Polyhemiaminal (PHA) and polyhexahydrotriazine (PHT) materials are modified by 1,4 conjugate addition chemical reactions to produce a variety of molecular architectures comprising pendant groups and bridging segments. The materials are formed by a method that includes heating a mixture comprising solvent(s), paraformaldehyde, aromatic amine groups, aliphatic amine Michael donors, and Michael acceptors, such as acrylates. The reaction mixtures may be used to prepare polymer pre-impregnated materials and composites containing PHT matrix resin.

A polymer to which there is attached a group represented by the following formula (1):

##STR00001##

(wherein each of R.sub.x, S.sub.y, and S.sub.z represents a hydrogen atom or a monovalent organic group; each of R.sub.y and R.sub.z represents a single bond or a divalent organic group; each of ring Ar.sub.y and ring Ar.sub.z represents a C4 to C20 cyclic alkyl group or a C6 to C30 aryl group, and ring Ar.sub.y and ring Ar.sub.z may be linked together to form a new ring structure therebetween; n.sub.y is an integer of 0 to the maximum number corresponding to allowable substitution to ring Ar.sub.y; n.sub.z is an integer of 0 to the maximum number corresponding to allowable substitution to ring Ar.sub.z; and * is a polymer bonding site).

A polymer to which there is attached a group represented by the following formula (1):

##STR00001##

(wherein each of R.sub.x, S.sub.y, and S.sub.z represents a hydrogen atom or a monovalent organic group; each of R.sub.y and R.sub.z represents a single bond or a divalent organic group; each of ring Ar.sub.y and ring Ar.sub.z represents a C4 to C20 cyclic alkyl group or a C6 to C30 aryl group, and ring Ar.sub.y and ring Ar.sub.z may be linked together to form a new ring structure therebetween; n.sub.y is an integer of 0 to the maximum number corresponding to allowable substitution to ring Ar.sub.y; n.sub.z is an integer of 0 to the maximum number corresponding to allowable substitution to ring Ar.sub.z; and * is a polymer bonding site).

Two-dimensional (2D) polymers and methods for their formation are described herein. To create oriented 2D polymer films, monomers are combined with processing additives within a solvent, creating a solution that can be cast and dried to remove the solvent and form a solid film. The methods can enable transformation of the monomers into oriented films. Film quality can be controlled via multiple processing parameters, including monomer and additive concentrations, shear and elongational flow rates during casting, evaporation rates, and post-process rinsing, buffering, stretching, and thermal treatments. By combining stiff carbon-containing cyclic polymer nodal units with more compliant linear polymer bridge units in an ordered, 2D repeating molecular structure it is possible to tailor the mechanical properties of 2D polymers and their assemblies to provide high stiffness, strength, and toughness. The 2D polymer can also be combined with other 2D materials, linear polymers, or reinforcing materials to create 2D polymer composites.

The present invention relates to a process for preparing aminobenzoic acid or an aminobenzoic acid conversion product, comprising the steps of: (I) providing an aqueous solution of aminobenzoic acid using a fermentation process; (II) adsorbing aminobenzoic acid; (III) desorbing aminobenzoic acid at a pH in the range from −0.8 to 3.0, preferably −0.5 to 3.0, more preferably 0.1 to 3.0, very preferably 0.5 to 2.5, very exceptionally preferably 1.0 to 2.0; (IV) obtaining the aminobenzoic acid from the desorbate obtained in step (III); (V) optionally further converting the aminobenzoic acid obtained in step (IV) to an aminobenzoic acid conversion product.

The present invention relates to a process for preparing aminobenzoic acid or an aminobenzoic acid conversion product, comprising the steps of: (I) providing an aqueous solution of aminobenzoic acid using a fermentation process; (II) adsorbing aminobenzoic acid; (III) desorbing aminobenzoic acid at a pH in the range from −0.8 to 3.0, preferably −0.5 to 3.0, more preferably 0.1 to 3.0, very preferably 0.5 to 2.5, very exceptionally preferably 1.0 to 2.0; (IV) obtaining the aminobenzoic acid from the desorbate obtained in step (III); (V) optionally further converting the aminobenzoic acid obtained in step (IV) to an aminobenzoic acid conversion product.

An impact resistant polyhexahydrotriazine polymer, processes of forming an impact resistant polyhexahydrotriazine polymer, and an article of manufacture comprising an impact resistant polyhexahydrotriazine polymer are disclosed. The impact resistant polyhexahydrotriazine polymer includes at least one hexahydrotriazine group and at least one chain comprising an allylic portion and a styrenic portion. Variations in the chain control properties of the impact resistant polymer. The process of forming the impact resistant polyhexahydrotriazine polymer includes reactions between formaldehyde and at least two classes of monomer that form hexahydrotriazine groups and impact resistant chains. Adjusting relative monomer concentrations controls properties of the impact resistant polyhexahydrotriazine polymer. The article of manufacture contains a material that has an impact resistant polymer. Impact resistance of the impact resistant polyhexahydrotriazine polymer is dependent upon variation in relative amounts of monomers used in its synthesis.

An impact resistant polyhexahydrotriazine polymer, processes of forming an impact resistant polyhexahydrotriazine polymer, and an article of manufacture comprising an impact resistant polyhexahydrotriazine polymer are disclosed. The impact resistant polyhexahydrotriazine polymer includes at least one hexahydrotriazine group and at least one chain comprising an allylic portion and a styrenic portion. Variations in the chain control properties of the impact resistant polymer. The process of forming the impact resistant polyhexahydrotriazine polymer includes reactions between formaldehyde and at least two classes of monomer that form hexahydrotriazine groups and impact resistant chains. Adjusting relative monomer concentrations controls properties of the impact resistant polyhexahydrotriazine polymer. The article of manufacture contains a material that has an impact resistant polymer. Impact resistance of the impact resistant polyhexahydrotriazine polymer is dependent upon variation in relative amounts of monomers used in its synthesis.

A polymer comprising at least one unit of the formula (1) wherein T.sup.1 is a carbon atom or a nitrogen atom, T.sup.2 is a carbon atom if T.sup.1 is a nitrogen atom, or is a nitrogen atom if T.sup.1 is a carbon atom, r is 1, 2, 3 or 4, s is 1, 2, 3, or 4, M.sup.1 is preferably selected from the group consisting of M.sup.2 is preferably The polymers are prepared by reacting monomers (1a) with monomers (2a) H.sub.2N-[-M.sup.1-]r-NH.sub.2 (1a) OHC-[-M.sup.2-]s-CHO (2a) or the step of reacting monomers (1b) with monomers (2b) OHC-[-M.sup.1-]r-CHO (1b) H.sub.2N-[-M.sup.2-]s-NH.sub.2 (2b). ##STR00001##

A polymer comprising at least one unit of the formula (1) wherein T.sup.1 is a carbon atom or a nitrogen atom, T.sup.2 is a carbon atom if T.sup.1 is a nitrogen atom, or is a nitrogen atom if T.sup.1 is a carbon atom, r is 1, 2, 3 or 4, s is 1, 2, 3, or 4, M.sup.1 is preferably selected from the group consisting of M.sup.2 is preferably The polymers are prepared by reacting monomers (1a) with monomers (2a) H.sub.2N-[-M.sup.1-]r-NH.sub.2 (1a) OHC-[-M.sup.2-]s-CHO (2a) or the step of reacting monomers (1b) with monomers (2b) OHC-[-M.sup.1-]r-CHO (1b) H.sub.2N-[-M.sup.2-]s-NH.sub.2 (2b). ##STR00001##