Electroluminescent devices having naphthylanthracene-based polymers

An electroluminescent device comprises an anode, a cathode, and a polymeric luminescent material disposed between the anode and cathode, the polymeric luminescent material including a 9,10-di-(2-naphthyl)anthracene-based polymer having one of the following formulas:

• R1=2-ethylhexyloxy, R2=R3=H, p=6
• R1=R3=H, R2=2-ethylhexyloxy, p=12
• R1=n-hexyl, R2=R3=H, p=12
• R1=t-butyl, R2=R3=n-hexyl, p=6;
• n is greater than 1;
• R1=2-ethylhexyloxy, R2=R3=H, R4=CH3, X═C
• R1=2-ethylhexyloxy, R2=R3=H, R4=CF3, X═C
• R1=t-butyl, R2=2-ethylhexyloxy, R4=CF3, R3=H, X═C
• R1=n-hexyl, R2=n-hexyloxy, R3=H, R4=CF3, X═C
• R1=t-butyl, R2=2-ethylhexyloxy, R3=H, R4=CF3, X═Si
• R1=H, R2=2-ethylhexyloxy, R3=H, R4=CF3, X═Si;
• n is greater than 1;
• R1=2-ethylhexyloxy, R2=R3=H, R4=CH3, X═C
• R1=2-ethylhexyloxy, R2=R3=H, R4=CF3, X═C
• R1=t-butyl, R2=2-ethylhexyloxy, R3=H, R4=CF3, X═Si
• R1=R2=R3=H, R4=CH3, X═C
• polyR1=H, R2=2-ethylhexyloxy, R3=H, R4=CF3, X═Si;
• n is greater than 1;
• R1=2-ethylhexyloxy, R2=H, R3=R4=CH3
• R1=R2=H, R3=R4=CH3
• R1=H, R2=2-ethylhexyloxy, R3=n-butyl, R4=CH3;
• n is greater than 1;
• R1=2-ethylhexyloxy, R2=H, R3=CH3, R4=H, X═C
• R1=t-butyl, R2=n-hexyloxy, R3=CH3, R4=H, X═C
• R1=t-butyl, R2=n-hexyloxy, R3=n-butyl, R4=H, X═Si
• R1=R2=R4=H, R3=CF3, X═C
• R1=H, R2=2-ethylhexyloxy, R3=CH3, R4=n-butyl, X═Si;
• n is greater than 1;
• R1=2-ethylhexyloxy, R2=n-butyl, R3=phenyl
• R1=t-butyl, R2=n-hexyloxy, R3=phenyl
• polyR1=2-ethylhexyloxy, R2=H, R3=n-butyl
• R1=n-hexyl, R2=2-ethylhexyloxy, R3=phenyl;
• n is greater than 1;
• R1=2-ethylhexyloxy, R2=H, R3=n-hexyl
• R1=2-ethylhexyloxy, R2=H, R3=n-hexyl
• R1=2-ethylhexyloxy, R2=H, R3=n-hexyl
• R1=t-butyl, R2=H, R3=2-ethylhexyl
• R1=H, R2=n-hexyloxy, R3=n-hexyl
• R1=2-ethylhexyloxy, R2=H, R3=4-methyloxyphenyl;
• n is greater than 1;
• R1=2-ethylhexyloxy, R2=H, X═O
• R1=2-ethylhexyloxy, R2=H, X═S
• R1=t-butyl, R2=n-hexyloxy, X═O
• R1=2-ethylhexyloxy, R2=n-hexyl, X═O;
• n is greater than 1;
• R1=2-ethylhexyloxy, R2=H, R3=R4=n-hexyl
• R1=n-hexyl, R2=H, R3=R4=n-hexyl
• R1=t-butyl, R2=n-hexyl, R3=R4=4-methyloxyphenyl
• R1=R2=n-hexyloxy, R3=R4=n-hexyl;
• n is greater than 1;
• R1=2-ethylhexyloxy, R2=H
• R1=t-butyl, R2=n-hexyloxy
• R1=R2=n-hexyl
• R1=2-ethylhexyloxy, R2=t-butyl;
• n is greater than 1;
• R1=2-ethylhexyloxy, R2=R3=H
• R1=R2=n-hexyl, R3=H
• R1=t-butyl, R2=n-hexyloxy, R3=H
• R1=t-butyl, R2=R3=n-hexyloxy;
• n is greater than 1;
• or
• R1=2-ethylhexyloxy, R2=R3=H
• R1=t-butyl, R2=n-hexyl, R3=n-hexyloxy
• R1=t-butyl, R2=n-hexyloxy, R3=H
• R1=2-ethylhexyloxy, R2=H, R3=n-hexyloxy
• n is greater than 1.

An electroluminescent device comprises an anode, a cathode, and polymeric luminescent material disposed between the anode and cathode, the polymeric luminescent material including a 9,10-di-(2-naphthyl)anthracene-based polymer having one of the following formulas:

• R1=2-ethylhexyloxy, R2=R3=H, p=0
• R1=R2=n-hexyl, R3=H, p=1
• R1=t-butyl, R2=n-hexyloxy, R3=H, p=2
• R1=t-butyl, R2=R3=n-hexyloxy, p=1
• n is greater than 1
• R1=2-ethylhexyloxy, R2=H, m=5
• R1=n-hexyl, R2=H, m=17
• R1=t-butyl, R2=n-hexyloxy, m=7
• R1=t-butyl, R2=R3=n-hexyloxy, m=9
• n is greater than 1
• R1=2-ethylhexyloxy, R2=R3=H
• R1=R2=n-hexyl, R3=H
• R1=t-butyl, R2=R3=n-hexyloxy
• R1=t-butyl, R2=n-hexyloxy, R3=H
• n is greater than 1
• R1=t-butyl, R2=n-hexyloxy, R3=R4=H
• R1=2-ethylhexyl, R2=R4=H, R3=n-hexyloxy
• R1=2-ethylhexyloxy, R2=R3=n-hexyloxy, R4=H
• R1=n-hexyl, R2=R3=n-hexyloxy, R3=R4=H
• n is greater than 1
• R1=t-butyl, R2=n-hexyloxy, R3=R4=H, p=q=1
• R1=2-ethylhexyl, R2=R4=H, R3=n-hexyloxy, p=q=1
• R1=2-ethylhexyloxy, R2=R3=n-hexyloxy, R4=H, p=q=2
• R1=n-hexyl, R2=R3=n-hexyloxy, R4=H, p=q=2
• R1=2-ethylhexyloxy, R2=R3=H, R4=n-hexyl, p=q=2
• R1=n-hexyl, R2=R4=n-hexyloxy, R3=H, p=q=2
• n is greater than 1
• R1=t-butyl, R2=n-hexyloxy, R3=R4=H
• R1=2-ethylhexyl, R2=R4=H, R3=n-hexyloxy
• R1=2-ethylhexyloxy, R2=R3=n-hexyloxy, R4=H
• R1=n-hexyl, R2=R3=n-hexyloxy, R3=R4=H
• n is greater than 1
• R1=2-ethylhexyloxy, R2=R3=H
• R1=R2=n-hexyl, R3=H
• R1=t-butyl, R2=R3=n-hexyloxy
• R1=2-ethylhexyloxy, R2=H, R3=n-hexyloxy
• n is greater than 1
• R1=2-ethylhexyloxy, R2=R3=H
• R1=2-ethylhexyloxy, R2=n-hexyl, R3=H
• R1=t-butyl, R2=R3=n-hexyl
• n is greater than 1
• R1=2-ethylhexyloxy, R2=R3=H
• R1=2-ethylhexyloxy, R2=n-hexyl, R3=H
• R1=t-butyl, R2=R3=n-hexyl
• R1=2-ethylhexyloxy, R2=H, R3=n-hexyl
• n is greater than 1
• R1=2-ethylhexyloxy, R2=n-hexyl, R3=H
• R1=R2=R3=n-hexyl
• R1=R3=2-ethylhexyloxy, R2=H
• n is greater than 1
• R1=2-ethylhexyloxy, R2=n-hexyl, R3=H
• R1=R2=R3=n-hexyl
• R1=R3=2-ethylhexyloxy, R2=H
• R1=2-ethylhexyloxy, R2=R3=H
• n is greater than 1.

An electroluminescent device comprises an anode, a cathode, and polymeric luminescent material disposed between the anode and cathode, the polymeric luminescent material including a 9,10-di-(2-naphthyl)anthracene-based polymer of the following formula:

• wherein:
• R1, R2, R3, and R4 are each individually hydrogen, or alkyl, or alkoxy of from 1 to 24 carbon atoms;
• aryl or substituted aryl of from 6 to 28 carbon atoms;
• or heteroaryl or substituted heteroaryl of from 4 to 40 carbons;
• or F, Cl, or Br;
• or a cyano group;
• or a nitro group.
• X is a linking group;
• n is greater than 1;
• and
• Y comprises the following formula
• wherein:
• Ar1 and Ar2 are substituted or unsubstituted aryl groups with 6 to 28 carbon atoms;
• R′ and R″ are hydrogen, or alkyl group containing 1 to 12 carbon atoms, or Cl, Br, or F, or a cyano group;
• and
• p is an integer from 1 to 3.

An electroluminescent device comprises an anode, a cathode, and polymeric luminescent material disposed between the anode and cathode, the polymeric luminescent material including a 9,10-di-(2-naphthyl)anthracene-based polymer having one of the following formulas:

• R1=2-ethylhexyloxy, R2=R3=R4=R5=H
• R1=2-ethylhexyloxy, R2=n-hexyl, R3=R4=R5=H
• R1=t-butyl, R2=n-hexyl, R3=R5=H, R4=n-hexyloxy
• R1=2-ethylhexyloxy, R2=R4=R5=H, R3=CN
• R1=2-ethylhexyloxy, R2=n-hexyl, R3=CN, R4=R5=H;
• n is greater than 1;
• R1=2-ethylhexyloxy, R2=R3=R4=R5=H
• R1=2-ethylhexyloxy, R2=n-hexyl, R3=R4=R5=H
• R1=t-butyl, R2=n-hexyl, R3=R5=H, R4=n-hexyloxy
• R1=2-ethylhexyloxy, R2=R4=R5=H, R3=CN
• R1=2-ethylhexyloxy, R2=n-hexyl, R3=CN, R4=R5=H;
• n is greater than 1;
• R1=2-ethylhexyloxy, R2=R3=R4=R5=H
• R1=2-ethylhexyloxy, R2=n-hexyl, R3=R4=R5=H
• R1=t-butyl, R2=n-hexyl, R3=R5=H, R4=n-hexyloxy
• R1=2-ethylhexyloxy, R2=R4=R5=H, R3=CN
• R1=2-ethylhexyloxy, R2=n-hexyl, R3=CN, R4=R5=H;
• n is greater than 1;
• R1=2-ethylhexyloxy, R2=R3=R4=R5=H
• R1=2-ethylhexyloxy, R2=n-hexyl, R3=R4=R5=H
• R1=t-butyl, R2=n-hexyl, R3=R5=H, R4=n-hexyloxy
• R1=2-ethylhexyloxy, R2=R4=R5=H, R3=CN
• R1=2-ethylhexyloxy, R2=n-hexyl, R3=CN, R4=R5=H;
• n is greater than 1;
• R1=2-ethylhexyloxy, R2=R3=R4=R5=H, p=q=r=1
• R1=2-ethylhexyloxy, R2=n-hexyl, R3=R4=R5=H, p=q=r=1
• R1=t-butyl, R2=n-hexyl, R3=R5=H, R4=n-hexyloxy, p=q=2, r=1
• R1=2-ethylhexyloxy, R2=R4=R5=H, R3=CN, p=q=r=1
• R1=2-ethylhexyloxy, R2=n-hexyl, R3=CN, R4=R5=H, p=q=r=2;
• n is greater than 1;
• or
• R1=2-ethylhexyloxy, R2=R3=R4=R5=H, p=q=r=1
• R1=2-ethylhexyloxy, R2=n-hexyl, R3=R4=R5=H, p=q=r=1
• R1=t-butyl, R2=n-hexyl, R3=R5=H, R4=n-hexyloxy, p=q=2, r=1
• R1=2-ethylhexyloxy, R2=R4=R5=H, R3=CN, p=q=r=1
• R1=2-ethylhexyloxy, R2=n-hexyl, R3=CN, R4=R5=H, p=q=r=2
• n is greater than 1.

An electroluminescent device comprises an anode, a cathode, and polymeric luminescent material disposed between the anode and cathode, the polymeric luminescent material including a 9,10-di-(2-naphthyl)anthracene-based polymer of the following formula:

• wherein:
• R1, R2, R3, and R4 are each individually hydrogen, or alkyl, or alkoxy of from 1 to 24 carbon atoms;
• aryl or substituted aryl of from 6 to 28 carbon atoms;
• or heteroaryl or substituted heteroaryl of from 4 to 40 carbons;
• or F, Cl, or Br;
• or a cyano group;
• or a nitro group.
• X is a linking group;
• n is greater than 1;
• and
• Y includes substituted or unsubstituted heteroaryl groups having from 4 to 40 carbon atoms and at least one or more of N, S, or O atoms.

An electroluminescent device comprises an anode, a cathode, and polymeric luminescent material disposed between the anode and cathode, the polymeric luminescent material including a 9,10-di-(2-naphthyl)anthracene-based polymer having one of the following formulas:

• R1=2-ethylhexyloxy, R2=R3=H, p=1
• R1=2-ethylhexyloxy, R2=R3=H, p=2
• R1=2-ethylhexyloxy, R2=H, R3=n-hexyl, p=1
• R1=t-butyl, R2=n-hexyloxy, R3=H, p=1
• n is greater than 1;
• R1=2-ethylhexyloxy, R2=R3=H, R4=n-hexyl, p=1
• R1=t-butyl, R2=n-hexyl, R3=H, R4=2-ethylhexyl, p=2
• R1=2-ethylhexyloxy, R2=H, R3=n-hexyl, R4=2-ethylhexyl, p=2
• R1=2-ethylhexyloxy, R2=R3=n-hexyl, R4=2-ethylhexyl, p=3
• n is greater than 1;
• R1=2-ethylhexyloxy, R2=R3=R4=H, p=r=0, q=1
• R1=t-butyl, R2=n-hexyl, R3=R4=2-ethylhexyl, p=r=1, q=2
• R1=R4=2-ethylhexyloxy, R2=R3=H, p=r=q=1
• R1=R2=2-ethylhexyloxy, R3=R4=H, p=r=1, q=2
• R1=t-butyl, R2=R3=2-ethylhexyloxy, R4=H, p=r=1, q=2
• n is greater than 1;
• R1=2-ethylhexyloxy, R2=H, p=q=1, X═O
• R1=2-ethylhexyloxy, R2=H, p=q=1, X═S
• R1=2-ethylhexyloxy, R2=H, p=q=1, X=n-hexyl
• R1=2-ethylhexyloxy, R2=n-hexyl, p=q=2, X═O
• R1=2-ethylhexyloxy, R2=n-hexyl, p=q=2, X═S
• R1=2-ethylhexyloxy, R2=n-hexyl, p=q=2, X═N-hexyl
• n is greater than 1;
• R1=2-ethylhexyloxy, R2=R3=H
• R1=2-ethylhexyloxy, R2=H, R3=phenyl
• R1=t-butyl, R2=R3=n-hexyl
• R1=2-ethylhexyloxy, R2=H, R3=n-hexyloxy
• R1=2-ethylhexyloxy, R2=n-hexyloxy, R3=H
• n is greater than 1;
• R1=2-ethylhexyloxy, R2=R3=H
• R1=2-ethylhexyloxy, R2=H, R3=phenyl
• R1=t-butyl, R2=R3=n-hexyl
• R1=2-ethylhexyloxy, R2=H, R3=n-hexyloxy
• R1=2-ethylhexyloxy, R2=n-hexyloxy, R3=H
• n is greater than 1;
• R1=2-ethylhexyloxy, R2=R3=H
• R1=2-ethylhexyloxy, R2=H, R3=phenyl
• R1=t-butyl, R2=R3=n-hexyl
• R1=2-ethylhexyloxy, R2=H, R3=n-hexyl
• n is greater than 1;
• R1=2-ethylhexyloxy, R2=R3=H
• R1=2-ethylhexyloxy, R2=H, R3=phenyl
• R1=t-butyl, R2=R3=n-hexyl
• R1=2-ethylhexyloxy, R2=H, R3=n-hexyl
• n is greater than 1;
• or
• R1=2-ethylhexyloxy, R2=H, R3=methyl
• R1=2-ethylhexyloxy, R2=H, R3=phenyl
• R1=t-butyl, R2=R3=n-hexyl
• R1=2-ethylhexyloxy, R2=H, R3=n-hexyl
• n is greater than 1.

An electroluminescent device comprises an anode, a cathode, and polymeric luminescent material disposed between the anode and cathode, the polymeric luminescent material including a 9,10-di-(2-naphthyl)anthracene-based polymer of the following formula:

• wherein:
• R1, R2, R3, and R4 are each individually hydrogen, alkyl or alkoxy of from 1 to 24 carbon atoms;
• aryl or substituted aryl of from 6 to 28 carbon atoms;
• heteroaryl or substituted heteroaryl of from 4 to 40 carbons;
• F, Cl, or Br;
• a cyano group;
• or a nitro group.
• X includes a linking group of one or more carbon-carbon, ether, thioether, ester anhydride, carbonate, sulfonyl, sulfinyl, amine, amide, or urea linkages;
• n is greater than 1;
• and
• Y includes one or more comonomer units that are a substituted or unsubstituted alkyl, aryl, heteroaryl, or a conjugated group.