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Erschienen in: Journal of Polymer Research 8/2021

01.08.2021 | ORIGINAL PAPER

Nitrosamine-safe thiuram disulfide and benzothiazole sulfenamide as a synergistic pair of accelerators for the vulcanization of rubber

verfasst von: Md Najib Alam, Subhas Chandra Debnath, Jungwook Choi

Erschienen in: Journal of Polymer Research | Ausgabe 8/2021

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Abstract

In this study, the synergistic activities of the novel bis -(N-phenyl piperazino) thiuram disulfide (PPTD) and bis -(N-ethyl piperazino) thiuram disulfide (EPTD) with N-Cyclohexyl-2-benzothiazole sulfenamide (CBS) in the vulcanization of natural rubber was investigated. A comparison was made between the safe TDs/CBS systems and unsafe TMTD/CBS combinations in terms of their synergisms on curing and tensile mechanical properties. It was found that novel TDs have synergistic activity very effectively with CBS. The results indicated that EPTD/CBS has better scorch safety, cure rate index and mechanical properties compared to that of the unsafe TMTD during the vulcanization of rubber. Moreover, alkyl, instead of aryl substitution, on piperazine can enhance the reactivity of the synthesized thiuram disulfide. At 6:3 mM ratio of EPTD to CBS could be an effective accelerators system to replace the unsafe TMTD from the vulcanization of rubber with similar curing time, improved scorch safety, and better mechanical properties.

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Literatur
1.
Zurück zum Zitat Kempermann Th, Redetzky W (1969) Synergistic effects of vulcanization accelerators. Mater Plast Elastom 35:73–79 Kempermann Th, Redetzky W (1969) Synergistic effects of vulcanization accelerators. Mater Plast Elastom 35:73–79
2.
Zurück zum Zitat Skinner TD, Watson AA (1969) EV systems for NR. I. The purpose of efficient vulcanization and development of curing system. Rubber Chem Technol 42:404–417CrossRef Skinner TD, Watson AA (1969) EV systems for NR. I. The purpose of efficient vulcanization and development of curing system. Rubber Chem Technol 42:404–417CrossRef
3.
Zurück zum Zitat Coran AY (1994), “Science and Technology of Rubber, 2nd ed, Chap. 7 Vulcanization”, Ed. by Mark JE, Erman B, and Eirich FR, Academic Press, San Diego Coran AY (1994), “Science and Technology of Rubber, 2nd ed, Chap. 7 Vulcanization”, Ed. by Mark JE, Erman B, and Eirich FR, Academic Press, San Diego
4.
Zurück zum Zitat Iavicoli I, Carelli G (2006) Evaluation of occupational exposure to N-nitrosamines in a rubber-manufacturing industry. J Occup Environ Med 48:195–198CrossRef Iavicoli I, Carelli G (2006) Evaluation of occupational exposure to N-nitrosamines in a rubber-manufacturing industry. J Occup Environ Med 48:195–198CrossRef
5.
Zurück zum Zitat Sánchez VB (2008), New Insights in Vulcanization Chemistry Using Microwaves as Heating Source, PhD Thesis (Universitat Ramon Llull) Sánchez VB (2008), New Insights in Vulcanization Chemistry Using Microwaves as Heating Source, PhD Thesis (Universitat Ramon Llull)
6.
Zurück zum Zitat de Vocht F, Burstyn I, Straif K, Vermeulen R, Jakobsson K, Nichols L, Peplonska B, Taeger D, Kromhout H (2007) Occupational exposure to NDMA and NMor in the European rubber industry. J Environ Monit 9:253–259CrossRef de Vocht F, Burstyn I, Straif K, Vermeulen R, Jakobsson K, Nichols L, Peplonska B, Taeger D, Kromhout H (2007) Occupational exposure to NDMA and NMor in the European rubber industry. J Environ Monit 9:253–259CrossRef
7.
Zurück zum Zitat Oury B, Limasset JC, Protois JC (1997) Assessment of exposure to carcinogenic N-nitrosamines in the rubber industry. Int Arch Occup Environ Health 70:261–271CrossRef Oury B, Limasset JC, Protois JC (1997) Assessment of exposure to carcinogenic N-nitrosamines in the rubber industry. Int Arch Occup Environ Health 70:261–271CrossRef
8.
Zurück zum Zitat Jacob MK, Mathew MM, Abraham EK, Varkey JK (2016) Residual accelerator and cyto-toxicity studies of NR surgical gloves. Rubber Science 29:322–343 Jacob MK, Mathew MM, Abraham EK, Varkey JK (2016) Residual accelerator and cyto-toxicity studies of NR surgical gloves. Rubber Science 29:322–343
9.
Zurück zum Zitat Spiegelhalder B (1983) Carcinogens in the workroom air in the rubber industry. Scand J Work Environ Health 9(Suppl 2):15–26PubMed Spiegelhalder B (1983) Carcinogens in the workroom air in the rubber industry. Scand J Work Environ Health 9(Suppl 2):15–26PubMed
10.
Zurück zum Zitat Lee CC, Russell JQ, Minor JL (1978) Oral toxicity of ferric dimethyl-dithiocarbamate (ferbam) and tetramethylthiuram disulfide (thiram) in rodents. J Toxicol Environ Health Part A 4:93–106CrossRef Lee CC, Russell JQ, Minor JL (1978) Oral toxicity of ferric dimethyl-dithiocarbamate (ferbam) and tetramethylthiuram disulfide (thiram) in rodents. J Toxicol Environ Health Part A 4:93–106CrossRef
11.
Zurück zum Zitat Spiegelhalder B, Preussmann R (1983) Occupational nitrosamine exposure. 1. Rubber and tyre industry Carcinogenesis 4:1147–1152PubMed Spiegelhalder B, Preussmann R (1983) Occupational nitrosamine exposure. 1. Rubber and tyre industry Carcinogenesis 4:1147–1152PubMed
12.
Zurück zum Zitat Debnath SC, Basu DK (1992) Studies on cure synergism: Effect of safe amine accelerators in the vulcanization of natural rubber. Kautsch Gummi Kunstst 45:934–938 Debnath SC, Basu DK (1992) Studies on cure synergism: Effect of safe amine accelerators in the vulcanization of natural rubber. Kautsch Gummi Kunstst 45:934–938
13.
Zurück zum Zitat Alam MN, Mandal SK, Debnath SC (2012) Effect of zinc dithiocarbamates and thiazole-based accelerators on the vulcanization of natural rubber. Rubber Chem Technol 85:120–131CrossRef Alam MN, Mandal SK, Debnath SC (2012) Effect of zinc dithiocarbamates and thiazole-based accelerators on the vulcanization of natural rubber. Rubber Chem Technol 85:120–131CrossRef
14.
Zurück zum Zitat Naskar N, Debnath SC, Basu DK (2001) Novel method for preparation of carboxylated nitrile rubber–natural rubber blends using bis (diisopropyl) thiophosphoryl polysulfides. J Appl Polym Sci 80:1725–1736CrossRef Naskar N, Debnath SC, Basu DK (2001) Novel method for preparation of carboxylated nitrile rubber–natural rubber blends using bis (diisopropyl) thiophosphoryl polysulfides. J Appl Polym Sci 80:1725–1736CrossRef
15.
Zurück zum Zitat Debnath SC, Das A, Basu D, Heinrich G (2013) Naturally Occurring Amino Acids: A Suitable Substitute of N-N/- Di-phenyl Guanidine (DPG) in Silica Tyre Formulation? Kautsch Gummi Kunstst 66:25–31 Debnath SC, Das A, Basu D, Heinrich G (2013) Naturally Occurring Amino Acids: A Suitable Substitute of N-N/- Di-phenyl Guanidine (DPG) in Silica Tyre Formulation? Kautsch Gummi Kunstst 66:25–31
16.
Zurück zum Zitat Barbera V, Musto S, Infortuna G, Cipolletti V, Citterio A, Sun S, Galimberti M (2018) Serinol derivatives for the sustainable vulcanization of diene elastomers. Rubber Chem Technol 91:701–718CrossRef Barbera V, Musto S, Infortuna G, Cipolletti V, Citterio A, Sun S, Galimberti M (2018) Serinol derivatives for the sustainable vulcanization of diene elastomers. Rubber Chem Technol 91:701–718CrossRef
17.
Zurück zum Zitat Hait S, Valentín JL, Jiménez AG, Ortega PB, Ghosh AK, Stöckelhuber KW, Wießner S, Heinrich G, Das A (2020) Poly(acrylonitrile-co-butadiene) as polymeric crosslinking accelerator for sulphur network formation. Heliyon 6:e04659 Hait S, Valentín JL, Jiménez AG, Ortega PB, Ghosh AK, Stöckelhuber KW, Wießner S, Heinrich G, Das A (2020) Poly(acrylonitrile-co-butadiene) as polymeric crosslinking accelerator for sulphur network formation. Heliyon 6:e04659
18.
Zurück zum Zitat Samarasinghe I, Walpalage S, Edirisinghe D, Egodage S (2020) Study on sulfur vulcanized natural rubber formulated with nitrosamine safe diisopropyl xanthogen polysulfide/tertiary butyl benzothiazole sulphenamide binary accelerator system. Prog Rubber Plast Recycl Technol. https://doi.org/10.1177/1477760620977499CrossRef Samarasinghe I, Walpalage S, Edirisinghe D, Egodage S (2020) Study on sulfur vulcanized natural rubber formulated with nitrosamine safe diisopropyl xanthogen polysulfide/tertiary butyl benzothiazole sulphenamide binary accelerator system. Prog Rubber Plast Recycl Technol. https://​doi.​org/​10.​1177/​1477760620977499​CrossRef
19.
Zurück zum Zitat Wacker CD, Spiegelhalder B, Preussmann R (1991) New sulfenamide accelerators derived from “safe” amines for the rubber and tyre industry. IARC Sci Publ 105:592–594 Wacker CD, Spiegelhalder B, Preussmann R (1991) New sulfenamide accelerators derived from “safe” amines for the rubber and tyre industry. IARC Sci Publ 105:592–594
20.
Zurück zum Zitat Alam MN, Mandal SK, Debnath SC (2012) Bis(N-benzyl piperazino) thiuram disulfide and dibenzothiazyl disulfide as synergistic safe accelerators in the vulcanization of natural rubber. J Appl Polym Sci 126:1830–1836CrossRef Alam MN, Mandal SK, Debnath SC (2012) Bis(N-benzyl piperazino) thiuram disulfide and dibenzothiazyl disulfide as synergistic safe accelerators in the vulcanization of natural rubber. J Appl Polym Sci 126:1830–1836CrossRef
21.
Zurück zum Zitat Alam MN, Mandal SK, Roy K, Debnath SC (2014) Synergism of novel thiuram disulfide and dibenzothiazyl disulfide in the vulcanization of natural rubber: curing, mechanical and aging resistance properties. Int J Ind Chem 5:8CrossRef Alam MN, Mandal SK, Roy K, Debnath SC (2014) Synergism of novel thiuram disulfide and dibenzothiazyl disulfide in the vulcanization of natural rubber: curing, mechanical and aging resistance properties. Int J Ind Chem 5:8CrossRef
22.
Zurück zum Zitat Alam MN, Mandal SK, Roy K, Debnath SC (2014) Safe amine based zinc dithiocarbamates for the vulcanization of carbon black reinforced natural rubber. J Appl Polym Sci 131:39988 Alam MN, Mandal SK, Roy K, Debnath SC (2014) Safe amine based zinc dithiocarbamates for the vulcanization of carbon black reinforced natural rubber. J Appl Polym Sci 131:39988
23.
24.
Zurück zum Zitat Virdi R, Grover B, Ghuman K (2019) “Nitrosamine safe” thiuram disulphide. Rubber Chem Technol 92:90–109CrossRef Virdi R, Grover B, Ghuman K (2019) “Nitrosamine safe” thiuram disulphide. Rubber Chem Technol 92:90–109CrossRef
25.
Zurück zum Zitat Alam MN, Kumar V, Choi J, Lee DJ, Debnath SC (2020) Exploring the synergism of nitrosamine-safe bis (N-benzyl piperazino) thiuram disulfide (BPTD) and N-cyclohexyl-2-benzothiazole sulfenamide (CBS) in the natural rubber vulcanization. Kautsch Gummi Kunstst 73:47–53 Alam MN, Kumar V, Choi J, Lee DJ, Debnath SC (2020) Exploring the synergism of nitro­samine-safe bis (N-benzyl piperazino) thiuram disulfide (BPTD) and N-cyclohexyl-2-benzothiazole sulfenamide (CBS) in the natural rubber vulcanization. Kautsch Gummi Kunstst 73:47–53
26.
Zurück zum Zitat Eisenbrand G, Preussmann R, Spiegelhalder B (1980) German Patent Application No. 3029 318.6 Eisenbrand G, Preussmann R, Spiegelhalder B (1980) German Patent Application No. 3029 318.6
27.
Zurück zum Zitat Debnath SC, Basu DK (1996) Studies on the effect of thiuram disulfide on NR vulcanization accelerated by thiazole-based accelerator systems. J Appl Polym Sci 60:845–855CrossRef Debnath SC, Basu DK (1996) Studies on the effect of thiuram disulfide on NR vulcanization accelerated by thiazole-based accelerator systems. J Appl Polym Sci 60:845–855CrossRef
28.
Zurück zum Zitat Abhitha K, Thomas K (2013) Safe vulcanization system for heat resistant natural rubber products for engineering applications. American Journal of Engineering Research 3:8–13 Abhitha K, Thomas K (2013) Safe vulcanization system for heat resistant natural rubber products for engineering applications. American Journal of Engineering Research 3:8–13
31.
Zurück zum Zitat Saunders KJ (1973) Organic Polymer Chemistry. Chapman & Hall, New York, pp 301–317CrossRef Saunders KJ (1973) Organic Polymer Chemistry. Chapman & Hall, New York, pp 301–317CrossRef
33.
Zurück zum Zitat Scheele W (1996) Kinetic studies of the vulcanization of natural and synthetic rubbers. Rubber Chem Technol 34:1306–1401CrossRef Scheele W (1996) Kinetic studies of the vulcanization of natural and synthetic rubbers. Rubber Chem Technol 34:1306–1401CrossRef
34.
Zurück zum Zitat Craig D, Davidson WL, Juve AE (1951) Tetramethylthiuram disulfide vulcanization of extracted rubber. V. Low molecular products and the mechanism of zinc oxide activation. J Polym Sci 6:177–187CrossRef Craig D, Davidson WL, Juve AE (1951) Tetramethylthiuram disulfide vulcanization of extracted rubber. V. Low molecular products and the mechanism of zinc oxide activation. J Polym Sci 6:177–187CrossRef
35.
Zurück zum Zitat Bateman L, Moore CG, Porter M, Saville B (1963) In The Chemistry and Physics of Rubber-Like Substances. Bateman L, Ed., Maclaren and Sons. Ltd., London, Ch.15 Bateman L, Moore CG, Porter M, Saville B (1963) In The Chemistry and Physics of Rubber-Like Substances. Bateman L, Ed., Maclaren and Sons. Ltd., London, Ch.15
36.
Zurück zum Zitat Joris SJ, Aspila KI, Chakrabarti VS (1970) Decomposition of monoalkyl dithiocarbamates Analyt Chem 42:647–651CrossRef Joris SJ, Aspila KI, Chakrabarti VS (1970) Decomposition of monoalkyl dithiocarbamates Analyt Chem 42:647–651CrossRef
37.
Zurück zum Zitat Boonkerd K, Deeprasertkul C, Boonsomwong K (2016) Effect of sulfur to accelerator ratio on crosslink structure, reversion, and strength in natural rubber. Rubber Chem Technol 89:450–464CrossRef Boonkerd K, Deeprasertkul C, Boonsomwong K (2016) Effect of sulfur to accelerator ratio on crosslink structure, reversion, and strength in natural rubber. Rubber Chem Technol 89:450–464CrossRef
Metadaten
Titel
Nitrosamine-safe thiuram disulfide and benzothiazole sulfenamide as a synergistic pair of accelerators for the vulcanization of rubber
verfasst von
Md Najib Alam
Subhas Chandra Debnath
Jungwook Choi
Publikationsdatum
01.08.2021
Verlag
Springer Netherlands
Erschienen in
Journal of Polymer Research / Ausgabe 8/2021
Print ISSN: 1022-9760
Elektronische ISSN: 1572-8935
DOI
https://doi.org/10.1007/s10965-021-02668-x

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