Polymer compositions containing mechanochromic polymers

A polymer composition comprising a polymer, said polymer comprising at least one polymer chain segment represented by the following Formula (I),

• wherein M independently for each w is a residue of a monomer,
• Φ is a residue of a mechanochromic compound having at least two reactive groups that are each independently bonded to one monomer residue M,
• w, independently for each z, is an integer of at least 1, and
• z is an integer of at least 2,
• further wherein said mechanochromic compound is selected from,
• (a) a spirooxazine compound represented by the following Formula (II),
• wherein n is from 1 to 4, p is from 1 to 2, q is from 1 to 4, and R1 independently for each n, R2 independently for each p, R3 independently for each q, R4, R5, and R6 are each independently selected from hydrogen, hydrocarbyl and substituted hydrocarbyl each optionally interrupted with at least one of —O—, —S—, —C(O)—, —C(O)O—, —OC(O)O—, —S(O)—, —SO2—, —N(R11)—, and —Si(R11)(R12)— wherein R11 and R12 are each independently selected from hydrogen, hydrocarbyl and substituted hydrocarbyl, and combinations of two or more thereof,
• provided that for the spirooxazine represented by Formula (II) at least two of, R1 independently for each n, R2 independently for each p, R3 independently for each q, R4, R5, and R6, each independently comprise said reactive group that is independently bonded to one monomer residue M,
• (b) an indenonaphthopyran represented by the following Formula (III),
• wherein x is from 1 to 4, y is from 1 to 4, R7 independently for each x, R8 independently for each y, R9, and R10 are each independently selected from hydrogen, hydrocarbyl and substituted hydrocarbyl each optionally interrupted with at least one of —O—, —S—, —C(O)—, —C(O)O—, —OC(O)O—, —S(O)—, —SO2—, —N(R11)—, and —Si(R11)(R12)— wherein R11 and R12 are each independently selected from hydrogen, hydrocarbyl and substituted hydrocarbyl, and combinations of two or more thereof, and
• B and B′ are each independently selected from unsubstituted aryl, substituted aryl, unsubstituted heteroaryl, substituted heteroaryl, and polyalkoxy, or B and B′ taken together form a ring structure selected from unsubstituted fluoren-9-ylidene, substituted fluoren-9-ylidene, saturated spiro-monocyclic hydrocarbon ring, saturated spiro-bicyclic hydrocarbon ring, and spiro-tricyclic hydrocarbon ring,
• provided that for the indenonaphthopyran represented by Formula (III), at least two of, R7, R8, R9, R10, B, and B′ each independently comprise said reactive group that is independently bonded to one monomer residue M,
• wherein said polymer comprises at least one active hydrogen group selected from hydroxyl, thiol, carboxylic acid, primary amine, and secondary amine, and
• said polymer composition further comprises at least one crosslinking agent comprising at least two functional groups selected from cyclic carboxylic acid anhydrides, oxiranes, thiooxiranes, isocyanates, thioisocyanates, cyclic carboxylic acid esters, cyclic amides, and cyclic carbonates.

A mechanochromic article comprising a polymer composition,

• wherein said mechanochromic article is selected from 3-dimensional articles, and each 3-dimensional article comprises a coating residing over at least a portion of at least one surface of each 3-dimensional article, further wherein said coating comprises said polymer composition,
• wherein said polymer composition comprises a polymer, and said polymer comprises at least one polymer chain segment represented by the following Formula (I),
• wherein M independently for each w is a residue of a monomer,
• Φ is a residue of a mechanochromic compound having at least two reactive groups that are each independently bonded to one monomer residue M,
• w, independently for each z, is an integer of at least 1, and
• z is an integer of at least 2,
• further wherein said mechanochromic compound is selected from,
• (a) a spirooxazine compound represented by the following Formula (II),
• wherein n is from 1 to 4, p is from 1 to 2, q is from 1 to 4, and R1 independently for each n, R2 independently for each p, R3 independently for each q, R4, R5, and R6 are each independently selected from hydrogen, hydrocarbyl and substituted hydrocarbyl each optionally interrupted with at least one of —O—, —S—, —C(O)—, —C(O)O—, —OC(O)O—, —S(O)—, —SO2—, —N(R11)—, and —Si(R11)(R12)— wherein R11 and R12 are each independently selected from hydrogen, hydrocarbyl and substituted hydrocarbyl, and combinations of two or more thereof,
• provided that for the spirooxazine represented by Formula (II) at least two of, R1 independently for each n, R2 independently for each p, R3 independently for each q, R4, R5, and R6, each independently comprise said reactive group that is independently bonded to one monomer residue M,
• (b) an indenonaphthopyran represented by the following Formula (III),
• wherein x is from 1 to 4, y is from 1 to 4, R7 independently for each x, R8 independently for each y, R9, and R10 are each independently selected from hydrogen, hydrocarbyl and substituted hydrocarbyl each optionally interrupted with at least one of —O—, —S—, —C(O)—, —C(O)O—, —OC(O)O—, —S(O)—, —SO2—, —N(R11)—, and —Si(R11)(R12)— wherein R11 and R12 are each independently selected from hydrogen, hydrocarbyl and substituted hydrocarbyl, and combinations of two or more thereof, and
• B and B′ are each independently selected from unsubstituted aryl, substituted aryl, unsubstituted heteroaryl, substituted heteroaryl, and polyalkoxy, or B and B′ taken together form a ring structure selected from unsubstituted fluoren-9-ylidene, substituted fluoren-9-ylidene, saturated spiro-monocyclic hydrocarbon ring, saturated spiro-bicyclic hydrocarbon ring, and spiro-tricyclic hydrocarbon ring,
• provided that for the indenonaphthopyran represented by Formula (III), at least two of, R7, R8, R9, R10, B, and B′ each independently comprise said reactive group that is independently bonded to one monomer residue M.

A mechanochromic article comprising a polymer composition,

• wherein said mechanochromic article further comprises a coating residing over at least a portion of at least one surface of said mechanochromic article, said coating being free of said polymer composition, and said coating comprising an additive selected from heat stabilizers, light stabilizers, and combinations thereof,
• wherein said polymer composition comprises a polymer, and said polymer comprises at least one polymer chain segment represented by the following Formula (I),
• wherein M independently for each w is a residue of a monomer,
• Φ is a residue of a mechanochromic compound having at least two reactive groups that are each independently bonded to one monomer residue M,
• w, independently for each z, is an integer of at least 1, and
• z is an integer of at least 2,
• further wherein said mechanochromic compound is selected from,
• (a) a spirooxazine compound represented by the following Formula (II),
• wherein n is from 1 to 4, p is from 1 to 2, q is from 1 to 4, and R1 independently for each n, R2 independently for each p, R3 independently for each q, R4, R5, and R6 are each independently selected from hydrogen, hydrocarbyl and substituted hydrocarbyl each optionally interrupted with at least one of —O—, —S—, —C(O)—, —C(O)O—, —OC(O)O—, —S(O)—, —SO2—, —N(R11)—, and —Si(R11)(R12)— wherein R11 and R12 are each independently selected from hydrogen, hydrocarbyl and substituted hydrocarbyl, and combinations of two or more thereof,
• provided that for the spirooxazine represented by Formula (II) at least two of, R1 independently for each n, R2 independently for each p, R3 independently for each q, R4, R5, and R6, each independently comprise said reactive group that is independently bonded to one monomer residue M,
• (b) an indenonaphthopyran represented by the following Formula (III),
• wherein x is from 1 to 4, y is from 1 to 4, R7 independently for each x, R8 independently for each y, R9, and R10 are each independently selected from hydrogen, hydrocarbyl and substituted hydrocarbyl each optionally interrupted with at least one of —O—, —S—, —C(O)—, —C(O)O—, —OC(O)O—, —S(O)—, —SO2—, —N(R11)—, and —Si(R11)(R12)— wherein R11 and R12 are each independently selected from hydrogen, hydrocarbyl and substituted hydrocarbyl, and combinations of two or more thereof, and
• B and B′ are each independently selected from unsubstituted aryl, substituted aryl, unsubstituted heteroaryl, substituted heteroaryl, and polyalkoxy, or B and B′ taken together form a ring structure selected from unsubstituted fluoren-9-ylidene, substituted fluoren-9-ylidene, saturated spiro-monocyclic hydrocarbon ring, saturated spiro-bicyclic hydrocarbon ring, and spiro-tricyclic hydrocarbon ring,
• provided that for the indenonaphthopyran represented by Formula (III), at least two of, R7, R8, R9, R10, B, and B′ each independently comprise said reactive group that is independently bonded to one monomer residue M.