Photoimageable polyolefin compositions containing photobase generators

1. A photoimagable composition comprising:

a) a polymer consisting of one or more first repeating units represented by formula (IA), said first repeating unit is derived from a monomer of formula (I):

wherein:

m is an integer 0, 1 or 2;

R 1 , R 2 , R 3 and R 4 are the same or different and each independently selected from the group consisting of hydrogen, halogen, linear or branched (C 1 -C 12 )alkyl, linear or branched hydroxy(C 1 -C 12 )alkyl, linear or branched perfluoro(C 1 -C 12 )alkyl, (C 3 -C 12 )cycloalkyl, (C 6 -C 12 )bicycloalkyl, (C 7 -C 14 )tricycloalkyl, (C 6 -C 10 )aryl, (C 6 -C 10 )aryl(C 1 -C 6 )alkyl, perfluoro(C 6 -C 10 )aryl, perfluoro(C 6 -C 10 )aryl(C 1 -C 3 )alkyl, (C 5 -C 10 )heteroaryl, (C 5 -C 10 )heteroaryl(C 1 -C 3 )alkyl, hydroxy, (C 1 -C 12 )alkoxy, (C 3 -C 12 )cycloalkoxy, (C 6 -C 12 )bicycloalkoxy, (C 7 -C 14 )tricycloalkoxy, (C 6 -C 10 )aryloxy(C 1 -C 3 )alkyl, (C 5 -C 10 )heteroaryloxy(C 1 -C 3 )alkyl, (C 6 -C 10 )aryloxy, (C 5 -C 10 )heteroaryloxy, (C 1 -C 6 )acyloxy, —(CH 2 ) a —C(CF 3 ) 2 OR, —(CH 2 ) a —CO 2 R,

a group of formula (A):

—(CH 2 ) b —(OCH 2 —CH 2 ) c —OR  (A); and

a group of formula (B):

wherein:

a is an integer from 0 to 4

b is an integer from 0 to 10;

c is an integer 0, 1, 2, 3 or 4; and

R is selected from the group consisting of hydrogen, linear or branched (C 1 -C 6 )alkyl, (C 5 -C 8 )cycloalkyl, (C 6 -C 10 )aryl and (C 7 -C 12 )aralkyl;

a second repeating unit represented by formula (IIA), said second repeating unit is derived from a monomer of formula (II):

wherein

R 8 , R 9 , R 10 and R 11 are the same or different and each independently of one another is selected from the group consisting of hydrogen, linear or branched (C 1 -C 6 )alkyl, (C 5 -C 8 )cycloalkyl, (C 6 -C 10 )aryl and (C 7 -C 12 )aralkyl;

and

a third repeating unit selected from the group consisting of a repeating unit of formula (IIIA) and a repeating unit of formula (IIIB), said third repeating unit is derived from a monomer of formula (III):

wherein:

Z is O or N—R 12 wherein R 12 is selected from the group consisting of hydrogen, linear or branched (C 1 -C 9 )alkyl, (C 3 -C 7 )cycloalkyl and (C 6 -C 12 )aryl;

R 5 , R 6 and R 7 are each independently of one another selected from the group consisting of hydrogen, linear or branched (C 1 -C 9 )alkyl, fluorinated or perfluorinated(C 1 -C 9 )alkyl, (C 6 -C 12 )aryl and (C 6 -C 12 )aryl(C 1 -C 12 )alkyl; and

wherein each of aforementioned groups, where valence is permissible, is optionally substituted with one or more groups selected from the group consisting of linear or branched (C 1 -C 6 )alkyl, (C 3 -C 7 )cycloalkyl, (C 1 -C 6 )perfluoroalkyl, (C 1 -C 6 )alkoxy, (C 3 -C 7 )cycloalkoxy, (C 1 -C 6 )perfluoroalkoxy, halogen, hydroxy, linear or branched hydroxy(C 1 -C 6 )alkyl, acetoxy, phenyl, hydroxyphenyl and acetoxyphenyl;

b) a photobase generator selected from the group consisting of:

a compound of formula (IV):

a compound of formula (V):

a compound of formula (VI):

a compound of formula (VIIA):

a compound of formula (VIIB):

 and

a compound of formula (VIIC):

wherein

R 13 and R 14 each independently of each other selected from the group consisting of hydrogen, linear or branched (C 1 -C 8 )alkyl and (C 6 -C 10 )aryl; or

R 13 and R 14 taken together with the nitrogen atom to which they are attached form a 5 to 7 membered monocyclic ring or 6 to 12 membered bicyclic ring, said rings optionally containing one or more heteroatoms selected from O and N, and said rings optionally substituted with a group selected from the group consisting of linear or branched (C 1 -C 8 )alkyl, (C 6 -C 10 )aryl, halogen, hydroxy, linear or branched (C 1 -C 8 )alkoxy and (C 6 -C 10 )aryloxy; and

R 15 , R 16 and R 17 are the same or different and each independently of one another selected from the group consisting of hydrogen, linear or branched (C 1 -C 16 )alkyl, (C 6 -C 10 )aryl, (C 6 -C 10 )aryl(C 1 -C 3 )alkyl, hydroxy, halogen, linear or branched (C 1 -C 12 )alkoxy and (C 6 -C 10 )aryloxy; and

c) a carrier solvent.

2. The composition of claim 1 , wherein the polymer consists of:

one or more first repeat units derived from the corresponding monomers selected from the group consisting of:

bicyclo[2.2.1]hept-2-ene;

5-decylbicyclo[2.2.1]hept-2-ene;

norbornenyl-2-trifluoromethyl-3,3,3-trifluoropropan-2-ol;

5-phenethylbicyclo[2.2.1]hept-2-ene; and

norbornenylpropanoic acid;

one or more second repeat units derived from the corresponding monomers selected from the group consisting of:

styrene; and

□-methylstyrene; and

one or more third repeat units derived from the corresponding monomers selected from the group consisting of:

maleic anhydride; and

2-methyl-maleic anhydride.

3. A photoimagable composition comprising:

a) a copolymer containing repeating units derived from styrene and ring opened maleic anhydride repeat units which is ring opened with n-butylamine;

b) a photobase generator selected from the group consisting of:

a compound of formula (IV):

a compound of formula (V):

a compound of formula (VI):

a compound of formula (VIIA):

a compound of formula (VIIB):

 and

a compound of formula (VIIC):

wherein

R 13 and R 14 each independently of each other selected from the group consisting of hydrogen, linear or branched (C 1 -C 8 )alkyl and (C 6 -C 10 )aryl; or

R 13 and R 14 taken together with the nitrogen atom to which they are attached form a 5 to 7 membered monocyclic ring or 6 to 12 membered bicyclic ring, said rings optionally containing one or more heteroatoms selected from O and N, and said rings optionally substituted with a group selected from the group consisting of linear or branched (C 1 -C 8 )alkyl, (C 6 -C 10 )aryl, halogen, hydroxy, linear or branched (C 1 -C 8 )alkoxy and (C 6 -C 10 )aryloxy; and

R 15 , R 16 and R 17 are the same or different and each independently of one another selected from the group consisting of hydrogen, linear or branched (C 1 -C 16 )alkyl, (C 6 -C 10 )aryl, (C 6 -C 10 )aryl(C 1 -C 3 )alkyl, hydroxy, halogen, linear or branched (C 1 -C 12 )alkoxy and (C 6 -C 10 )aryloxy; and

c) a carrier solvent.

4. The composition of claim 3 , wherein the photobase generator is a compound of formula (IV):

wherein

R 13 and R 14 each independently of each other selected from the group consisting of hydrogen, methyl, ethyl, n-propyl, isopropyl and phenyl;

and

R 15 , R 16 and R 17 are the same or different and each independently of one another selected from the group consisting of hydrogen, methyl, ethyl, n-propyl, isopropyl, methoxy, ethoxy, n-propoxy and isopropoxy.

5. The composition of claim 3 , wherein the photobase generator is a compound of formula (V):

wherein

R 13 and R 14 each independently of each other selected from the group consisting of hydrogen, methyl, ethyl, n-propyl, isopropyl and phenyl; or

R 13 and R 14 taken together with the nitrogen atom to which they are attached form a five or six membered monocyclic ring, and said ring is optionally substituted with a group selected from the group consisting of methyl, ethyl and hydroxy;

and

R 15 , R 16 and R 17 are the same or different and each independently of one another selected from the group consisting of hydrogen, methyl, ethyl, n-propyl, isopropyl, methoxy, ethoxy, n-propoxy and isopropoxy.

6. The composition of claim 3 , wherein the photobase generator is selected from the group consisting of:

a compound of formula (VIIA):

a compound of formula (VIIB):

 and

a compound of formula (VIIC):

7. The composition of claim 3 , wherein the photobase generator is selected from the group consisting of:

2-benzyl-2-(dimethylamino)-1-(4-morpholinophenyl)butan-1-one;

2-(dimethylamino)-2-(4-methylbenzyl)-1-(4-morpholinophenyl)butan-1-one;

2-nitrobenzyl 4-hydroxypiperidine-1-carboxy late;

4,5-dimethoxy-2-nitrobenzyl 2,6-dimethylpiperidine-1-carboxylate;

1-(9,10-dioxo-9,10-dihydroanthracen-2-yl)ethyl cyclohexylcarbamate;

3,4,6,7,8,9-hexahydro-2H-pyrimido[1,2-a]pyrimidin-1-ium 2-(3-benzoylphenyl)propanoate;

1-(9,10-dioxo-9,10-dihydroanthracen-2-yl)ethyl 1H-imidazole-1-carboxylate;

diaminomethaniminium 2-(3-benzoylphenyl)propanoate; and

(Z)—N-(((bis(dimethylamino)methylene)amino)(isopropylamino)-methylene)propan-2-aminium 2-(3-benzoylphenyl)propanoate.