Compound, poly(imide-amide) copolymer, and an article including the poly(imide-amide) copolymer

1. A poly(imide-amide) copolymer reaction product of a diamine comprising a diamine represented by Chemical Formula 1 and a dianhydride represented by Chemical Formula 5:

wherein in Chemical Formula 1,

R 1 and R 2 are the same or different, and are each independently an electron-withdrawing group,

R 3 to R 6 are the same or different, and are each independently selected from a hydrogen, a substituted or unsubstituted C1 to C20 alkyl group, and a substituted or unsubstituted C6 to C20 aryl group, and

n11 and n12 are the same or different, and are each independently an integer from 1 to 4;

wherein in Chemical Formula 5,

R 10 is a substituted or unsubstituted C1 to C30 aliphatic group, a substituted or unsubstituted C3 to C30 alicyclic organic group, a substituted or unsubstituted C6 to C30 aromatic organic group, or a substituted or unsubstituted C2 to C30 heterocyclic group,

R 12 and R 13 are the same or different and are each independently a halogen, a hydroxyl group, a substituted or unsubstituted C1 to C10 aliphatic group, a substituted or unsubstituted C6 to C20 aromatic group, an alkoxy group of formula —OR 205 , wherein R 205 is a C1 to C10 aliphatic organic group, or a silyl group of formula —SiR 209 R 210 R 211 , wherein R 209 , R 210 , and R 211 are the same or different and are each independently a hydrogen or a C1 to C10 aliphatic organic group, and

n7 and n8 are the same or different and are each independently an integer ranging from 0 to 3.

2. The poly(imide-amide) copolymer according to claim 1 , wherein in Chemical Formula 1, R 1 and R 2 are the same or different, and are each independently —CF 3 , —CCl 3 , —CBr 3 , —Cl 3 , —C 2 F 5 , —C 3 F 7 , —COOH, —COOMe, —COOEt, —OMe, —OEt, —SF 6 , —F, —Cl, or —Br.

3. The poly(imide-amide) copolymer according to claim 1 , both R 1 and R 2 are —CF 3 , and all of R 3 to R 6 are hydrogens.

4. The poly(imide-amide) copolymer according to claim 1 , wherein the dianhydride represented by Chemical Formula 5 comprises at least one of a dianhydride represented by Chemical Formula 6 and Chemical Formula 7:

wherein in Chemical Formulae 6 and 7,

R 12 and R 13 are the same or different, and are independently a halogen, a hydroxy group, a substituted or unsubstituted C1 to C10 aliphatic organic group, a C6 to C20 aromatic organic group, an alkoxy group of formula —OR 208 , wherein R 208 is a C1 to C10 aliphatic organic group, or a silyl group of formula —SiR 209 R 210 R 211 , wherein R 209 , R 210 , and R 211 are the same or different, and are each independently hydrogen or a C1 to C10 aliphatic organic group, and

n7 and n8 are each independently integers ranging from 0 to 3.

5. The poly(imide-amide) copolymer according to claim 1 , wherein the diamine further comprises at least one selected from a compound represented by Chemical Formula 2, a compound represented by Chemical Formula 3, and a compound represented by Chemical Formula 4:

wherein in Chemical Formula 2,

R a is a substituted or unsubstituted C3 to C30 alicyclic organic group, a substituted or unsubstituted C6 to C30 aromatic organic group, or a substituted or unsubstituted C2 to C30 heterocyclic group, or a substituted or unsubstituted C13 to C20 fluorenylene group,

R 7 and R 8 are the same or different and are each independently a halogen, a hydroxyl group, a substituted or unsubstituted C1 to C10 aliphatic group, a substituted or unsubstituted C6 to C20 aromatic group, an alkoxy group of formula —OR 200 , wherein R 200 is a C1 to C10 aliphatic organic group, or a silyl group of formula —SiR 201 R 202 R 203 , wherein R 201 , R 202 , and R 203 are the same or different and are each independently a hydrogen or a C1 to C10 aliphatic organic group, and

n1 and n2 are the same or different and are each independently an integer ranging from 0 to 4;

wherein in Chemical Formula 3,

R 26 and R 27 are the same or different and are each independently an electron withdrawing group,

R 28 and R 29 are the same or different, and are each independently a halogen, a hydroxy group, a substituted or unsubstituted C1 to C10 aliphatic organic group, a substituted or unsubstituted C6 to C20 aromatic organic group, an alkoxy group of formula —OR 204 , wherein R 204 is a C1 to C10 aliphatic organic group, or a silyl group of formula —SiR 205 R 206 R 207 , wherein R 205 , R 206 , and R 207 are the same or different, and are each independently a hydrogen or a C1 to C10 aliphatic organic group,

n3 is an integer ranging from 1 to 4,

n5 is an integer ranging from 0 to 3,

provided that n3+n5 is an integer ranging from 1 to 4,

n4 is an integer ranging from 1 to 4, and

n6 is an integer ranging from 0 to 3,

provided that n4+n6 is an integer ranging from 1 to 4;

wherein in Chemical Formula 4,

R 14 is —O—, —S—, —C(═O)—, —CH(OH)—, —S(═O) 2 —, —Si(CH 3 ) 2 —, —(CH 2 ) p —, wherein 1≦p≦10, —(CF 2 ) q —, wherein 1≦q≦10, —C(CH 3 ) 2 —, —C(CF 3 ) 2 —, and—C(═O)NH—, or a substituted or unsubstituted C6 to C30 aromatic organic group, wherein the aromatic organic group comprises one aromatic ring, two or more aromatic rings fused together to provide a condensed ring system, or two or more moieties linked through a single bond or through a functional group selected from a fluorenylene group, —O—, —S—, —C(═O)—, —CH(OH)—, —S(═O) 2 —, —Si(CH 3 ) 2 —, —(CH 2 ) p — wherein 1≦p≦10, —(CF 2 ) q —, wherein 1≦q≦10, —C(CH 3 ) 2 —, —C(CF 3 ) 2 —, and —C(═O)NH—,

R 16 and R 17 are the same or different, and are each independently a halogen, a hydroxy group, a substituted or unsubstituted C1 to C10 aliphatic organic group, a substituted or unsubstituted C6 to C20 aromatic organic group, an alkoxy group of formula —OR 212 , wherein R 212 is a C1 to C10 aliphatic organic group, or a silyl group of formula —SiR 213 R 214 R 215 , wherein R 213 , R 214 , and R 215 are the same or different, and are each independently a hydrogen or a C1 to C10 aliphatic organic group, and

n9 and n10 are each independently an integer ranging from 0 to 4.

6. The poly(imide-amide) copolymer according to claim 5 , wherein in Chemical Formula 2, R a is selected from chemical formulae:

7. The poly(imide-amide) copolymer according to claim 5 , wherein in Chemical Formula 3, R 26 and R 27 are the same or different, and are each independently selected from —CF 3 , —CCl 3 , —CBr 3 , —Cl 3 , —NO 2 , —CN, —C(═O)CH 3 , and —CO 2 C 2 H 5 .

8. The poly(imide-amide) copolymer according to claim 5 , wherein in Chemical Formula 4, R 14 is SO 2 , and both n9 and n10 are the integer of 0.