This disclosure relates to a highly efficient and safe reactor for the continuous quenching of peroxide mixtures generated during the reaction of unsaturated compounds with ozone, which minimizes the amount of highly reactive peroxides accumulated in the reactor at any given time. The reactor may be modified to allow for expansion to accommodate the quenching parameters of a wide variety of ozonolysis reactions and flow rates. The reactor may be constructed from highly pressure rated stainless steel for maximum durability, safety, and economic practicality while increasing the safety of peroxide quenching, thus allowing tighter process control and improved product yields. This disclosure also related to methods for quenching ozonides.

This disclosure relates to a highly efficient and safe reactor for the continuous quenching of peroxide mixtures generated during the reaction of unsaturated compounds with ozone, which minimizes the amount of highly reactive peroxides accumulated in the reactor at any given time. The reactor may be modified to allow for expansion to accommodate the quenching parameters of a wide variety of ozonolysis reactions and flow rates. The reactor may be constructed from highly pressure rated stainless steel for maximum durability, safety, and economic practicality while increasing the safety of peroxide quenching, thus allowing tighter process control and improved product yields. This disclosure also related to methods for quenching ozonides.

Provided are compounds that generate a peroxide when they react with ozone in the presence of water. Additionally, alkyne compounds reactive with a free radical, a reactive oxygen species (ROS) or another reactive species are provided. Also provided are enol ether, enamine, and vinal thioester compounds reactive with a free radical, a strong acid, a reactive oxygen species (ROS) or another reactive species. Additionally provided are compounds reactive with a free radical, an ROS or another reactive species. The compounds comprise a conjugated moiety operably joined to an alkene moiety and a resonance-transmitting moiety, wherein the resonance-transmitting moiety transmits an electron through the conjugated moiety to the alkene moiety, which reacts with the free radical, an ROS or another reactive species. Also provided are methods of decomposing a free radical, an ROS or another reactive species. The methods comprise contacting the free radical or ROS with any of the above compounds. Also provided are methods of using any of the compounds described herein, and compositions comprising those compounds. Additionally provided are methods of producing the above compounds.

Provided are compounds that generate a peroxide when they react with ozone in the presence of water. Additionally, alkyne compounds reactive with a free radical, a reactive oxygen species (ROS) or another reactive species are provided. Also provided are enol ether, enamine, and vinal thioester compounds reactive with a free radical, a strong acid, a reactive oxygen species (ROS) or another reactive species. Additionally provided are compounds reactive with a free radical, an ROS or another reactive species. The compounds comprise a conjugated moiety operably joined to an alkene moiety and a resonance-transmitting moiety, wherein the resonance-transmitting moiety transmits an electron through the conjugated moiety to the alkene moiety, which reacts with the free radical, an ROS or another reactive species. Also provided are methods of decomposing a free radical, an ROS or another reactive species. The methods comprise contacting the free radical or ROS with any of the above compounds. Also provided are methods of using any of the compounds described herein, and compositions comprising those compounds. Additionally provided are methods of producing the above compounds.

Provided are compounds that generate a peroxide when they react with ozone in the presence of water. Additionally, alkyne compounds reactive with a free radical, a reactive oxygen species (ROS) or another reactive species are provided. Also provided are enol ether, enamine, and vinal thioester compounds reactive with a free radical, a strong acid, a reactive oxygen species (ROS) or another reactive species. Additionally provided are compounds reactive with a free radical, an ROS or another reactive species. The compounds comprise a conjugated moiety operably joined to an alkene moiety and a resonance-transmitting moiety, wherein the resonance-transmitting moiety transmits an electron through the conjugated moiety to the alkene moiety, which reacts with the free radical, an ROS or another reactive species. Also provided are methods of decomposing a free radical, an ROS or another reactive species. The methods comprise contacting the free radical or ROS with any of the above compounds. Also provided are methods of using any of the compounds described herein, and compositions comprising those compounds. Additionally provided are methods of producing the above compounds.

The disclosure relates to a method of performing ozonolysis or ozone-based oxidation on a liquid or emulsified reagent using a tubular falling firm reactor with one or multiple tubes wherein the combined ozone and carrier gas flow is co-current.

The disclosure relates to a method of performing ozonolysis or ozone-based oxidation on a liquid or emulsified reagent using a tubular falling firm reactor with one or multiple tubes wherein the combined ozone and carrier gas flow is co-current.

The disclosure relates to a method of performing ozonolysis or ozone-based oxidation on a liquid or emulsified reagent using a tubular falling firm reactor with one or multiple tubes wherein the combined ozone and carrier gas flow is co-current.

Systems and methods are provided for ozonolysis of polycyclic aromatic hydrocarbons (PAHs) in a liquid CO.sub.2 reaction environment. It has been unexpectedly discovered that oxygen-containing functional groups can be added to PAH substrates while substantially avoiding combustion reactions and while reducing or minimizing formation of energetic intermediates. Because the formation of energetic intermediates is minimal, the ozonolysis can be performed at temperatures near ambient (e.g., between 10 C. and 50 C.) while still achieving a satisfactory safety profile. In various aspects, ozonolysis can occur while forming a reduced or minimized amount of water, such as forming substantially no water in the reaction environment.

Systems and methods are provided for ozonolysis of polycyclic aromatic hydrocarbons (PAHs) in a liquid CO.sub.2 reaction environment. It has been unexpectedly discovered that oxygen-containing functional groups can be added to PAH substrates while substantially avoiding combustion reactions and while reducing or minimizing formation of energetic intermediates. Because the formation of energetic intermediates is minimal, the ozonolysis can be performed at temperatures near ambient (e.g., between 10 C. and 50 C.) while still achieving a satisfactory safety profile. In various aspects, ozonolysis can occur while forming a reduced or minimized amount of water, such as forming substantially no water in the reaction environment.