Hydrotetrazine compounds having antioxidant properties and uses thereof are described herein. These compounds may be dihydrotetrazines, tetrahydrotetrazines, or hexahydrotetrazines that can be utilized as antioxidants for use in thermoplastics, thermosets and elastomers; free radical inhibitors to stabilize reactive chemicals, such as monomers against free radical polymerizations; and as anticorrosion agents in coatings to protect against metal oxidation. The hydrogenated tetrazines can donate hydrogen atom equivalents to terminate radical chain reactions. These compounds can change colors to signal when oxidation has occurred, and can be further recycled by reduction reactions.

Provided are a curing accelerator for an oxidative polymerization type unsaturated resin having a high curing accelerating ability, and a printing ink and a coating material each including the curing accelerator for an oxidative polymerization type unsaturated resin. Specifically, there are provided a curing accelerator for an oxidative polymerization type unsaturated resin containing a metal salt (A) and an imidazole compound (B), a curing accelerator for an oxidative polymerization type unsaturated resin containing a metal salt (A), a ligand compound (C) and an imidazole compound (B), a curing accelerator for an oxidative polymerization type unsaturated resin containing a metal complex (D) and an imidazole compound (B), and a printing ink and a coating material using the curing accelerator for an oxidative polymerization type unsaturated resin.

Provided are a curing accelerator for an oxidative polymerization type unsaturated resin having a high curing accelerating ability, and a printing ink and a coating material each including the curing accelerator for an oxidative polymerization type unsaturated resin. Specifically, there are provided a curing accelerator for an oxidative polymerization type unsaturated resin containing a metal salt (A) and an imidazole compound (B), a curing accelerator for an oxidative polymerization type unsaturated resin containing a metal salt (A), a ligand compound (C) and an imidazole compound (B), a curing accelerator for an oxidative polymerization type unsaturated resin containing a metal complex (D) and an imidazole compound (B), and a printing ink and a coating material using the curing accelerator for an oxidative polymerization type unsaturated resin.

Embodiments described herein relate generally to systems and methods for manufacturing a master batch with a graphitic material dispersed in a polymer matrix. In some embodiments, a method for manufacturing the master batch can include combining the graphitic material with a polymer, adding a supercritical fluid to the mixture, and depressurizing the supercritical fluid to remove the supercritical fluid. In some embodiments, the method includes mixing the graphitic material and the polymer for a first time period to form a first mixture and transferring the supercritical fluid to the first mixture to form a second mixture. In some embodiments, the method includes mixing the second mixture for a second time period and depressurizing the second mixture to allow the supercritical fluid to transition to a gas phase.

Embodiments described herein relate generally to systems and methods for manufacturing a master batch with a graphitic material dispersed in a polymer matrix. In some embodiments, a method for manufacturing the master batch can include combining the graphitic material with a polymer, adding a supercritical fluid to the mixture, and depressurizing the supercritical fluid to remove the supercritical fluid. In some embodiments, the method includes mixing the graphitic material and the polymer for a first time period to form a first mixture and transferring the supercritical fluid to the first mixture to form a second mixture. In some embodiments, the method includes mixing the second mixture for a second time period and depressurizing the second mixture to allow the supercritical fluid to transition to a gas phase.

Provided is a method for making a curable composition that has low viscosity and rapid curing ability in the form of thin film, further has excellent resistance to emulsification and preservation stability, and has high hardness in the form of cured film, thereby achieving excellent alkali developability, which is preferably an active energy beam-curable composition, is provided. The made curable composition includes a mixture (A) of a compound having two or more (meth)acryloyl groups, and is obtained by conducting a transesterification reaction of diglycerin and/or glycerin and a compound having one (meth)acryloyl group under the presence of the following catalysts X and Y: catalyst X: a compound that is at least one member selected from the group consisting of cyclic tertiary amine having an azabicyclo structure or a salt or complex thereof, amidine or a salt or complex thereof, and a compound having a pyridine ring or a salt or complex thereof; and catalyst Y: a compound including zinc.

Provided is a method for making a curable composition that has low viscosity and rapid curing ability in the form of thin film, further has excellent resistance to emulsification and preservation stability, and has high hardness in the form of cured film, thereby achieving excellent alkali developability, which is preferably an active energy beam-curable composition, is provided. The made curable composition includes a mixture (A) of a compound having two or more (meth)acryloyl groups, and is obtained by conducting a transesterification reaction of diglycerin and/or glycerin and a compound having one (meth)acryloyl group under the presence of the following catalysts X and Y: catalyst X: a compound that is at least one member selected from the group consisting of cyclic tertiary amine having an azabicyclo structure or a salt or complex thereof, amidine or a salt or complex thereof, and a compound having a pyridine ring or a salt or complex thereof; and catalyst Y: a compound including zinc.

Solid microcapsules are prepared by adding, with stirring, a composition having at least one active ingredient to a photocrosslinkable polymeric composition to obtain an emulsion, and adding the emulsion, with stirring, to a viscous composition. The viscosity of the viscous composition is greater than 2000 mPa.Math.s at 25 C. A double emulsion is obtained, to which shear is applied at a rate less than 1000 s.sup.1, to obtain a sheared emulsion. Polymerization of the sheared emulsion is accomplished by photopolymerization.

Solid microcapsules are prepared by adding, with stirring, a composition having at least one active ingredient to a photocrosslinkable polymeric composition to obtain an emulsion, and adding the emulsion, with stirring, to a viscous composition. The viscosity of the viscous composition is greater than 2000 mPa.Math.s at 25 C. A double emulsion is obtained, to which shear is applied at a rate less than 1000 s.sup.1, to obtain a sheared emulsion. Polymerization of the sheared emulsion is accomplished by photopolymerization.

A bio-renewable flame-retardant compound, a process for forming a bio-renewable flame-retardant compound, and an article of manufacture comprising a bio-renewable flame-retardant compound are disclosed. The bio-renewable flame-retardant compound includes a cyclic structure formed in a reaction with a bio-renewable diene. The process for forming a bio-renewable flame-retardant compound includes the selection and reaction of a bio-renewable diene, a dienophile, and optionally a phosphorus compound to form a cyclic compound, reacting the cyclic compound with a phosphorus compound to form a cyclic flame-retardant compound, and forming a bio-renewable flame-retardant polymer that includes the bio-renewable flame-retardant compound. The article of manufacture includes a material containing the bio-renewable flame-retardant compound.