Cysteine Derivative

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Takeshi Miyata - One of the best experts on this subject based on the ideXlab platform.

  • effect of fudosteine a Cysteine Derivative on blood flow of tracheal microvasculature increased by airway inflammation
    Environmental Toxicology and Pharmacology, 2001
    Co-Authors: Koichi Takahashi, Hiroyuki Mizuno, Tadayuki Koda, Mari Otsuka, Takeshi Miyata
    Abstract:

    Abstract We examined the effect of fudosteine, a Cysteine Derivative, on blood flow of tracheal microvasculature increased by airway inflammation. Airway inflammation was elicited by sulfur dioxide (SO 2 ) exposure for 2 weeks in rabbits. Each drug (500 mg/kg, p.o.) or 0.5% carboxymethylcellulose-Na (control group) was daily administered just before SO 2 exposure. After final SO 2 exposure was finished, blood flow of tracheal microvasculature was measured by blood perfusion monitor. Fudosteine or S -carboxymethylCysteine ( S -CMC) significantly suppressed blood flow of tracheal microvasculature increased by SO 2 exposure. However, no effect of fudosteine was observed on the pharmacological microvascular response in trachea of SO 2 -exposed rabbits. On the other hand, fudosteine or S -CMC scavenged superoxide anion generated from rat neutrophils, and enzymatically generated from xanthine oxidase-acetaldehyde reaction. The results suggest that suppressive action in increased tracheal blood flow of fudosteine is due to anti-inflammatory activity, at least in part, via scavenging of superoxide anion.

  • effect of fudosteine a new Cysteine Derivative on mucociliary transport
    Journal of Pharmacy and Pharmacology, 2001
    Co-Authors: Koichi Takahashi, Hiroyuki Mizuno, Tadayuki Koda, Takeshi Miyata
    Abstract:

    : We examined the effect of fudosteine ((-)-(R)-2-amino-3-(3-hydroxypropylthio)propionic acid) on the mucociliary transport (MCT) rate in quails. The MCT rate was estimated by ash transport velocity on the tracheal mucosa of quails. Fudosteine (500 mg kg(-1), p.o.) did not affect the normal MCT rate. However, topical application of fudosteine to the tracheal mucosa dose-dependently protected the impairment of the MCT rate caused by exposure to cigarette smoke. The results suggest that fudosteine may participate in the defence mechanism in the respiratory tract against irritant gases.

  • effects of fudosteine a new Cysteine Derivative on airway secretion in rabbits and rats
    Folia Pharmacologica Japonica, 2000
    Co-Authors: Koichi Takahashi, Nobuhisa Iwase, Masago Ishikawa, Hiroyuki Mizuno, Tadayuki Koda, Takeshi Miyata
    Abstract:

    : We examined the effects of fudosteine [(-)-(R)-2-amino-3-(3-hydroxypropylthio) propionic acid], a new Cysteine Derivative, on airway secretion in rabbits and rats. Indirect measurement of airway secretion in rabbits, which was expressed by the amount of dye excreted into the respiratory tract, was carried out according to the Sakuno's method, with some modifications. Fudosteine (500 mg/kg, p.o.) significantly increased the amount of dye excreted into the respiratory tract. As a direct method of measurement of airway secretion, the modified Perry and Boyd's method was used to collect respiratory tract fluid (RTF) in rabbits. Fudosteine (500 mg/kg, p.o.) significantly augmented the output volume of RTF, but there was no difference from the control in protein and phosphatidylcholine (PC) contents into RTF. On the other hand, fudosteine increased chloride ion concentration in broncho-alveolar lavage of rats. Fudosteine did not stimulate PC secretion in a primary culture of rat type II pneumocytes, and it did not have a mucolytic effect against gastric mucin in vitro. From the results described above, it was concluded that fudosteine may be a new Cysteine Derivative which offers a serous secretion.

  • effects of ss320a a new Cysteine Derivative on the change in the number of goblet cells induced by bacterial endotoxin in rat tracheal epithelium
    Environmental Toxicology and Pharmacology, 1998
    Co-Authors: Koichi Takahashi, Hiroyuki Mizuno, Hiromitsu Ohno, Masaya Takeuchi, Shigeru Nagaoka, Takeshi Miyata
    Abstract:

    We examined the effects of SS320A, a new Cysteine Derivative, on the change in the number of goblet cells induced by bacterial endotoxin in rat tracheal epithelium. Four types of goblet cell were characterized in tracheal epithelium according to their size and staining affinity with Alcian blue (AB)/periodic acid Schiff (PAS). Each rat was intratracheally given a single instillation of lipopolysaccharide (LPS) (2 mg/ml). The results showed that treatment with LPS increased the number of AB/PAS-positive cells that were recognizable as goblet cells in tracheal epithelium. On the other hand, LPS evoked acute lung inflammation related to neutrophil accumulation in the lung before the increase in goblet cells. SS320A (10–100 mg/kg, p.o.) and dexamethasone (10 mg/kg, p.o.) each significantly inhibited the increase in the number of goblet cells induced by LPS. On the other hand, ambroxol, bromhexine, l-Cysteine ethyl ester and S-carboxymethylCysteine, which are used as expectorants, had no inhibitory effects on the LPS-induced change in the number of goblet cells. SS320A slightly inhibited the lung injury based on a histological examination. These data suggest that SS320A may have a beneficial effect against mucus hypersecretion in respiratory disease.

  • effects of ss320a a new Cysteine Derivative on the change in the number of goblet cells induced by isoproterenol in rat tracheal epithelium
    Japanese Journal of Pharmacology, 1998
    Co-Authors: Koichi Takahashi, Hiroyuki Mizuno, Hiromitsu Ohno, Shigeru Nagaoka, Yoichiro Isohama, Kazuo Takahama, Takeshi Miyata
    Abstract:

    Abstract We examined the effects of SS320A ((—)-(R)-2-amino-3-(3-hydroxypropylthio)propionic acid), a new Cysteine Derivative, on the change in the number of goblet cells induced by isoproterenol in rat tracheal epithelium. Four types of goblet cells were characterized in tracheal epithelium according to their size and staining affinity with Alcian blue (AB) / periodic acid Schiff (PAS). When each rat was given a single daily injection of isoproterenol (0.05 mg/kg, i.p.) for 14 days, a significant increase was observed in AB/PAS-positive cells that were recognizable as goblet cells in tracheal epithelium. When SS320A (10–100 mg/kg, p.o.) or propranolol (1 mg/kg, s.c.) was administered before each injection of isoproterenol, the increase in the number of goblet cells induced by isoproterenol was significantly inhibited. There was no difference between male and female rats with regard to this inhibitory action. On the other hand, ambroxol, bromhexine, L -Cysteine ethyl ester and S-carboxymethylCysteine (100 mg/kg, p.o., respectively), which are used as expectorants, had no inhibitory effects on the isoproterenol-induced change in the number of goblet cells. Four metabolites (M1-M4) of SS320A in rats also failed to inhibit the change induced by isoproterenol. These data suggest that SS320A itself may have a beneficial effect against mucus hypersecretion in chronic respiratory diseases.

Koichi Takahashi - One of the best experts on this subject based on the ideXlab platform.

  • effect of fudosteine a Cysteine Derivative on blood flow of tracheal microvasculature increased by airway inflammation
    Environmental Toxicology and Pharmacology, 2001
    Co-Authors: Koichi Takahashi, Hiroyuki Mizuno, Tadayuki Koda, Mari Otsuka, Takeshi Miyata
    Abstract:

    Abstract We examined the effect of fudosteine, a Cysteine Derivative, on blood flow of tracheal microvasculature increased by airway inflammation. Airway inflammation was elicited by sulfur dioxide (SO 2 ) exposure for 2 weeks in rabbits. Each drug (500 mg/kg, p.o.) or 0.5% carboxymethylcellulose-Na (control group) was daily administered just before SO 2 exposure. After final SO 2 exposure was finished, blood flow of tracheal microvasculature was measured by blood perfusion monitor. Fudosteine or S -carboxymethylCysteine ( S -CMC) significantly suppressed blood flow of tracheal microvasculature increased by SO 2 exposure. However, no effect of fudosteine was observed on the pharmacological microvascular response in trachea of SO 2 -exposed rabbits. On the other hand, fudosteine or S -CMC scavenged superoxide anion generated from rat neutrophils, and enzymatically generated from xanthine oxidase-acetaldehyde reaction. The results suggest that suppressive action in increased tracheal blood flow of fudosteine is due to anti-inflammatory activity, at least in part, via scavenging of superoxide anion.

  • effect of fudosteine a new Cysteine Derivative on mucociliary transport
    Journal of Pharmacy and Pharmacology, 2001
    Co-Authors: Koichi Takahashi, Hiroyuki Mizuno, Tadayuki Koda, Takeshi Miyata
    Abstract:

    : We examined the effect of fudosteine ((-)-(R)-2-amino-3-(3-hydroxypropylthio)propionic acid) on the mucociliary transport (MCT) rate in quails. The MCT rate was estimated by ash transport velocity on the tracheal mucosa of quails. Fudosteine (500 mg kg(-1), p.o.) did not affect the normal MCT rate. However, topical application of fudosteine to the tracheal mucosa dose-dependently protected the impairment of the MCT rate caused by exposure to cigarette smoke. The results suggest that fudosteine may participate in the defence mechanism in the respiratory tract against irritant gases.

  • effects of fudosteine a new Cysteine Derivative on airway secretion in rabbits and rats
    Folia Pharmacologica Japonica, 2000
    Co-Authors: Koichi Takahashi, Nobuhisa Iwase, Masago Ishikawa, Hiroyuki Mizuno, Tadayuki Koda, Takeshi Miyata
    Abstract:

    : We examined the effects of fudosteine [(-)-(R)-2-amino-3-(3-hydroxypropylthio) propionic acid], a new Cysteine Derivative, on airway secretion in rabbits and rats. Indirect measurement of airway secretion in rabbits, which was expressed by the amount of dye excreted into the respiratory tract, was carried out according to the Sakuno's method, with some modifications. Fudosteine (500 mg/kg, p.o.) significantly increased the amount of dye excreted into the respiratory tract. As a direct method of measurement of airway secretion, the modified Perry and Boyd's method was used to collect respiratory tract fluid (RTF) in rabbits. Fudosteine (500 mg/kg, p.o.) significantly augmented the output volume of RTF, but there was no difference from the control in protein and phosphatidylcholine (PC) contents into RTF. On the other hand, fudosteine increased chloride ion concentration in broncho-alveolar lavage of rats. Fudosteine did not stimulate PC secretion in a primary culture of rat type II pneumocytes, and it did not have a mucolytic effect against gastric mucin in vitro. From the results described above, it was concluded that fudosteine may be a new Cysteine Derivative which offers a serous secretion.

  • effects of ss320a a new Cysteine Derivative on the change in the number of goblet cells induced by bacterial endotoxin in rat tracheal epithelium
    Environmental Toxicology and Pharmacology, 1998
    Co-Authors: Koichi Takahashi, Hiroyuki Mizuno, Hiromitsu Ohno, Masaya Takeuchi, Shigeru Nagaoka, Takeshi Miyata
    Abstract:

    We examined the effects of SS320A, a new Cysteine Derivative, on the change in the number of goblet cells induced by bacterial endotoxin in rat tracheal epithelium. Four types of goblet cell were characterized in tracheal epithelium according to their size and staining affinity with Alcian blue (AB)/periodic acid Schiff (PAS). Each rat was intratracheally given a single instillation of lipopolysaccharide (LPS) (2 mg/ml). The results showed that treatment with LPS increased the number of AB/PAS-positive cells that were recognizable as goblet cells in tracheal epithelium. On the other hand, LPS evoked acute lung inflammation related to neutrophil accumulation in the lung before the increase in goblet cells. SS320A (10–100 mg/kg, p.o.) and dexamethasone (10 mg/kg, p.o.) each significantly inhibited the increase in the number of goblet cells induced by LPS. On the other hand, ambroxol, bromhexine, l-Cysteine ethyl ester and S-carboxymethylCysteine, which are used as expectorants, had no inhibitory effects on the LPS-induced change in the number of goblet cells. SS320A slightly inhibited the lung injury based on a histological examination. These data suggest that SS320A may have a beneficial effect against mucus hypersecretion in respiratory disease.

  • effects of ss320a a new Cysteine Derivative on the change in the number of goblet cells induced by isoproterenol in rat tracheal epithelium
    Japanese Journal of Pharmacology, 1998
    Co-Authors: Koichi Takahashi, Hiroyuki Mizuno, Hiromitsu Ohno, Shigeru Nagaoka, Yoichiro Isohama, Kazuo Takahama, Takeshi Miyata
    Abstract:

    Abstract We examined the effects of SS320A ((—)-(R)-2-amino-3-(3-hydroxypropylthio)propionic acid), a new Cysteine Derivative, on the change in the number of goblet cells induced by isoproterenol in rat tracheal epithelium. Four types of goblet cells were characterized in tracheal epithelium according to their size and staining affinity with Alcian blue (AB) / periodic acid Schiff (PAS). When each rat was given a single daily injection of isoproterenol (0.05 mg/kg, i.p.) for 14 days, a significant increase was observed in AB/PAS-positive cells that were recognizable as goblet cells in tracheal epithelium. When SS320A (10–100 mg/kg, p.o.) or propranolol (1 mg/kg, s.c.) was administered before each injection of isoproterenol, the increase in the number of goblet cells induced by isoproterenol was significantly inhibited. There was no difference between male and female rats with regard to this inhibitory action. On the other hand, ambroxol, bromhexine, L -Cysteine ethyl ester and S-carboxymethylCysteine (100 mg/kg, p.o., respectively), which are used as expectorants, had no inhibitory effects on the isoproterenol-induced change in the number of goblet cells. Four metabolites (M1-M4) of SS320A in rats also failed to inhibit the change induced by isoproterenol. These data suggest that SS320A itself may have a beneficial effect against mucus hypersecretion in chronic respiratory diseases.

Chaoqun Zhang - One of the best experts on this subject based on the ideXlab platform.

  • a Cysteine Derivative enabled ultrafast thiol ene reaction for scalable synthesis of a fully bio based internal emulsifier for high toughness waterborne polyurethanes
    Green Chemistry, 2020
    Co-Authors: Xiao Wang, Pengju Feng, Haiyan Liang, Jizhou Jiang, Qingwen Wang, Chaoqun Zhang
    Abstract:

    Although tremendous attempts have been made to transform vegetable oils into value-added chemicals, most of the known protocols still require cumbersome preparation procedures for the raw materials, high temperatures, and long reaction times, accompanied with encumbering economic costs and low energy efficiency. In this manuscript, a simple, scalable, and ultrafast method for the synthesis of fully bio-based internal emulsifiers is reported. Flow chemistry was applied to achieve a photo-click, thiol–ene reaction at room temperature by using a Cysteine Derivative and castor oil as natural raw materials. Conversion rates up to 92.0% were obtained, and the productivity of the internal emulsifier NACCO could reach 360.0 g h−1 with a custom flow chemistry setup. The fully bio-based internal emulsifier was further applied to synthesize waterborne polyurethanes with typical polyols. The bio-content of these waterborne polyurethanes could be as high as 90.0 wt%. Moreover, the films derived from waterborne polyurethanes exhibit superior thermophysical and mechanical properties to known solvent- and petroleum-based polyurethane films. The novel emulsifier, prepared via photo-click thiol–ene chemistry, bridges natural materials (amino acid Derivatives and castor oil) and fossil-based products; this affords a green and sustainable strategy for the synthesis of waterborne polyurethanes, which will decrease our chemical dependence on fossil resources.

  • Cysteine Derivative Enabled Ultrafast Thiol-ene Reaction to Scalable Synthesis of Fully Bio-based Internal Emulsifiers for Super Tough Waterborne Polyurethanes
    Green Chemistry, 2020
    Co-Authors: Pengju Feng, Xiao Wang, Haiyan Liang, Jizhou Jiang, Qingwen Wang, Chaoqun Zhang
    Abstract:

    Despite tremendous endeavor was engaged in the transformation of vegetable oils into value-added chemicals, most of the known protocols still require cumbersome procedures for preparation of raw materials, high temperature, and long reaction time, acompanying with encumbering economic costs and low energy efficiency. In this manuscript, a simple, scalable, and ultrafast method for the synthesis of fully bio-based internal emulsifiers is reported. Flow chemistry was applied to achieve a photo-click, thiol-ene reaction at room temperature by using Cysteine Derivative and castor oil as natural raw materials. The conversion rates were obtained up to 92.0 % when the raw materials were delivered at a speed of 77.2 mL min-1 with a custom flow chemistry setup. The fully bio-based internal emulsifier was further applied to synthesize waterborne polyurethanes with typical polyols. The bio-content of these waterborne polyurethanes could be as high as 90.0 wt. %. Moreover, the derived films of waterborne polyurethane exhibit superior thermophysical and mechanical properties with the known solvent- and petroleum-based polyurethane films. The novel emulsifier, prepared via photo-click thiol-ene chemistry, bridges natural materials (amino acid Derivatives and castor oil) and fossil-based products, affording a green and sustainable strategy for the synthesis of waterborne polyurethanes, which will decrease our chemical dependence on fossil resources.

Hiroyuki Mizuno - One of the best experts on this subject based on the ideXlab platform.

  • effect of fudosteine a Cysteine Derivative on blood flow of tracheal microvasculature increased by airway inflammation
    Environmental Toxicology and Pharmacology, 2001
    Co-Authors: Koichi Takahashi, Hiroyuki Mizuno, Tadayuki Koda, Mari Otsuka, Takeshi Miyata
    Abstract:

    Abstract We examined the effect of fudosteine, a Cysteine Derivative, on blood flow of tracheal microvasculature increased by airway inflammation. Airway inflammation was elicited by sulfur dioxide (SO 2 ) exposure for 2 weeks in rabbits. Each drug (500 mg/kg, p.o.) or 0.5% carboxymethylcellulose-Na (control group) was daily administered just before SO 2 exposure. After final SO 2 exposure was finished, blood flow of tracheal microvasculature was measured by blood perfusion monitor. Fudosteine or S -carboxymethylCysteine ( S -CMC) significantly suppressed blood flow of tracheal microvasculature increased by SO 2 exposure. However, no effect of fudosteine was observed on the pharmacological microvascular response in trachea of SO 2 -exposed rabbits. On the other hand, fudosteine or S -CMC scavenged superoxide anion generated from rat neutrophils, and enzymatically generated from xanthine oxidase-acetaldehyde reaction. The results suggest that suppressive action in increased tracheal blood flow of fudosteine is due to anti-inflammatory activity, at least in part, via scavenging of superoxide anion.

  • effect of fudosteine a new Cysteine Derivative on mucociliary transport
    Journal of Pharmacy and Pharmacology, 2001
    Co-Authors: Koichi Takahashi, Hiroyuki Mizuno, Tadayuki Koda, Takeshi Miyata
    Abstract:

    : We examined the effect of fudosteine ((-)-(R)-2-amino-3-(3-hydroxypropylthio)propionic acid) on the mucociliary transport (MCT) rate in quails. The MCT rate was estimated by ash transport velocity on the tracheal mucosa of quails. Fudosteine (500 mg kg(-1), p.o.) did not affect the normal MCT rate. However, topical application of fudosteine to the tracheal mucosa dose-dependently protected the impairment of the MCT rate caused by exposure to cigarette smoke. The results suggest that fudosteine may participate in the defence mechanism in the respiratory tract against irritant gases.

  • effects of fudosteine a new Cysteine Derivative on airway secretion in rabbits and rats
    Folia Pharmacologica Japonica, 2000
    Co-Authors: Koichi Takahashi, Nobuhisa Iwase, Masago Ishikawa, Hiroyuki Mizuno, Tadayuki Koda, Takeshi Miyata
    Abstract:

    : We examined the effects of fudosteine [(-)-(R)-2-amino-3-(3-hydroxypropylthio) propionic acid], a new Cysteine Derivative, on airway secretion in rabbits and rats. Indirect measurement of airway secretion in rabbits, which was expressed by the amount of dye excreted into the respiratory tract, was carried out according to the Sakuno's method, with some modifications. Fudosteine (500 mg/kg, p.o.) significantly increased the amount of dye excreted into the respiratory tract. As a direct method of measurement of airway secretion, the modified Perry and Boyd's method was used to collect respiratory tract fluid (RTF) in rabbits. Fudosteine (500 mg/kg, p.o.) significantly augmented the output volume of RTF, but there was no difference from the control in protein and phosphatidylcholine (PC) contents into RTF. On the other hand, fudosteine increased chloride ion concentration in broncho-alveolar lavage of rats. Fudosteine did not stimulate PC secretion in a primary culture of rat type II pneumocytes, and it did not have a mucolytic effect against gastric mucin in vitro. From the results described above, it was concluded that fudosteine may be a new Cysteine Derivative which offers a serous secretion.

  • effects of ss320a a new Cysteine Derivative on the change in the number of goblet cells induced by bacterial endotoxin in rat tracheal epithelium
    Environmental Toxicology and Pharmacology, 1998
    Co-Authors: Koichi Takahashi, Hiroyuki Mizuno, Hiromitsu Ohno, Masaya Takeuchi, Shigeru Nagaoka, Takeshi Miyata
    Abstract:

    We examined the effects of SS320A, a new Cysteine Derivative, on the change in the number of goblet cells induced by bacterial endotoxin in rat tracheal epithelium. Four types of goblet cell were characterized in tracheal epithelium according to their size and staining affinity with Alcian blue (AB)/periodic acid Schiff (PAS). Each rat was intratracheally given a single instillation of lipopolysaccharide (LPS) (2 mg/ml). The results showed that treatment with LPS increased the number of AB/PAS-positive cells that were recognizable as goblet cells in tracheal epithelium. On the other hand, LPS evoked acute lung inflammation related to neutrophil accumulation in the lung before the increase in goblet cells. SS320A (10–100 mg/kg, p.o.) and dexamethasone (10 mg/kg, p.o.) each significantly inhibited the increase in the number of goblet cells induced by LPS. On the other hand, ambroxol, bromhexine, l-Cysteine ethyl ester and S-carboxymethylCysteine, which are used as expectorants, had no inhibitory effects on the LPS-induced change in the number of goblet cells. SS320A slightly inhibited the lung injury based on a histological examination. These data suggest that SS320A may have a beneficial effect against mucus hypersecretion in respiratory disease.

  • effects of ss320a a new Cysteine Derivative on the change in the number of goblet cells induced by isoproterenol in rat tracheal epithelium
    Japanese Journal of Pharmacology, 1998
    Co-Authors: Koichi Takahashi, Hiroyuki Mizuno, Hiromitsu Ohno, Shigeru Nagaoka, Yoichiro Isohama, Kazuo Takahama, Takeshi Miyata
    Abstract:

    Abstract We examined the effects of SS320A ((—)-(R)-2-amino-3-(3-hydroxypropylthio)propionic acid), a new Cysteine Derivative, on the change in the number of goblet cells induced by isoproterenol in rat tracheal epithelium. Four types of goblet cells were characterized in tracheal epithelium according to their size and staining affinity with Alcian blue (AB) / periodic acid Schiff (PAS). When each rat was given a single daily injection of isoproterenol (0.05 mg/kg, i.p.) for 14 days, a significant increase was observed in AB/PAS-positive cells that were recognizable as goblet cells in tracheal epithelium. When SS320A (10–100 mg/kg, p.o.) or propranolol (1 mg/kg, s.c.) was administered before each injection of isoproterenol, the increase in the number of goblet cells induced by isoproterenol was significantly inhibited. There was no difference between male and female rats with regard to this inhibitory action. On the other hand, ambroxol, bromhexine, L -Cysteine ethyl ester and S-carboxymethylCysteine (100 mg/kg, p.o., respectively), which are used as expectorants, had no inhibitory effects on the isoproterenol-induced change in the number of goblet cells. Four metabolites (M1-M4) of SS320A in rats also failed to inhibit the change induced by isoproterenol. These data suggest that SS320A itself may have a beneficial effect against mucus hypersecretion in chronic respiratory diseases.

Xiao Wang - One of the best experts on this subject based on the ideXlab platform.

  • a Cysteine Derivative enabled ultrafast thiol ene reaction for scalable synthesis of a fully bio based internal emulsifier for high toughness waterborne polyurethanes
    Green Chemistry, 2020
    Co-Authors: Xiao Wang, Pengju Feng, Haiyan Liang, Jizhou Jiang, Qingwen Wang, Chaoqun Zhang
    Abstract:

    Although tremendous attempts have been made to transform vegetable oils into value-added chemicals, most of the known protocols still require cumbersome preparation procedures for the raw materials, high temperatures, and long reaction times, accompanied with encumbering economic costs and low energy efficiency. In this manuscript, a simple, scalable, and ultrafast method for the synthesis of fully bio-based internal emulsifiers is reported. Flow chemistry was applied to achieve a photo-click, thiol–ene reaction at room temperature by using a Cysteine Derivative and castor oil as natural raw materials. Conversion rates up to 92.0% were obtained, and the productivity of the internal emulsifier NACCO could reach 360.0 g h−1 with a custom flow chemistry setup. The fully bio-based internal emulsifier was further applied to synthesize waterborne polyurethanes with typical polyols. The bio-content of these waterborne polyurethanes could be as high as 90.0 wt%. Moreover, the films derived from waterborne polyurethanes exhibit superior thermophysical and mechanical properties to known solvent- and petroleum-based polyurethane films. The novel emulsifier, prepared via photo-click thiol–ene chemistry, bridges natural materials (amino acid Derivatives and castor oil) and fossil-based products; this affords a green and sustainable strategy for the synthesis of waterborne polyurethanes, which will decrease our chemical dependence on fossil resources.

  • Cysteine Derivative Enabled Ultrafast Thiol-ene Reaction to Scalable Synthesis of Fully Bio-based Internal Emulsifiers for Super Tough Waterborne Polyurethanes
    Green Chemistry, 2020
    Co-Authors: Pengju Feng, Xiao Wang, Haiyan Liang, Jizhou Jiang, Qingwen Wang, Chaoqun Zhang
    Abstract:

    Despite tremendous endeavor was engaged in the transformation of vegetable oils into value-added chemicals, most of the known protocols still require cumbersome procedures for preparation of raw materials, high temperature, and long reaction time, acompanying with encumbering economic costs and low energy efficiency. In this manuscript, a simple, scalable, and ultrafast method for the synthesis of fully bio-based internal emulsifiers is reported. Flow chemistry was applied to achieve a photo-click, thiol-ene reaction at room temperature by using Cysteine Derivative and castor oil as natural raw materials. The conversion rates were obtained up to 92.0 % when the raw materials were delivered at a speed of 77.2 mL min-1 with a custom flow chemistry setup. The fully bio-based internal emulsifier was further applied to synthesize waterborne polyurethanes with typical polyols. The bio-content of these waterborne polyurethanes could be as high as 90.0 wt. %. Moreover, the derived films of waterborne polyurethane exhibit superior thermophysical and mechanical properties with the known solvent- and petroleum-based polyurethane films. The novel emulsifier, prepared via photo-click thiol-ene chemistry, bridges natural materials (amino acid Derivatives and castor oil) and fossil-based products, affording a green and sustainable strategy for the synthesis of waterborne polyurethanes, which will decrease our chemical dependence on fossil resources.