Scalable chemistry involving diazonium salts
- Authors: Akwi, Faith Mary
- Date: 2016
- Subjects: Azo compounds -- Synthesis , Chemical processes
- Language: English
- Type: Thesis , Doctoral , PhD
- Identifier: http://hdl.handle.net/10948/6909 , vital:21162
- Description: Herein an alternative approach aimed at reducing the cost of numbering up technique as a scale up strategy for chemical processes from the laboratory bench top to the industry is explored. The effect of increasing channel size on the reaction conversion of the synthesis of azo compounds is investigated. This was achieved via a systematic investigative understanding of the synthesis in microreactors where a proof of concept study was performed to determine the optimum reaction parameters in azo coupling reactions involving couplers with aminated or hydroxylated groups in Little Things Factory-MS microreactors (Channel diameter: 1.0 mm) It was found that at slightly alkaline conditions (pH 8.55) and at a temperature of 25 °C, excellent conversions were attained in the azo coupling reaction of the diazonium salt solution of 2,4-dimethylaniline to 2-naphthol. On the other hand, the azo coupling reaction of the diazonium salt solution of p-nitroaniline to diphenylamine was found to thrive at a pH of 5.71 and at a temperature of 25 °C. Using, these optimized reaction parameters, the in-situ and reactive quench of diazonium salts in LTF-MS microreactors was investigated where it was found that at a flow rate of 0.2 ml/min, 0.03 ml/min and 0.07 ml/min of diazotizable amine & HCl, sodium nitrite and coupler solutions respectively, a conversion of 98% is achieved in approximately 2.4 minutes. A library of azo compounds was thus generated under these reaction conditions from couplers with aminated or hydroxylated aromatic aromatic systems. The scaled up synthesis of these compounds in a homemade PTFE tubing (ID 1.5 mm) reactor system was thereafter investigated and comparable conversions were observed. Capitalizing on the benefits of a large surface area and the short molecular diffusion distances observed in microreactors, in-situ phase transfer catalyzed azo coupling reaction of diphenylamine to p-nitroaniline was also explored. In this investigation a rapid and easy optimization protocol that yielded a 99%, 22% and 33% conversion of diphenylamine, carbazole and triphenylamine respectively in approximately 2.4 minutes using Chemtrix microreactors was established. On increasing the microreactor channel internal diameter in the scaled up synthesis approach, it was found that a 0.5 mm increase in channel internal diameter does result in lower reaction conversions.
- Full Text:
- Date Issued: 2016
- Authors: Akwi, Faith Mary
- Date: 2016
- Subjects: Azo compounds -- Synthesis , Chemical processes
- Language: English
- Type: Thesis , Doctoral , PhD
- Identifier: http://hdl.handle.net/10948/6909 , vital:21162
- Description: Herein an alternative approach aimed at reducing the cost of numbering up technique as a scale up strategy for chemical processes from the laboratory bench top to the industry is explored. The effect of increasing channel size on the reaction conversion of the synthesis of azo compounds is investigated. This was achieved via a systematic investigative understanding of the synthesis in microreactors where a proof of concept study was performed to determine the optimum reaction parameters in azo coupling reactions involving couplers with aminated or hydroxylated groups in Little Things Factory-MS microreactors (Channel diameter: 1.0 mm) It was found that at slightly alkaline conditions (pH 8.55) and at a temperature of 25 °C, excellent conversions were attained in the azo coupling reaction of the diazonium salt solution of 2,4-dimethylaniline to 2-naphthol. On the other hand, the azo coupling reaction of the diazonium salt solution of p-nitroaniline to diphenylamine was found to thrive at a pH of 5.71 and at a temperature of 25 °C. Using, these optimized reaction parameters, the in-situ and reactive quench of diazonium salts in LTF-MS microreactors was investigated where it was found that at a flow rate of 0.2 ml/min, 0.03 ml/min and 0.07 ml/min of diazotizable amine & HCl, sodium nitrite and coupler solutions respectively, a conversion of 98% is achieved in approximately 2.4 minutes. A library of azo compounds was thus generated under these reaction conditions from couplers with aminated or hydroxylated aromatic aromatic systems. The scaled up synthesis of these compounds in a homemade PTFE tubing (ID 1.5 mm) reactor system was thereafter investigated and comparable conversions were observed. Capitalizing on the benefits of a large surface area and the short molecular diffusion distances observed in microreactors, in-situ phase transfer catalyzed azo coupling reaction of diphenylamine to p-nitroaniline was also explored. In this investigation a rapid and easy optimization protocol that yielded a 99%, 22% and 33% conversion of diphenylamine, carbazole and triphenylamine respectively in approximately 2.4 minutes using Chemtrix microreactors was established. On increasing the microreactor channel internal diameter in the scaled up synthesis approach, it was found that a 0.5 mm increase in channel internal diameter does result in lower reaction conversions.
- Full Text:
- Date Issued: 2016
Creation of clay flameless burner for vaporizing an insect repellent containing pmd as an active ingredient
- Authors: Akwi, Faith Mary
- Date: 2012
- Subjects: Insect baits and repellents , Montmorillonite
- Language: English
- Type: Thesis , Masters , MSc
- Identifier: vital:10383 , http://hdl.handle.net/10948/d1008406 , Insect baits and repellents , Montmorillonite
- Description: Insecticide treated mosquito bed nets, insecticide aerosol sprays, repellent lotions and creams, repellent candles, vaporizable repellent essential oils, mosquito mats and coils are some of the many malaria personal protection tools that are in use. The latter of these measures are the most accessible and affordable options for the rural population in sub-Saharan Africa. It is therefore important to determine how effective these personal protection measures are by determining their ability to efficiently disperse an active ingredient when the protection measure is in use. In this study, a copper II oxide montmorillonite clay burner (CuOMontmorillonite clay burner) was created to vaporize repellent formulations containing various concentrations of p-menthane-3,8-diol (PMD) as the active ingredient with the aim of determining the percentage of the active ingredient that is released into the air and the rate of release. The performance of the CuO-Montmorillonite clay burner was also compared to that of the Lampe Berger fragrance burner (LBFB). In addition to this, the percentage of PMD released from 6 percentage wt PMD candles of diameters 40mm, 69mm and 83mm was determined and compared to that released when the CuO-Montmorillonite clay burner and Lampe Berger Fragrance burner where used to vaporize PMD repellent formulations. It was found that the rate of vaporization of the various PMD repellent formulations vaporized using the Lampe Berger fragrance burner is affected by the mass of PMD present in the repellent formulations. The 6 percentage wt PMD repellent candles released the least percentage of PMD as compared to that released when the CuO-Montmorillonite clay burner and the Lampe Berger fragrance burner were used to vaporize the PMD repellent formulations.
- Full Text:
- Date Issued: 2012
- Authors: Akwi, Faith Mary
- Date: 2012
- Subjects: Insect baits and repellents , Montmorillonite
- Language: English
- Type: Thesis , Masters , MSc
- Identifier: vital:10383 , http://hdl.handle.net/10948/d1008406 , Insect baits and repellents , Montmorillonite
- Description: Insecticide treated mosquito bed nets, insecticide aerosol sprays, repellent lotions and creams, repellent candles, vaporizable repellent essential oils, mosquito mats and coils are some of the many malaria personal protection tools that are in use. The latter of these measures are the most accessible and affordable options for the rural population in sub-Saharan Africa. It is therefore important to determine how effective these personal protection measures are by determining their ability to efficiently disperse an active ingredient when the protection measure is in use. In this study, a copper II oxide montmorillonite clay burner (CuOMontmorillonite clay burner) was created to vaporize repellent formulations containing various concentrations of p-menthane-3,8-diol (PMD) as the active ingredient with the aim of determining the percentage of the active ingredient that is released into the air and the rate of release. The performance of the CuO-Montmorillonite clay burner was also compared to that of the Lampe Berger fragrance burner (LBFB). In addition to this, the percentage of PMD released from 6 percentage wt PMD candles of diameters 40mm, 69mm and 83mm was determined and compared to that released when the CuO-Montmorillonite clay burner and Lampe Berger Fragrance burner where used to vaporize PMD repellent formulations. It was found that the rate of vaporization of the various PMD repellent formulations vaporized using the Lampe Berger fragrance burner is affected by the mass of PMD present in the repellent formulations. The 6 percentage wt PMD repellent candles released the least percentage of PMD as compared to that released when the CuO-Montmorillonite clay burner and the Lampe Berger fragrance burner were used to vaporize the PMD repellent formulations.
- Full Text:
- Date Issued: 2012
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