion of polylactic acid/chitosan coating for bio-based multilayer film development [J]. Appl Surf Sci 332:488–493CrossRef
5.
Zurück zum Zitat Pandey SK, Patel DK, Thakur R, Mishra DP, Maiti P, Haldar C (2015) Anti-cancer evaluation of quercetin embedded PLA nanoparticles synthesized by emulsified nanoprecipitation. Int J Biol Macromol 75:521–529CrossRef Pandey SK, Patel DK, Thakur R, Mishra DP, Maiti P, Haldar C (2015) Anti-cancer evaluation of quercetin embedded PLA nanoparticles synthesized by emulsified nanoprecipitation. Int J Biol Macromol 75:521–529CrossRef
6.
Zurück zum Zitat Hopmann C, Schippers S, Hofs C (2015) Influence of recycling of poly(lactic acid) on packaging relevant properties. J Appl Polym Sci 132:41532 Hopmann C, Schippers S, Hofs C (2015) Influence of recycling of poly(lactic acid) on packaging relevant properties. J Appl Polym Sci 132:41532
7.
Zurück zum Zitat Li HB, Huneault MA (2007) Effect of nucleation and plasticization on the crystallization of poly(lactic acid). Polymer 48:6855–6866CrossRef Li HB, Huneault MA (2007) Effect of nucleation and plasticization on the crystallization of poly(lactic acid). Polymer 48:6855–6866CrossRef
8.
Zurück zum Zitat You JX, Yu W, Zhou CX (2014) Accelerated Crystallization of Poly(lactic acid): Synergistic Effect of Poly(ethylene glycol), Dibenzylidene Sorbitol, and Long-Chain Branching. Ind Eng Chem Res 53:1097–1107CrossRef You JX, Yu W, Zhou CX (2014) Accelerated Crystallization of Poly(lactic acid): Synergistic Effect of Poly(ethylene glycol), Dibenzylidene Sorbitol, and Long-Chain Branching. Ind Eng Chem Res 53:1097–1107CrossRef
9.
Zurück zum Zitat Chou PM, Mariatti M, Zulkifli A, Todo M (2011) Changes in the crystallinity and mechanical properties of poly(l-lactic acid)/poly(butylene succinate-co-l-lactate) blend with annealing process. Polym Bull 67:815–830CrossRef Chou PM, Mariatti M, Zulkifli A, Todo M (2011) Changes in the crystallinity and mechanical properties of poly(l-lactic acid)/poly(butylene succinate-co-l-lactate) blend with annealing process. Polym Bull 67:815–830CrossRef
10.
Zurück zum Zitat Li J, Chen DK, Gui BZ, Gu MH, Ren J (2011) Crystallization morphology and crystallization kinetics of poly(lactic acid): effect of N-Aminophthalimide as nucleating agent. Polym Bull 67:775–791CrossRef Li J, Chen DK, Gui BZ, Gu MH, Ren J (2011) Crystallization morphology and crystallization kinetics of poly(lactic acid): effect of N-Aminophthalimide as nucleating agent. Polym Bull 67:775–791CrossRef
11.
Zurück zum Zitat Fan YQ, Zhu J, Yan SF, Chen XS, Yin JB (2015) Nucleating effect and crystal morphology controlling based on binary phase behavior between organic nucleating agent and poly(L-lactic acid). Polymer 67:63–71CrossRef Fan YQ, Zhu J, Yan SF, Chen XS, Yin JB (2015) Nucleating effect and crystal morphology controlling based on binary phase behavior between organic nucleating agent and poly(L-lactic acid). Polymer 67:63–71CrossRef
12.
Zurück zum Zitat Su ZZ, Li QY, Liu YJ, Guo WH, Wu CF (2010) The nucleation effect of modified carbon black on crystallization of poly(lactic acid). Polym Eng Sci 50:1658–1666CrossRef Su ZZ, Li QY, Liu YJ, Guo WH, Wu CF (2010) The nucleation effect of modified carbon black on crystallization of poly(lactic acid). Polym Eng Sci 50:1658–1666CrossRef
13.
Zurück zum Zitat Qi ZF, Yang Y, Xiong Z, Deng J, Zhang RY, Zhu J (2015) Effect of aliphatic diacyl adipic dihydrazides on the crystallization of poly(lactic acid). J Appl Polym Sci 132:42028 Qi ZF, Yang Y, Xiong Z, Deng J, Zhang RY, Zhu J (2015) Effect of aliphatic diacyl adipic dihydrazides on the crystallization of poly(lactic acid). J Appl Polym Sci 132:42028
14.
Zurück zum Zitat Wang YM, He DR, Wang X, Cao W, Li Q, Shen CY (2013) Crystallization of poly(lactic acid) enhanced by phthalhydrazide as nucleating agent. Polym Bull 70:2911–2922CrossRef Wang YM, He DR, Wang X, Cao W, Li Q, Shen CY (2013) Crystallization of poly(lactic acid) enhanced by phthalhydrazide as nucleating agent. Polym Bull 70:2911–2922CrossRef
15.
Zurück zum Zitat He DR, Wang YM, Shao CG, Zheng GQ, Li Q, Shen CY (2013) Effect of phthalimide as an efficient nucleating agent on the crystallization kinetics of poly(lactic acid). Polym Test 32:1088–1093CrossRef He DR, Wang YM, Shao CG, Zheng GQ, Li Q, Shen CY (2013) Effect of phthalimide as an efficient nucleating agent on the crystallization kinetics of poly(lactic acid). Polym Test 32:1088–1093CrossRef
16.
Zurück zum Zitat Weng MT, Qiu ZB (2014) Effect of cyanuric acid on the crystallization kinetics and morphologyof biodegradable poly(l-lactide) as an efficient nucleating agent. Thermochim Acta 577:41–45CrossRef Weng MT, Qiu ZB (2014) Effect of cyanuric acid on the crystallization kinetics and morphologyof biodegradable poly(l-lactide) as an efficient nucleating agent. Thermochim Acta 577:41–45CrossRef
17.
Zurück zum Zitat Wang T, Yang Y, Zhang CZ, Tang ZB, Na HN, Zhu J (2013) Effect of 1,3,5-Trialkyl-Benzenetricarboxylamide on the Crystallization of Poly(lactic acid). J Appl Polym Sci 130:1328–1336CrossRef Wang T, Yang Y, Zhang CZ, Tang ZB, Na HN, Zhu J (2013) Effect of 1,3,5-Trialkyl-Benzenetricarboxylamide on the Crystallization of Poly(lactic acid). J Appl Polym Sci 130:1328–1336CrossRef
18.
Zurück zum Zitat Ma PM, Xu YS, Wang DW, Dong WF, Chen MQ (2014) Rapid Crystallization of Poly(lactic acid) by Using Tailor-Made Oxalamide Derivatives as Novel Soluble-Type Nucleating Agents. Ind Eng Chem Res 53:12888–12892CrossRef Ma PM, Xu YS, Wang DW, Dong WF, Chen MQ (2014) Rapid Crystallization of Poly(lactic acid) by Using Tailor-Made Oxalamide Derivatives as Novel Soluble-Type Nucleating Agents. Ind Eng Chem Res 53:12888–12892CrossRef
19.
Zurück zum Zitat Xu YT, Wu LB (2013) Synthesis of organic bisurea compounds and their roles as crystallization nucleating agents of poly(L-lactic acid). Eur Polym J 49:865–872CrossRef Xu YT, Wu LB (2013) Synthesis of organic bisurea compounds and their roles as crystallization nucleating agents of poly(L-lactic acid). Eur Polym J 49:865–872CrossRef
20.
Zurück zum Zitat Bai HW, Huang CM, Xiu H, Zhang Q, Fu Q (2014) Enhancing mechanical performance of polylactide by tailoring crystal morphology and lamellae orientation with the aid of nucleating agent. Polymer 55:6924–6934CrossRef Bai HW, Huang CM, Xiu H, Zhang Q, Fu Q (2014) Enhancing mechanical performance of polylactide by tailoring crystal morphology and lamellae orientation with the aid of nucleating agent. Polymer 55:6924–6934CrossRef
21.
Zurück zum Zitat Li YX, Liu FA, Liu XM (1992) Syntheses of 1H-Benzotriazole Acethy-4-aroylthiosemicarbazide. Acta Sci Nat Univ Jilinensis 3:122–124 Li YX, Liu FA, Liu XM (1992) Syntheses of 1H-Benzotriazole Acethy-4-aroylthiosemicarbazide. Acta Sci Nat Univ Jilinensis 3:122–124
22.
Zurück zum Zitat Cai YH, Li SJ (2012) Synthesis and performance of N-(benzoyl)stearic acid hydrazide. E-J Chem 9:545–552CrossRef Cai YH, Li SJ (2012) Synthesis and performance of N-(benzoyl)stearic acid hydrazide. E-J Chem 9:545–552CrossRef
23.
Zurück zum Zitat Huang SM, Hwang JJ, Liu HJ, Lin LH (2010) Crystallization behavior of poly(L-lactic acid)/montmorillonite nanocomposites. J Appl Polym Sci 117:434–442CrossRef Huang SM, Hwang JJ, Liu HJ, Lin LH (2010) Crystallization behavior of poly(L-lactic acid)/montmorillonite nanocomposites. J Appl Polym Sci 117:434–442CrossRef
24.
Zurück zum Zitat Xu HS, Dai XJ, Lamb PR, Li ZM (2009) Poly(L-lactide) crystallization induced by multiwall carbon nanotubes at very low loading. J Polym Sci Polym Phys 47:2341–2352CrossRef Xu HS, Dai XJ, Lamb PR, Li ZM (2009) Poly(L-lactide) crystallization induced by multiwall carbon nanotubes at very low loading. J Polym Sci Polym Phys 47:2341–2352CrossRef
25.
Zurück zum Zitat Song J (1994) A new medical polymer. Sichuan Chem Ind 2:38–42 (In Chinese) Song J (1994) A new medical polymer. Sichuan Chem Ind 2:38–42 (In Chinese)
26.
Zurück zum Zitat Su ZZ, Guo WH, Liu YJ, Li QY, Wu CF (2009) Non-isothermal crystallization kinetics of poly(lactic acid)/modified carbon black composite. Polym Bull 62:629–642CrossRef Su ZZ, Guo WH, Liu YJ, Li QY, Wu CF (2009) Non-isothermal crystallization kinetics of poly(lactic acid)/modified carbon black composite. Polym Bull 62:629–642CrossRef
27.
Zurück zum Zitat Cai YH, Zhang YH (2014) The crystallization, melting behavior, and thermal stability of poly(L-lactic acid) induced by N, N, N-tris(benzoyl)trimesic acid hydrazide as an organic nucleating agent. Adv Mater Sci Eng 2014:843564CrossRef Cai YH, Zhang YH (2014) The crystallization, melting behavior, and thermal stability of poly(L-lactic acid) induced by N, N, N-tris(benzoyl)trimesic acid hydrazide as an organic nucleating agent. Adv Mater Sci Eng 2014:843564CrossRef
28.
Zurück zum Zitat Cai YH, Tang Y, Zhao LS (2015) Poly(L-lactic acid) with organic nucleating agent N, N, N'-tris(1H-benzotriazole) trimesinic acid acethydrazide: crystallization and melting behavior. J Appl Polym Sci 132:42402 Cai YH, Tang Y, Zhao LS (2015) Poly(L-lactic acid) with organic nucleating agent N, N, N'-tris(1H-benzotriazole) trimesinic acid acethydrazide: crystallization and melting behavior. J Appl Polym Sci 132:42402
29.
Zurück zum Zitat Hergeth WD, Lebek W, Stettin E, Witkowski K, Schmutzler K (1992) Particle formation in emulsion polymerization, 2. Aggregation of primary particles. Die Makromol Chem 193:1607–1621CrossRef Hergeth WD, Lebek W, Stettin E, Witkowski K, Schmutzler K (1992) Particle formation in emulsion polymerization, 2. Aggregation of primary particles. Die Makromol Chem 193:1607–1621CrossRef
30.
Zurück zum Zitat Yasuniwa M, Satou T (2002) Multiple melting behavior of poly(butylene succinate). I. Thermal analysis of melt-crystallized samples. J Polym Sci Polym Phys 40:2411–2420CrossRef Yasuniwa M, Satou T (2002) Multiple melting behavior of poly(butylene succinate). I. Thermal analysis of melt-crystallized samples. J Polym Sci Polym Phys 40:2411–2420CrossRef
31.
Zurück zum Zitat Wang N, Zhang JC, Sun RJ, Lai K (2007) Study on the comparison of the methods for the crystallinity of PET fiber. J Xi’an Univ Eng Sci Technol 21:285–291 Wang N, Zhang JC, Sun RJ, Lai K (2007) Study on the comparison of the methods for the crystallinity of PET fiber. J Xi’an Univ Eng Sci Technol 21:285–291
Metadaten
Titel
Role of N,N'-bis(1H-benzotriazole) adipic acid acethydrazide in crystallization nucleating effect and melting behavior of poly(L-lactic acid)
verfasst von
Yan-Hua Cai
Yan-Hua Zhang
Li-Sha Zhao
Publikationsdatum
01.12.2015
Verlag
Springer Netherlands
Erschienen in
Journal of Polymer Research / Ausgabe 12/2015
Print ISSN: 1022-9760
Elektronische ISSN: 1572-8935
DOI
https://doi.org/10.1007/s10965-015-0887-z

Weitere Artikel der Ausgabe 12/2015

Journal of Polymer Research 12/2015 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.