| US 7,541,425 B2 | ||
| Mono-, oligo- and poly(3-alkynylthiophenes) and their use as charge transport materials | ||
| Martin Heeney, Southampton (United Kingdom); Steven Tierney, Southampton (United Kingdom); Clare Bailey, Hamshire (United Kingdom); and Iain McCulloch, Southampton (United Kingdom) | ||
| Assigned to Merck Patent GmbH, Darmstadt (Germany) | ||
| Filed on Sep. 15, 2003, as Appl. No. 10/661,812. | ||
| Claims priority of application No. 02020711 (EP), filed on Sep. 14, 2002. | ||
| Prior Publication US 2004/0127592 A1, Jul. 01, 2004 | ||
| Int. Cl. C08G 75/00 (2006.01); H01L 29/02 (2006.01); H01L 29/08 (2006.01); H01L 29/10 (2006.01) | ||
| U.S. Cl. 528—377 [528/373; 522/6; 252/299.01; 257/40] | 27 Claims |
| 1. A monomer, oligomer or polymer of formula I
-[(A)a-(B)b—(C)c-(D)d]n- I
wherein
A and C denote independently of each other a group of formula II
 R1 is, in each occurrence independently of one another, halogen, or straight chain, branched or cyclic alkyl with 1 to 20 C-atoms,
which is unsubstituted, mono- or poly-substituted by F, Cl, Br, I or CN, wherein one or more non-adjacent CH2 groups are optionally replaced, in each case independently from one another, by —O—, —S—, —NH—, —NR0—, —CO—, —COO—, —OCO—, —OCO—O—, —SO2—, —S—CO—, —CO—S—, —CH═CH— or —C≡C— in such a manner that O and/or S atoms are not linked directly to one another, or R1is optionally substituted heteroaryl or P—Sp—,
R2 is H or —C≡C—R3, or is halogen, or straight chain, branched or cyclic alkyl with 1 to 20 C-atoms, which is unsubstituted, mono- or poly-substituted
by F, Cl, Br, I or CN, wherein one or more non-adjacent CH2 groups are optionally replaced, in each case independently from one another, by —O—, —S—, —NH—, —NR0—, —SiR0R00—, —CO—, —COO—, —OCO—, —OCO—O—, —SO2—, —S—CO—, —CO—S—, —CH═CH— or —C≡C— in such a manner that O and/or S atoms are not linked directly to one another, or is optionally
substituted aryl or heteroaryl or P-Sp-,
R3 is H, halogen, or straight chain, branched or cyclic alkyl with 1 to 20 C-atoms, which is unsubstituted, mono- or poly-substituted
by F, Cl, Br, I or CN, wherein one or more non-adjacent CH2 groups are optionally replaced, in each case independently from one another, by —O—, —S—, —NH—, —NR0—, —SiR0R00—, —CO—, —COO—, —OCO—, —OCO—O—, —SO2—, —S—CO—, —CO—S—, —CH═CH— or —C≡C— in such a manner that O and/or S atoms are not linked directly to one another, or is optionally
substituted aryl or heteroaryl or P-Sp-,
R0 and R00 are independently of each other H or alkyl with 1 to 12 C-atoms,
P is a polymerizable or reactive group,
Sp is a spacer group or a single bond,
B and D are independently of each other —CX1═CX2—, —C≡C—, or optionally substituted arylene or heteroarylene,
X1 and X2 are independently of each other H, F, Cl or CN,
a, b, c, d are independently of each other 0 or 1, with a +b+c+d>0, and wherein in at least one recurring unit [(A)a-(B)b—(C)c-(D)d] at least one of a and c is 1, and
n is an integer ≧1,
and wherein the recurring units [(A)a-(B)b—(C)c—(D)d] are identical or different.
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