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2015 | OriginalPaper | Buchkapitel

Sustainable Polyurethanes: Chemical Recycling to Get It

verfasst von : D. Simón, A. M. Borreguero, A. de Lucas, C. Gutiérrez, J. F. Rodríguez

Erschienen in: Environment, Energy and Climate Change I

Verlag: Springer International Publishing

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Abstract

Nowadays polyurethanes are one of the most important classes of polymers in the chemical market due to the huge diversity of their applications. Polyurethane is placed the sixth of the most used plastics in the world ranking. As a consequence of their commercial success, a great quantity of wastes are generated, not only post-consumer products but also scrap from slabstock manufacturing. In the past, landfilling was the solution to the problem, but, nowadays, the new environmental laws do essential to develop environmental sustainable recycling processes. On the one hand, there are physical methods that do not modify the internal structure of the polyurethane and only convert mechanically the wastes in flakes, granules or powder to be used as fillers for new PUs or to be rebounded. However, these physical processes can be only applied with thermoplastic polyurethane, while the majority of polyurethane specialties are thermostable polymers. Therefore, chemical processes are mainly used to recycle polyurethane wastes. These chemical recycling processes allow to obtain basic hydrocarboned units known as monomers that are able to be used as synthesis materials in chemical and petrochemical industry. This way, it is possible to achieve high value-added products that can be used in the synthesis of new polyurethane products. Thus, the main aim of this chapter is to describe the presently known technologies for the chemical recycling of polyurethane wastes.

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Vorheriges Kapitel In Situ Chemical Oxidation Based on Hydrogen Peroxide: Optimization of Its Application to an Hydrocarbon Polluted Site

Nächstes Kapitel Polystyrene Wastes: Threat or Opportunity?

Behrendt G, Naber BW (2009) The recycling of polyurethanes (review). J Univ Chem Technol Metallurg 44(1):3–23

Herlinger H (1970) Struktur und Reaktivit der Isocyante (Structure and reactivity of isocyanate). Stuttgart

Woods G (1982) Flexible polyurethane foams: chemistry and technology. Applied Science Publishers, Barking, Essex

Wu J, Wang Y, Wan Y, Lei H, Yu F, Liu Y, Chen P, Yang L, Ruan R (2009) Processing and properties of rigid polyurethane foams based on bio-oils from microwave-assisted pyrolysis of corn stover. Int J Agric Biol Eng 2(1):40–50

Ullmann’s Encyclopedia (2005) Polyurethanes. Wiley, Weinheim. doi:10.1002/14356007. a21_665.pub2

Singh SN (2001) Blowing agents for polyurethane foams, vol 12, Number 10. Rapra Review Reports. Report 142

Zevenhoven R (2004) Treatment and disposal of polyurethane wastes: options for recovery and recycling. Energy Engineering and Environmental Protection Publications Espoo 2004. Report TKK-ENY-19

Oertel G (1985) Polyurethane handbook. Hanser Publishers, Munich

Tan S, Abraham T, Ference D, Macosko CW (2011) Rigid polyurethane foams from a soybean oil-based polyol. Polymer 52:2840–2846CrossRef

10.

O’Connor JM (2012) Polyurethane coatings and elastomers. American Chemistry Council. Center for the Polyurethanes Industry. September 24–26, 2012. Atlanta, Georgia

11.

De SK, White JR (eds) (2001) Rubber technologist’s handbook. Rapra Technology, Shawbury

12.

O’Connor JM (2012) Polyurethane sealants, adhesives and binders. American Chemistry Council. Center for the Polyurethanes Industry. September 24–26, 2012. Atlanta, Georgia

13.

DIN 16920 (1981) standard published by Deutsches Institut Fur Normung E.V. (German National Standard)

14.

Bastian C (1994) A European strategy for recycling. Paper 50 presented at UTECH 94 Conf. The Hague

15.

ASTM D5033-00 Standard Guide for Development of ASTM Standards Relating to Recycling and Use of Recycled Plastics (Withdrawn 2007)

16.

ISOPA (2001) Recycling and recovering polyurethanes: rebonded flexible foam. Brussels

17.

ISOPA (2001) Recycling and recovering polyurethanes: regrinding/powdering. Brussels

18.

ISOPA (2001) Recycling and recovering polyurethanes: compression moulding. Brussels

19.

Hicks DA, Krommenhoek M, Soderberg DJ, Hooper JFG (1994) Polyurethanes recycling and waste management. Paper 51 presented at UTECH 94 Conf. The Hague

20.

Campbell GA, Meluch WC (1976) Polyurethane foam recycling – superheated steam hydrolysis. Environ Sci Tech 10(2):182–185CrossRef

21.

Dai Z, Hatano B, Kadokawa J, Tagaya H (2002) Effect of diaminotoluene on the decomposition of polyurethane foam waste in superheated water. Polym Degrad Stabil 76(2):179–184CrossRef

22.

Gerlock JL, Braslaw J, Mahoney LR, Ferris FC (1980) Reaction of polyurethane foam with dry steam: kinetics and mechanism of reactions. J Polym Sci Pol Chem 18(2):541–557CrossRef

23.

Matuszak ML, Frisch KC, Reegen SL (1973) Hydrolysis of linear polyurethanes and model monocarbamates. J Polym Sci Pol Chem 11(7):1683–1690CrossRef

24.

Anon (1976) Recovery of expanded polyurethanes by steam hydrolysis. Mater Plast Elastomeri 3:202–205

25.

Grigat E (1978) Hydrolysis of plastics wastes. Kunstst Ger Plast 68(5):12–13

26.

Shi Y, Zhan X, Zhang Q, Chen F (2009) Interfacial hydrolysis of isocyanate in monomer miniemulsion. Chem React Eng Technol 25:88

27.

Gerlock J, Braslaw J, Zimbo M (1984) Polyurethane waste recycling 1. Glycolysis and hydroglycolysis of water-blown foams. Ind Eng Chem Proc Des Dev 23(3):545–552CrossRef

28.

Nikje MMA, Nikrah M, Mohammadi FHA (2008) Microwave-assisted polyurethane bond cleavage via hydroglycolysis process at atmospheric pressure. J Cell Plast 44(5):367–380CrossRef

29.

Nikje MMA, Mohammadi FHA (2009) Sorbitol/glycerin/water ternary system as a novel glycolysis agent for flexible polyurethane foam in the chemical recycling using microwave radiation. Polim Polym 54(7–8):541–545

30.

Braslaw J, Gerlock JL (1984) Polyurethane waste recycling 2. Polyol recovery and purification. Ind Eng Chem Proc Des Dev 23(3):552–557CrossRef

31.

Weigand E, Raβhofer W (1999) Present state of polyurethane recycling in Europe. In: Advances in Plastic Recycling, vol 1: recycling of polyurethanes. Technomic Publishing CO, Lancaster

32.

Wu CH, Chang CY, Cheng CH, Huang HC (2003) Glycolysis of waste flexible polyurethane foam. Polym Degrad Stabil 80(1):103–111CrossRef

33.

Bauer G (1996) Recycling of polyurethanes. In: Weigand E (ed) Recycling and recovery of plastics. Hanser Publishers, München, pp 518–537

34.

Borda J, Päsztor G, Zsuga M (2000) Glycolysis of polyurethane foams and elastomers. Polym Degrad Stabil 68(3):419–422CrossRef

35.

Simioni F, Modesti M, Rienzi SA (1987) Polyol recovery from elastomer polyurethane waste. Cell Polym 6(6):27–41

36.

Simioni F, Modesti M (1991) Controlled degradation of polyurethane for recycling. Mater Sci Eng 2:127–144

37.

Molero C, de Lucas A, Rodríguez JF (2006) Recovery of polyols from flexible polyurethane foam by “split-phase” glycolysis with new catalysts. Polym Degrad Stabil 91:894–901CrossRef

38.

Molero C, de Lucas A, Rodríguez JF (2009) Activities of octoate salts as novel catalysts for the transesterification of flexible polyurethane foams with diethylene glycol. Polym Degrad Stabil 94(4):533–539CrossRef

39.

Molero C, de Lucas A, Romero F, Rodríguez JF (2009) Glycolysis of flexible polyurethane wastes using stannous octoate as the catalyst. J Mater Cycles Waste Manage 11(2):130–132CrossRef

40.

Simón D, García MT, de Lucas A, Borreguero AM, Rodríguez JF (2013) Glycolysis of flexible polyurethane wastes using stannous octoate as the catalyst: study on the influence of reaction parameters. Polym Degrad Stabil 98(1):144–149CrossRef

41.

Modesti M (1996) Recycling of polyurethane polymers. Advances in urethane science and technology, vol 13. Technomic Publishing CO., Lancaster

42.

Ullmann’s Encyclopedia of Industrial Chemistry (2003). 6th edition. Wiley-VCH, Weinheim

43.

Borda J, Rácz A, Zsuga M (2002) Recycled polyurethane elastomers: a universal adhesive. J Adhes Sci and Technol 16(9):1225–1234CrossRef

44.

Wang X, Chen H, Chen C, Li H (2011) Chemical degradation of thermoplastic polyurethane for recycling polyether polyol. Fiber Polym 12(7):857–863CrossRef

45.

Datta J, Haponiuk JT (2008) Advanced coating of interior of tanks for rising environmental safety - novel applications of polyurethanes. Pol Marit Res Special Issue 2008:8–13

46.

Simioni F, Bisello S, Tavan M (1983) Polyol recovery from rigid polyurethane waste. Cell Polym 2(4):281–293

47.

Xue S, He F, Omoto M, Hidai T, Imai Y (1993) General purpose adhesives prepared from chemically decomposed waste rigid polyurethane foams. Kobunshi Ronbunshu 50(11):847–853CrossRef

48.

Morooka H, Nakakawaji T, Okamoto S, Araki K, Yamada E (2005) Chemical recycling of rigid polyurethane foam for refrigerators. Polym Prepr 54(1):1951

49.

Murai M, Sanou M, Fujimoto T, Baba F (2003) Glycolysis of rigid polyurethane foam under various reaction conditions. J Cell Plast 39(1):15–27CrossRef

50.

Nikje MMA, Nikrah M (2007) Chemical recycling and liquefaction of rigid polyurethane foam wastes through microwave assisted glycolysis process. J Macromol Sci Pure 44(6):613–617CrossRef

51.

Modesti M, Simioni F, Munari R, Baldoin N (1995) Recycling of flexible polyurethane foams with a low aromatic amine content. React Funct Polym 26:157–165CrossRef

52.

Nikje MMA, Nikrah M, Haghshenas M (2007) Microwave assisted “split-phase” glycolysis of polyurethane flexible foam wastes. Polym Bull 59:91–104CrossRef

53.

Scheirs J (ed) (1998) Polymer recycling. Wiley, UK, pp 339–377

54.

Nikje MMA, Garmarudi AB (2010) Regeneration of polyol by pentaerythritol-assisted glycolysis of flexible polyurethane foam wastes. Iran Polym J 19(4):287–295

55.

Nikje MMA, Mohammadi FHA (2010) Polyurethane foam wastes recycling under microwave irradiation. Polym-Plast Technol 49:818–821CrossRef

56.

Datta J, Rohn M (2007) Thermal properties of polyurethanes synthesized using waste polyurethane foam glycolysates. J Therm Anal Calorim 88(2):437–440CrossRef

57.

Datta J (2012) Effect of glycols used as glycolysis agents on chemical structure and thermal stability of the produced glycolysates. J Therm Anal Calorim 109:517–520CrossRef

58.

Molero C, de Lucas A, Rodríguez JF (2006) Recovery of polyols from flexible polyurethane foam by “split-phase” glycolysis: glycol influence. Polym Degrad Stabil 91(2):221–228CrossRef

59.

Molero C, de Lucas A, Rodríguez JF (2008) Recovery of polyols from flexible polyurethane foam by “split-phase” glycolysis: study on the influence of reaction parameters. Polym Degrad Stabil 93(2):353–361CrossRef

60.

Molero C, de Lucas A, Rodríguez JF (2006) Purification by liquid extraction of recovered polyols. Solv Extr Ion Exch 24(5):719–730CrossRef

61.

Molero C, de Lucas A, Romero F, Rodríguez JF (2008) Influence of the use of recycled polyols obtained by glycolysis on the preparation and physical properties of flexible polyurethane. J Appl Polym Sci 109(1):617–626CrossRef

62.

Simón D, Borreguero AM, de Lucas A, Molero C, Rodríguez JF (2013) Novel polyol initiator from polyurethane recycling residue. J Mater Cycles Waste Manage. doi:10.1007/s10163-013-0205-y

63.

Sheratte MB (1978) Process for converting the decomposition products of polyurethane and novel compositions thereby obtained. US Pat 4,110,266

64.

Higashi F, Taguchi Y, Kokubo N, Ohta H (1981) Effect of initiation condition on the direct polycondensation reaction using triphenyl phosphite and pyridine. J Polym Sci Pol Chem 19(11):2745–2750CrossRef

65.

Xue S, Omoto M, Hidai T, Imai Y (1995) Preparation of epoxy hardeners from waste rigid polyurethane foam and their applications. J Appl Polym Sci 56(2):127–134CrossRef

66.

Kanaya K, Takahashi S (1994) Decomposition of polyurethane foams by alkanolamines. J Appl Polym Sci 51(4):675–682CrossRef

67.

Chuayjuljit S, Norakankorn C, Pimpan V (2002) Chemical recycling of rigid polyurethane foam scrap via base catalyzed aminolysis. JOM 12(1):19–22

68.

Van Der Wal HR (1994) New chemical recycling process for polyurethane. J Reinf Plast Compos 51:87–96

69.

Troev K, Tsekova A, Tsevi R (2000) Chemical degradation of polyurethanes: degradation of flexible polyester polyurethane foam by phosphonic acid dialkyl esters. J Appl Polym Sci 78(14):2565–2573CrossRef

70.

Troev K, Tsekova A, Tsevi R (2000) Chemical degradation of polyurethanes II. Degradation of flexible polyether foam by dimethyl phosphonate. Polym Degrad Stabil 67:397–405CrossRef

71.

Troev K, Atanasov VI, Tsevi R, Grancharov G, Tsekova A (2000) Chemical degradation of polyurethanes. Degradation of microporous polyurethane elastomer by dimethyl phosphonate. Polym Degrad Stabil 67:159–165CrossRef

72.

Troev K, Atanasov VI, Tsevi R (2000) Chemical degradation of polyurethanes II. Degradation of microporous polyurethane elastomer by phosphoric acid esters. J Appl Polym Sci 76:886–893CrossRef

73.

Troev K, Grancharov G, Tsevi R (2000) Chemical degradation of polyurethanes III. Degradation of microporous polyurethane elastomer by diethyl phosphonate and tris(1-methyl-2-chloroethyl) phosphate. Polym Degrad Stabil 70:43–48CrossRef

Titel: Sustainable Polyurethanes: Chemical Recycling to Get It
verfasst von: D. Simón
A. M. Borreguero
A. de Lucas
C. Gutiérrez
J. F. Rodríguez
Verlag: Springer International Publishing
Buch: Environment, Energy and Climate Change I
Print ISBN: 978-3-319-12906-8

Electronic ISBN: 978-3-319-12907-5

Copyright-Jahr: 2015
DOI: https://doi.org/10.1007/698_2014_275