Polyoxime compounds and their preparation

A homogeneous homopolyoxime composition prepared by a process comprising the steps of:

• 1) obtaining a first organic baseplate molecule having present therein a plurality of at least three identical orthogonal reactive groups capable of oxime linkage formation, wherein said orthogonal reactive groups are amino-oxy groups, aldehyde groups or keto groups;
• 2) obtaining a second organic molecule having present therein a complementary orthogonal reactive group capable of oxime linkage formation with said orthogonal reactive group on said baseplate molecule, wherein said complementary orthogonal reactive groups are amino-oxy groups, aldehyde groups or keto groups, as appropriate for complementarity;
• 3) contacting said baseplate molecule with an amount of said second organic molecule sufficient for essentially complete reaction between said second organic molecule and said plurality of orthogonal reactive groups on said baseplate molecule under conditions allowing oxime linkage formation, whereby oxime linkage formation occurs between the orthogonal reactive groups on said baseplate and the complementary orthogonal reactive groups on said second organic molecules;
• and
• 4) separating the homopolyoxime product from unreacted second organic molecules.

A method of producing a homogeneous homopolyoxime composition, comprising the steps of:

• 1) obtaining a first organic baseplate molecule having present therein a plurality of at least three identical orthogonal reactive groups capable of oxime linkage formation, wherein said orthogonal reactive groups are amino-oxy groups, aldehyde groups or keto groups;
• 2) obtaining a second organic molecule having present therein a complementary orthogonal reactive group capable of oxime linkage formation with said orthogonal reactive group on said baseplate molecule, wherein said complementary orthogonal reactive groups are amino-oxy groups aldehyde groups or keto groups as appropriate for complementarity;
• 3) contacting said baseplate molecule with an amount of said second organic molecule sufficient for essentially complete reaction between said second organic molecule and said plurality of orthogonal reactive groups on said baseplate molecule under conditions allowing oxime linkage formation, whereby oxime linkage formation occurs between the orthogonal reactive groups on said baseplate and the complementary orthogonal reactive groups on said second organic molecules;
• and
• 4) separating the homopolyoxime product from unreacted second organic molecules.

A homogeneous hetero-polyoxime composition produced by a process comprising the steps of:

• 1) obtaining a first organic baseplate molecule having present therein a plurality of at least three orthogonal reactive groups capable of oxime linkage formation, wherein said at least three orthogonal reactive groups are independently selected from the group consisting of an aldehyde group, a keto group, an amino-oxy group and protected forms thereof;
• 2) obtaining a second organic molecule having present therein an orthogonal reactive group, selected from the group consisting of an aldehyde group, a keto group and an amino-oxy group, capable of oxime linkage formation with its complementary orthogonal reactive group on the baseplate;
• 3) obtaining a third organic molecule having present therein an orthogonal reactive group, selected from the group consisting of an aldehyde group, a keto group and an amino-oxy group, capable of oxime linkage formation with its complementary orthogonal reactive group on the baseplate, wherein said second organic molecule and said third organic molecule are different in structure;
• 4) mixing the baseplate and the second organic molecules under conditions allowing oxime linkage formation, whereby oxime linkage formation occurs with said second organic molecule in the same position or positions in each baseplate molecule;
• 5) mixing the baseplate and the third organic molecules, either contemporaneously or sequentially with said mixing in step 4), under conditions allowing oxime linkage formation, whereby oxime linkage formation occurs with said third organic molecule in the same position or positions in each baseplate molecule;
• and
• 6) separating the hetero-polyoxime product from unreacted second and third organic molecules.

A method of producing a homogeneous heteropolyoxime composition comprising the steps of:

• 1) obtaining a first organic baseplate molecule having present therein a plurality of at least three orthogonal reactive groups capable of oxime linkage formation, wherein said at least three orthogonal reactive groups are independently selected from the group consisting of an aldehyde group, a keto group, an amino-oxy group and protected forms thereof;
• 2) obtaining a second organic molecule having present therein an orthogonal reactive group, selected from the group consisting of an aldehyde group, a keto group and an amino-oxy group, capable of oxime linkage formation with its complementary orthogonal reactive group on the baseplate;
• 3) obtaining a third organic molecule having present therein an orthogonal reactive group, selected from the group consisting of an aldehyde group, a keto group and an amino-oxy group, capable of oxime linkage formation with its complementary orthogonal reactive group on the baseplate, wherein said second organic molecule and said third organic molecule are different in structure;
• 4) mixing the baseplate and the second organic molecules under conditions allowing oxime linkage formation, whereby oxime linkage formation occurs with said second organic molecule in the same position or positions in each baseplate molecule;
• 5) mixing the baseplate and the third organic molecules, either contemporaneously or sequentially with said mixing in step 4), under conditions allowing oxime linkage formation, whereby oxime linkage formation occurs with said third organic molecule in the same position or positions in each baseplate molecule;
• and
• 6) separating the hetero-polyoxime product from unreacted second and third organic molecules.