Bis-o-aminophenol derivatives, poly-o-hydroxyamides, and polybenzoxazoles, usable in photosensitive compositions, dielectrics, buffer coatings, and microelectronics
View Patent ↗Bis-o-aminophenols, which carry on at least one of their hydroxyl groups a tert-butoxy-carbonyl group, can be reacted with dicarboxylic acids to give the corresponding poly-o-hydroxyamides. Following cyclization to the polybenzoxazole, these polymers have a lower dielectric constant than compounds prepared from corresponding poly-o-hydroxyamides which do not carry any tert-butoxycarbonyl group.
1. A bis-o-aminophenol derivative, comprising:
a bis-o-aminophenol having a formula selected from the group consisting of Formula IIa and IIb
where:
R 1 and R 2 are substituents independently selected from the group consisting of a hydrogen atom and a tert-butoxycarbonyl group having a Formula I
where R 3 , R 4 , and R 5 are substituents selected from the group consisting of: —H; —F; —(CH 2 ) n —CH 3 ; —(CF 2 ) n —CF 3 , where n is an integer from 0 to 10, provided that at least one of the radicals R 3 , R 4 , and R 5 is other than hydrogen, and where at least one of the substituents R 1 and R 2 is a tert-butoxycarbonyl group of the Formula I; and
Z is a substituent selected from the group consisting of a carbon-carbon single bond, a carbon-carbon bond shared by said two phenyl groups carrying said amino group and one of said OR 1 group and said OR 2 group, a divalent alkyl radical having from 1 to 20 carbon atoms, a divalent aryl radical having from 6 to 20 carbon atoms, and a divalent aralkyl radical having an alkyl group.
2. The bis-o-aminophenol derivative according to claim 1 , if said substituent of Z is a divalent alkyl, said divalent alkyl is cyclic.
3. The bis-o-aminophenol derivative according to claim 1 , if said substituent of Z is a divalent alkyl, said divalent alkyl is branched.
4. The bis-o-aminophenol derivative according to claim 1 , if said substituent of Z is a divalent alkyl, said divalent alkyl is a straight-chain.
5. The bis-o-aminophenol derivative according to claim 1 , wherein, if said substituent of Z is a divalent aralkyl, said divalent aralkyl contains from 1 to 10 carbon atoms.
6. The bis-o-aminophenol derivative according to claim 1 , wherein, if said substituent of Z is a divalent aralkyl, said alkyl group of said divalent aralkyl contains from 6 to 20 carbon atoms.
7. The bis-o-aminophenol derivative according to claim 1 , wherein said substituent of Z has a substitutent selected from the group consisting of halogen, pseudohalogen, and an alkoxy group having from 1 to 10 carbon atoms.
8. The bis-o-aminophenol derivative according to claim 7 , wherein, if said substituent is an alkoxy group, said alkoxy group has at least one hydrogen atom substituted by a halogen.
9. The bis-o-aminophenol derivative according to claim 1 , wherein, if said substituent of Z is a carbon-carbon bond shared by said two phenyl groups carrying said amino group and one of said OR 1 group and said OR 2 group, said phenyl groups are connected by a connector selected from the group consisting of an oxygen atom to said phenyl groups, a divalent heteroatom, a divalent heteroatomic group formed from two or more heteroatoms, a divalent silane group having a silicone with further valences carrying an alkyl group having from 1 to 4 carbon atoms, a divalent siloxane group having from 2 to 5 silicon atoms with free valances carrying an alkyl group having from 1 to 4 carbon atoms, provided that Z is not —C(CF 3 ) 2 —.
10. The bis-o-aminophenol derivative according to claim 9 , wherein, if said connector is a divalent silane group, said alkyl group is a straight-chain.
11. The bis-o-aminophenol derivative according to claim 9 , wherein, if said connector is a divalent silane group, said alkyl group is branched.
12. The bis-o-aminophenol derivative according to claim 9 , wherein, if said connector is a divalent siloxane group, said alkyl group is a straight-chain.
13. The bis-o-aminophenol derivative according to claim 9 , wherein, if said connector is a divalent siloxane group, said alkyl group is branched.
14. A bis-o-aminophenol derivative, comprising:
a bis-o-aminophenol having a formula selected from the group consisting of Formula IIa and IIb
where:
R 1 and R 2 are substituents independently selected from the group consisting of a hydrogen atom and a tert-butoxycarbonyl group having a Formula I
where R 3 , R 4 , and R 5 are substituents selected from the group consisting of: —H; —F; —(CH 2 ) n —CH 3 ; —(CF 2 ) n —CF 3 , where n is an integer from 0 to 10, provided that at least one of the radicals R 3 , R 4 , and R 5 is other than hydrogen, and where at least one of the substituents R 1 and R 2 is a tert-butoxycarbonyl group of the Formula I; and
Z is a substituent selected from the group consisting of —O—, —CO—, —S—, —S—S—, —SO 2 —, —(CH 2 ) m —, —(CF 2 ) m with m=1 to 10,
—C(CR 7 3 ) 2 —, where R 6 is independently selected and denotes an alkyl radical having from 1 or 2 carbon atoms, hydrogen, and at least one of a halogen and a pseudohalogen, and where R 7 is independently selected and denotes an alkyl radical having from 1 to 2 carbon atoms, and at least one of a hydrogen, a F, a Cl, a Br, an I, and a pseudohalogen, and at least one R 7 is other than fluorine.
15. A poly-o-hydroxyamide, comprising:
tert-butoxycarbonyl groups having a Formula I
where R 3 , R 4 , and R 5 are substituents selected from the group consisting of: —H; —F; —(CH 2 ) n —CH 3 ; —(CF 2 ) n —CF 3 , where n is an integer from 0 to 10, provided that at least one of the radicals R 3 , R 4 , and R 5 is other than hydrogen, and where at least one of the substituents R 1 and R 2 is a tert-butoxycarbonyl group of the Formula I;
said tert-butoxycarbonyl groups being obtained, with at least one of a dicarboxylic acid or an activated derivative of a dicarboxylic acid, by condensing a bis-o-aminophenol derivative including:
a bis-o-aminophenol having a formula selected from the group consisting of Formula IIa and IIb
where:
R 1 and R 2 are substituents independently selected from the group consisting of a hydrogen atom and a tert-butoxycarbonyl group having said Formula I; and
Z is a substituent selected from the group consisting of a carbon-carbon single bond, a carbon-carbon bond shared by said two phenyl groups carrying said amino group and one of said OR 1 group and said OR 2 group, a divalent alkyl radical having from 1 to 20 carbon atoms, a divalent aryl radical having from 6 to 20 carbon atoms, and a divalent aralkyl radical having an alkyl group.
16. A poly-o-hydroxyamide, comprising:
tert-butoxycarbonyl groups having a Formula I
where R 3 , R 4 , and R 5 are substituents selected from the group consisting of: —H; —F; —(CH 2 ) n —CH 3 ; —(CF 2 ) n —CF 3 , where n is an integer from 0 to 10, provided that at least one of the radicals R 3 , R 4 , and R 5 is other than hydrogen, and where at least one of the substituents R 1 and R 2 is a tert-butoxycarbonyl group of the Formula I;
said tert-butoxycarbonyl groups being obtained, with at least one of a dicarboxylic acid or an activated derivative of a dicarboxylic acid, by condensing a bis-o-aminophenol derivative including:
a bis-o-aminophenol having a formula selected from the group consisting of Formula IIa and IIb
where:
R 1 and R 2 are substituents independently selected from the group consisting of a hydrogen atom and a tert-butoxycarbonyl group having said Formula I; and
Z is a substituent selected from the group consisting of —O—, —CO—, —S—, —S—S—, —SO 2 —, —(CH 2 ) m —, —(CF 2 ) m with m=1 to 10,
—C(CR 7 3 ) 2 —, where R 6 is independently selected and denotes an alkyl radical having from 1 or 2 carbon atoms, hydrogen, and at least one of a halogen and a pseudohalogen, and where R 7 is independently selected and denotes an alkyl radical having from 1 to 2 carbon atoms, and at least one of a hydrogen, a F, a Cl, a Br, an I, and a pseudohalogen, and at least one R 7 is other than fluorine.
17. A polybenzoxazole, comprising:
poly-o-hydroxyamide including tert-butoxycarbonyl groups having a Formula I
where R 3 , R 4 , and R 5 are substituents selected from the group consisting of: —H; —F; —(CH 2 ) n —CH 3 ; —(CF 2 ) n —CF 3 , where n is an integer from 0 to 10, provided that at least one of the radicals R 3 , R 4 , and R 5 is other than hydrogen, and where at least one of the substituents R 1 and R 2 is a tert-butoxycarbonyl group of the Formula I;
said tert-butoxycarbonyl groups being obtained, with at least one of a dicarboxylic acid or an activated derivative of a dicarboxylic acid, by condensing a bis-o-aminophenol derivative including:
a bis-o-aminophenol having a formula selected from the group consisting of Formula IIa and IIb
where:
R 1 and R 2 are substituents independently selected from the group consisting of a hydrogen atom and a tert-butoxycarbonyl group having said Formula I; and
Z is a substituent selected from the group consisting of a carbon-carbon single bond, a carbon-carbon bond shared by said two phenyl groups carrying said amino group and one of said OR 1 group and said OR 2 group, a divalent alkyl radical having from 1 to 20 carbon atoms, a divalent aryl radical having from 6 to 20 carbon atoms, and a divalent aralkyl radical having an alkyl group.
18. A polybenzoxazole, comprising:
a poly-o-hydroxyamide including tert-butoxycarbonyl groups having a Formula I
where R 3 , R 4 , and R 5 are substituents selected from the group consisting of: —H; —F; —(CH 2 ) n —CH 3 ; —(CF 2 ) n —CF 3 , where n is an integer from 0 to 10, provided that at least one of the radicals R 3 , R 4 , and R 5 is other than hydrogen, and where at least one of the substituents R 1 and R 2 is a tert-butoxycarbonyl group of the Formula I;
said tert-butoxycarbonyl groups being obtained, with at least one of a dicarboxylic acid or an activated derivative of a dicarboxylic acid, by condensing a bis-o-aminophenol derivative including:
a bis-o-aminophenol having a formula selected from the group consisting of Formula IIa and IIb
where:
R 1 and R 2 are substituents independently selected from the group consisting of a hydrogen atom and a tert-butoxycarbonyl group having said Formula I; and
Z is a substituent selected from the group consisting of —O—, —CO—, —S—, —S—S—, —SO 2 —, —(CH 2 ) m —, —(CF 2 ) m with m=1 to 10,
—C(CR 7 3 ) 2 —, where R 6 is independently selected and denotes an alkyl radical having from 1 or 2 carbon atoms, hydrogen, and at least one of a halogen and a pseudohalogen, and where R 7 is independently selected and denotes an alkyl radical having from 1 to 2 carbon atoms, and at least one of a hydrogen, a F, a Cl, a Br, an I, and a pseudohalogen, and at least one R 7 is other than fluorine.
19. A photosensitive composition, comprising:
a photoacid;
a solvent; and
a compound selected from the group consisting of:
a bis-o-aminophenol derivative including a bis-o-aminophenol having a formula selected from the group consisting of Formula IIa and IIb
where:
R 1 and R 2 are substituents independently selected from the group consisting of a hydrogen atom and a tert-butoxycarbonyl group having a Formula I
where R 3 , R 4 , and R 5 are substituents selected from the group consisting of: —H; —F; —(CH 2 ) n —CH 3 ; —(CF 2 ) n —CF 3 , where n is an integer from 0 to 10, provided that at least one of the radicals R 3 , R 4 , and R 5 is other than hydrogen, and where at least one of the substituents R 1 and R 2 is a tert-butoxycarbonyl group of the Formula I; and
Z is a substituent selected from the group consisting of a carbon-carbon single bond, a carbon-carbon bond shared by said two phenyl groups carrying said amino group and one of said OR 1 group and said OR 2 group, a divalent alkyl radical having from 1 to 20 carbon atoms, a divalent aryl radical having from 6 to 20 carbon atoms, and a divalent aralkyl radical having an alkyl group;
a bis-o-aminophenol derivative including a bis-o-aminophenol having a formula selected from the group consisting of Formula IIa and IIb
where:
R 1 and R 2 are substituents independently selected from the group consisting of a hydrogen atom and a tert-butoxycarbonyl group having a Formula I
where R 3 , R 4 , and R 5 are substituents selected from the group consisting of: —H; —F; —(CH 2 ) n —CH 3 ; —(CF 2 ) n —CF 3 , where n is an integer from 0 to 10, provided that at least one of the radicals R 3 , R 4 , and R 5 is other than hydrogen, and where at least one of the substituents R 1 and R 2 is a tert-butoxycarbonyl group of the Formula I; and
Z is a substituent selected from the group consisting of —O—, —CO—, —S—, —S—S—, —SO 2 —, —(CH 2 ) m —, —(CF 2 ) m with m=1 to 10,
—C(CR 7 3 ) 2 —, where R 6 is independently selected and denotes an alkyl radical having from 1 or 2 carbon atoms, hydrogen, and at least one of a halogen and a pseudohalogen, and where R 7 is independently selected and denotes an alkyl radical having from 1 to 2 carbon atoms, and at least one of a hydrogen, a F, a Cl, a Br, an I, and a pseudohalogen, and at least one R 7 is other than fluorine;
a poly-o-hydroxyamide including tert-butoxycarbonyl groups having a Formula I
where R 3 , R 4 , and R 5 are substituents selected from the group consisting of: —H; —F; —(CH 2 ) n —CH 3 ; —(CF 2 ) n —CF 3 , where n is an integer from 0 to 10, provided that at least one of the radicals R 3 , R 4 , and R 5 is other than hydrogen, and where at least one of the substituents R 1 and R 2 is a tert-butoxycarbonyl group of the Formula I;
said tert-butoxycarbonyl groups being obtained, with at least one of a dicarboxylic acid or an activated derivative of a dicarboxylic acid, by condensing a bis-o-aminophenol derivative including:
a bis-o-aminophenol having a formula selected from the group consisting of Formula IIa and IIb
where:
R 1 and R 2 are substituents independently selected from the group consisting of a hydrogen atom and a tert-butoxycarbonyl group having said Formula I; and
Z is a substituent selected from the group consisting of a carbon-carbon single bond, a carbon-carbon bond shared by said two phenyl groups carrying said amino group and one of said OR 1 group and said OR 2 group, a divalent alkyl radical having from 1 to 20 carbon atoms, a divalent aryl radical having from 6 to 20 carbon atoms, and a divalent aralkyl radical having an alkyl group; and
a poly-o-hydroxyamide including tert-butoxycarbonyl groups having a Formula I
where R 3 , R 4 , and R 5 are substituents selected from the group consisting of: —H; —F; —(CH 2 ) n —CH 3 ; —(CF 2 ) n —CF 3 , where n is an integer from 0 to 10, provided that at least one of the radicals R 3 , R 4 , and R 5 is other than hydrogen, and where at least one of the substituents R 1 and R 2 is a tert-butoxycarbonyl group of the Formula I;
said tert-butoxycarbonyl groups being obtained, with at least one of a dicarboxylic acid or an activated derivative of a dicarboxylic acid, by condensing a bis-o-aminophenol derivative including:
a bis-o-aminophenol having a formula selected from the group consisting of Formula IIa and IIb
Formula IIb
where:
R 1 and R 2 are substituents independently selected from the group consisting of a hydrogen atom and a tert-butoxycarbonyl group having said Formula I; and
Z is a substituent selected from the group consisting of —O—, —CO—, —S—, —S—S—, —SO 2 —, —(CH 2 ) m —, —(CF 2 ) m with m=1 to 10,
—C(CR 7 3 ) 2 —, where R 6 is independently selected and denotes an alkyl radical having from 1 or 2 carbon atoms, hydrogen, and at least one of a halogen and a pseudohalogen, and where R 7 is independently selected and denotes an alkyl radical having from 1 to 2 carbon atoms, and at least one of a hydrogen, a F, a Cl, a Br, an I, and a pseudohalogen, and at least one R 7 is other than fluorine.
20. A dielectric for coating a microelectronic component, comprising:
a compound selected from the group consisting of:
a bis-o-aminophenol derivative including a bis-o-aminophenol having a formula selected from the group consisting of Formula IIa and IIb
where:
R 1 and R 2 are substituents independently selected from the group consisting of a hydrogen atom and a tert-butoxycarbonyl group having a Formula I
where R 3 , R 4 , and R 5 are substituents selected from the group consisting of: —H; —F; —(CH 2 ) n —CH 3 ; —(CF 2 ) n —CF 3 , where n is an integer from 0 to 10, provided that at least one of the radicals R 3 , R 4 , and R 5 is other than hydrogen, and where at least one of the substituents R 1 and R 2 is a tert-butoxycarbonyl group of the Formula I; and
Z is a substituent selected from the group consisting of a carbon-carbon single bond, a carbon-carbon bond shared by said two phenyl groups carrying said amino group and one of said OR 1 group and said OR 2 group, a divalent alkyl radical having from 1 to 20 carbon atoms, a divalent aryl radical having from 6 to 20 carbon atoms, and a divalent aralkyl radical having an alkyl group;
a bis-o-aminophenol derivative including a bis-o-aminophenol having a formula selected from the group consisting of Formula IIa and IIb
where:
R 1 and R 2 are substituents independently selected from the group consisting of a hydrogen atom and a tert-butoxycarbonyl group having a Formula I
where R 3 , R 4 , and R 5 are substituents selected from the group consisting of: —H; —F; —(CH 2 ) n —CH 3 ; —(CF 2 ) n —CF 3 , where n is an integer from 0 to 10, provided that at least one of the radicals R 3 , R 4 , and R 5 is other than hydrogen, and where at least one of the substituents R 1 and R 2 is a tert-butoxycarbonyl group of the Formula I; and
Z is a substituent selected from the group consisting of —O—, —CO—, —S—, —S—S—, —SO 2 —, —(CH 2 ) m —, —(CF 2 ) m with m=1 to 10,
—C(CR 7 3 ) 2 —, where R 6 is independently selected and denotes an alkyl radical having from 1 or 2 carbon atoms, hydrogen, and at least one of a halogen and a pseudohalogen, and where R 7 is independently selected and denotes an alkyl radical having from 1 to 2 carbon atoms, and at least one of a hydrogen, a F, a Cl, a Br, an I, and a pseudohalogen, and at least one R 7 is other than fluorine;
a poly-o-hydroxyamide including tert-butoxycarbonyl groups having a Formula I
where R 3 , R 4 , and R 5 are substituents selected from the group consisting of: —H; —F; —(CH 2 ) n —CH 3 ; —(CF 2 ) n —CF 3 , where n is an integer from 0 to 10, provided that at least one of the radicals R 3 , R 4 , and R 5 is other than hydrogen, and where at least one of the substituents R 1 and R 2 is a tert-butoxycarbonyl group of the Formula I;
said tert-butoxycarbonyl groups being obtained, with at least one of a dicarboxylic acid or an activated derivative of a dicarboxylic acid, by condensing a bis-o-aminophenol derivative including:
a bis-o-aminophenol having a formula selected from the group consisting of Formula IIa and IIb
where:
R 1 and R 2 are substituents independently selected from the group consisting of a hydrogen atom and a tert-butoxycarbonyl group having said Formula I; and
Z is a substituent selected from the group consisting of a carbon-carbon single bond, a carbon-carbon bond shared by said two phenyl groups carrying said amino group and one of said OR 1 group and said OR 2 group, a divalent alkyl radical having from 1 to 20 carbon atoms, a divalent aryl radical having from 6 to 20 carbon atoms, and a divalent aralkyl radical having an alkyl group; and
a poly-o-hydroxyamide including tert-butoxycarbonyl groups having a Formula I
where R 3 , R 4 , and R 5 are substituents selected from the group consisting of: —H; —F; —(CH 2 ) n —CH 3 ; —(CF 2 ) n —CF 3 , where n is an integer from 0 to 10, provided that at least one of the radicals R 3 , R 4 , and R 5 is other than hydrogen, and where at least one of the substituents R 1 and R 2 is a tert-butoxycarbonyl group of the Formula I;
said tert-butoxycarbonyl groups being obtained, with at least one of a dicarboxylic acid or an activated derivative of a dicarboxylic acid, by condensing a bis-o-aminophenol derivative including:
a bis-o-aminophenol having a formula selected from the group consisting of Formula IIa and IIb
where:
R 1 and R 2 are substituents independently selected from the group consisting of a hydrogen atom and a tert-butoxycarbonyl group having said Formula I; and
Z is a substituent selected from the group consisting of —O—, —CO—, —S—, —S—S—, —SO 2 —, —(CH 2 ) m —, —(CF 2 ) m with m=1 to 10,
—C(CR 7 3 ) 2 —, where R 6 is independently selected and denotes an alkyl radical having from 1 or 2 carbon atoms, hydrogen, and at least one of a halogen and a pseudohalogen, and where R 7 is independently selected and denotes an alkyl radical having from 1 to 2 carbon atoms, and at least one of a hydrogen, a F, a Cl, a Br, an I, and a pseudohalogen, and at least one R 7 is other than fluorine.
21. A buffer for coating a microelectronic component, comprising:
a compound selected from the group consisting of:
a bis-o-aminophenol derivative including a bis-o-aminophenol having a formula selected from the group consisting of Formula IIa and IIb
where:
R 1 and R 2 are substituents independently selected from the group consisting of a hydrogen atom and a tert-butoxycarbonyl group having a Formula I
where R 3 , R 4 , and R 5 are substituents selected from the group consisting of: —H; —F; —(CH 2 ) n —CH 3 ; —(CF 2 ) n —CF 3 , where n is an integer from 0 to 10, provided that at least one of the radicals R 3 , R 4 , and R 5 is other than hydrogen, and where at least one of the substituents R 1 and R 2 is a tert-butoxycarbonyl group of the Formula I; and
Z is a substituent selected from the group consisting of a carbon-carbon single bond, a carbon-carbon bond shared by said two phenyl groups carrying said amino group and one of said OR 1 group and said OR 2 group, a divalent alkyl radical having from 1 to 20 carbon atoms, a divalent aryl radical having from 6 to 20 carbon atoms, and a divalent aralkyl radical having an alkyl group;
a bis-o-aminophenol derivative including a bis-o-aminophenol having a formula selected from the group consisting of Formula IIa and IIb
where:
R 1 and R 2 are substituents independently selected from the group consisting of a hydrogen atom and a tert-butoxycarbonyl group having a Formula I
where R 3 , R 4 , and R 5 are substituents selected from the group consisting of: —H; —F; —(CH 2 ) n —CH 3 ; —(CF 2 ) n —CF 3 , where n is an integer from 0 to 10, provided that at least one of the radicals R 3 , R 4 , and R 5 is other than hydrogen, and where at least one of the substituents R 1 and R 2 is a tert-butoxycarbonyl group of the Formula I; and
Z is a substituent selected from the group consisting of —O—, —CO—, —S—, —S—S—, —SO 2 —, —(CH 2 ) m —, —(CF 2 ) m with m=1 to 10,
—C(CR 7 3 ) 2 —, where R 6 is independently selected and denotes an alkyl radical having from 1 or 2 carbon atoms, hydrogen, and at least one of a halogen and a pseudohalogen, and where R 7 is independently selected and denotes an alkyl radical having from 1 to 2 carbon atoms, and at least one of a hydrogen, a F, a Cl, a Br, an I, and a pseudohalogen, and at least one R 7 is other than fluorine;
a poly-o-hydroxyamide including tert-butoxycarbonyl groups having a Formula I
where R 3 , R 4 , and R 5 are substituents selected from the group consisting of: —H; —F; —(CH 2 ) n —CH 3 ; —(CF 2 ) n —CF 3 , where n is an integer from 0 to 10, provided that at least one of the radicals R 3 , R 4 , and R 5 is other than hydrogen, and where at least one of the substituents R 1 and R 2 is a tert-butoxycarbonyl group of the Formula I;
said tert-butoxycarbonyl groups being obtained, with at least one of a dicarboxylic acid or an activated derivative of a dicarboxylic acid, by condensing a bis-o-aminophenol derivative including:
a bis-o-aminophenol having a formula selected from the group consisting of Formula IIa and IIb
where:
R 1 and R 2 are substituents independently selected from the group consisting of a hydrogen atom and a tert-butoxycarbonyl group having said Formula I; and
Z is a substituent selected from the group consisting of a carbon-carbon single bond, a carbon-carbon bond shared by said two phenyl groups carrying said amino group and one of said OR 1 group and said OR 2 group, a divalent alkyl radical having from 1 to 20 carbon atoms, a divalent aryl radical having from 6 to 20 carbon atoms, and a divalent aralkyl radical having an alkyl group; and
a poly-o-hydroxyamide including tert-butoxycarbonyl groups having a Formula I
where R 3 , R 4 , and R 5 are substituents selected from the group consisting of: —H; —F; —(CH 2 ) n —CH 3 ; —(CF 2 ) n —CF 3 , where n is an integer from 0 to 10, provided that at least one of the radicals R 3 , R 4 , and R 5 is other than hydrogen, and where at least one of the substituents R 1 and R 2 is a tert-butoxycarbonyl group of the Formula I;
said tert-butoxycarbonyl groups being obtained, with at least one of a dicarboxylic acid or an activated derivative of a dicarboxylic acid, by condensing a bis-o-aminophenol derivative including:
a bis-o-aminophenol having a formula selected from the group consisting of Formula IIa and IIb
where:
R 1 and R 2 are substituents independently selected from the group consisting of a hydrogen atom and a tert-butoxycarbonyl group having said Formula I; and
Z is a substituent selected from the group consisting of —O—, —CO—, —S—, —S—S—, —SO 2 —, —(CH 2 ) m —, —(CF 2 ) m with m=1 to 10,
—C(CR 7 3 ) 2 —, where R 6 is independently selected and denotes an alkyl radical having from 1 or 2 carbon atoms, hydrogen, and at least one of a halogen and a pseudohalogen, and where R 7 is independently selected and denotes an alkyl radical having from 1 to 2 carbon atoms, and at least one of a hydrogen, a F, a Cl, a Br, an I, and a pseudohalogen, and at least one R 7 is other than fluorine.
22. A microelectronic assembly, comprising:
a microelectronic component; and
a material coating said microelectronic component based on a compound selected from the group consisting of:
a bis-o-aminophenol derivative including a bis-o-aminophenol having a formula selected from the group consisting of Formula IIa and IIb
where:
R 1 and R 2 are substituents independently selected from the group consisting of a hydrogen atom and a tert-butoxycarbonyl group having a Formula I
where R 3 , R 4 , and R 5 are substituents selected from the group consisting of: —H; —F; —(CH 2 ) n —CH 3 ; —(CF 2 ) n —CF 3 , where n is an integer from 0 to 10, provided that at least one of the radicals R 3 , R 4 , and R 5 is other than hydrogen, and where at least one of the substituents R 1 and R 2 is a tert-butoxycarbonyl group of the Formula I; and
Z is a substituent selected from the group consisting of a carbon-carbon single bond, a carbon-carbon bond shared by two phenyl groups carrying an amino group and a further substituent selected from the group consisting of an OR 1 group, an OR 2 group, a divalent alkyl radical having from 1 to 20 carbon atoms, a divalent aryl radical having from 6 to 20 carbon atoms, and a divalent aralkyl radical having an alkyl group,
a bis-o-aminophenol derivative including a bis-o-aminophenol having a formula selected from the group consisting of Formula IIa and IIb
where:
R 1 and R 2 are substituents independently selected from the group consisting of a hydrogen atom and a tert-butoxycarbonyl group having a Formula I
where R 3 , R 4 , and R 5 are substituents selected from the group consisting of: —H; —F; —(CH 2 ) n —CH 3 ; —(CF 2 ) n —CF 3 , where n is an integer from 0 to 10, provided that at least one of the radicals R 3 , R 4 , and R 5 is other than hydrogen, and where at least one of the substituents R 1 and R 2 is a tert-butoxycarbonyl group of the Formula I; and
Z is a substituent selected from the group consisting of —O—, —CO—, —S—, —S—S—, —SO 2 —, —(CH 2 ) m —, —(CF 2 ) m with m=1 to 10,
—C(CR 7 3 ) 2 —, where R 6 is independently selected and denotes an alkyl radical having from 1 or 2 carbon atoms, hydrogen, and at least one of a halogen and a pseudohalogen, and where R 7 is independently selected and denotes an alkyl radical having from 1 to 2 carbon atoms, and at least one of a hydrogen, a F, a Cl, a Br, an I, and a pseudohalogen, and at least one R 7 is other than fluorine;
a poly-o-hydroxyamide including tert-butoxycarbonyl groups having a Formula I
where R 3 , R 4 , and R 5 are substituents selected from the group consisting of: —H; —F; —(CH 2 ) n —CH 3 ; —(CF 2 ) n —CF 3 , where n is an integer from 0 to 10, provided that at least one of the radicals R 3 , R 4 , and R 5 is other than hydrogen, and where at least one of the substituents R 1 and R 2 is a tert-butoxycarbonyl group of the Formula I;
said tert-butoxycarbonyl groups being obtained, with at least one of a dicarboxylic acid or an activated derivative of a dicarboxylic acid, by condensing a bis-o-aminophenol derivative including:
a bis-o-aminophenol having a formula selected from the group consisting of Formula IIa and IIb
where:
R 1 and R 2 are substituents independently selected from the group consisting of a hydrogen atom and a tert-butoxycarbonyl group having said Formula I; and
Z is a substituent selected from the group consisting of a carbon-carbon single bond, a carbon-carbon bond shared by said two phenyl groups carrying said amino group and one of said OR 1 group and said OR 2 group, a divalent alkyl radical having from 1 to 20 carbon atoms, a divalent aryl radical having from 6 to 20 carbon atoms, and a divalent aralkyl radical having an alkyl group; and
a poly-o-hydroxyamide including tert-butoxycarbonyl groups having a Formula I
where R 3 , R 4 , and R 5 are substituents selected from the group consisting of: —H; —F; —(CH 2 ) n —CH 3 ; —(CF 2 ) n —CF 3 , where n is an integer from 0 to 10, provided that at least one of the radicals R 3 , R 4 , and R 5 is other than hydrogen, and where at least one of the substituents R 1 and R 2 is a tert-butoxycarbonyl group of the Formula I;
said tert-butoxycarbonyl groups being obtained, with at least one of a dicarboxylic acid or an activated derivative of a dicarboxylic acid, by condensing a bis-o-aminophenol derivative including:
a bis-o-aminophenol having a formula selected from the group consisting of Formula IIa and IIb
Formula IIb
where:
R 1 and R 2 are substituents independently selected from the group consisting of a hydrogen atom and a tert-butoxycarbonyl group having said Formula I; and
Z is a substituent selected from the group consisting of —O—, —CO—, —S—, —S—S—, —SO 2 —, —(CH 2 ) m —, —(CF 2 ) m with m=1 to 10,
—C(CR 7 3 ) 2 —, where R 6 is independently selected and denotes an alkyl radical having from 1 or 2 carbon atoms, hydrogen, and at least one of a halogen and a pseudohalogen, and where R 7 is independently selected and denotes an alkyl radical having from 1 to 2 carbon atoms, and at least one of a hydrogen, a F, a Cl, a Br, an I, and a pseudohalogen, and at least one R 7 is other than fluorine.