Polythiophene compositions for improving organic light-emitting diode
View Patent ↗The invention relates to compositions which include: (a) a polythiophene containing repeating units represented by the following general formula (I), wherein X represents, for example, —CH 2 —CH(CH 2 —O—(CH 2 ) 4 SO 3 − H + )—; and (b) further polymers, that are different than polythiophene (a), and which contain SO 3 − M + or COO − M + groups. Also disclosed are electroluminescing (EL) arrangements that contain hole-injecting layers which include such compositions.
1. A process for preparing a composition, said composition comprising:
(a) at least one polythiophene consisting of repeating units of the general formula (I-a), or of the general formula (I-b) or of the general formula (I-a) and (I-b)
wherein,
R 1 denotes
—(CH 2 ) s —O—(CH 2 ) p —R 3 ,
where
R 3 denotes SO 3 − M + or COO − M + ,
where M + denotes H + , Li + , Na + , K + , Rb + , Cs + or NH 4 + ,
s is an integer from 0 to 10,
p is an integer from 1 to 18,
R 2 independently of R 1 denotes a member selected from the group consisting of H, a linear or branched C 1 -C 20 -alkyl radical, a C 6 -C 14 -aryl radical,
—(CH 2 ) s —O—(CH 2 ) p —R 3 and —(CH 2 ) q —O—(CH 2 CH 2 O) r R 4 ,
where R 3 , s and p have the meanings given for R 1 ,
R 4 denotes C 1 -C 4 -alkyl,
q denotes an integer from 0 to 10, and
r denotes an integer from 1 to 12,
and
(b) at least one further polymer, that is different than said polythiophene (a) wherein said further polymer represents (i) a partially fluorinated or perfluorinated polymer comprising SO 3 − M + groups or (ii) a partially fluorinated or perfluorinated polymer comprising COO − M + groups or (iii) a salt of (i) or (ii), in which M + in each case denotes a member selected independently from the group consisting of H + , Na + , K + , Rb + , Cs + or NH 4 +
wherein said process comprises
mixing the at least one polythiophene with the at least one further polymer and optionally adding at least one solvent to this mixture; or
dissolving the at least one polythiophene in at least one diluent and dissolving the at least one further polymer in at least one diluent and mixing these two solutions; or
producing the at least one polythiophene by polymerisation of the corresponding monomeric compounds with at least one suitable oxidising agent in at least one suitable solvent, wherein an exchange of solvent or addition of further solvents may take place after completion of the polymerisation, and mixing the polythiophene solution with the at least one further polymer, the further polymer optionally being dissolved in at least one diluent.
2. The process of claim 1 wherein,
M + in each case denotes a member selected independently from the group consisting of H + , Na + and K + , and
s is an integer from 0 to 3.
3. The process of claim 1 wherein
M + denotes H + , and
s denotes 0 or 1.
4. The process of claim 1 wherein R 2 denotes H.
5. The process of claim 1 wherein said further polymer (b) is a copolymer of tetrafluoroethylene and of the fluorovinylether of poly(hexafluoropropylene oxide)mono(tetrafluoro vinyl sulfonic acid)-ethers or salt thereof.
6. The process claim 1 , wherein said composition comprises at least two further polymers (b).
7. The process of claim 6 wherein said two polymers are polystyrene sulfonic acid and a copolymer of tetrafluoroethylene and of the fluorovinylether of poly(hexaflouoropropylene oxide)mono(tetrafluoro vinyl sulfonic acid)ethers and their respective salts.
8. The process of claim 1 wherein said composition has a weight ratio of said polythiophene (a) to said further polymer (b) of 1:2 to 1:15.
9. The process of claim 1 wherein said composition further comprises at least one polar diluent.
10. The process of claim 9 wherein said polar diluent is selected from the group consisting of water, alcohols and mixtures thereof.
11. The process of claim 9 wherein said polar diluent is selected from the group consisting of water, methanol, ethanol, n-propanol, 2-propanol, n-butanol and mixtures thereof.