US 11,737,349 B2
Organic electroluminescent materials and devices
George Fitzgerald, Lambertville, NJ (US); Joseph A. Macor, Morrisville, PA (US); Jason Brooks, Philadelphia, PA (US); Hsiao-Fan Chen, Lawrence Township, NJ (US); Geza Szigethy, Newtown, PA (US); Diana Drennan, Quakertown, PA (US); Neil Palmer, Princeton, NJ (US); Wei-Chun Shih, Lawrenceville, NJ (US); Pierre-Luc T. Boudreault, Pennington, NJ (US); Zhiqiang Ji, Chalfont, PA (US); and Woo-Young So, Richboro, PA (US)
Assigned to UNIVERSAL DISPLAY CORPORATION, Ewing, NJ (US)
Filed by Universal Display Corporation, Ewing, NJ (US)
Filed on May 27, 2020, as Appl. No. 16/884,509.
Application 16/884,509 is a continuation in part of application No. 16/217,467, filed on Dec. 12, 2018.
Claims priority of provisional application 62/859,433, filed on Jun. 10, 2019.
Prior Publication US 2020/0295277 A1, Sep. 17, 2020
Int. Cl. C09K 11/06 (2006.01); H10K 85/30 (2023.01); C07F 15/00 (2006.01); H10K 50/11 (2023.01); H10K 50/12 (2023.01); H10K 101/10 (2023.01)
CPC H10K 85/342 (2023.02) [C07F 15/0033 (2013.01); C09K 11/06 (2013.01); C09K 2211/1007 (2013.01); C09K 2211/1014 (2013.01); C09K 2211/1022 (2013.01); C09K 2211/1029 (2013.01); C09K 2211/1044 (2013.01); C09K 2211/1055 (2013.01); C09K 2211/185 (2013.01); H10K 50/11 (2023.02); H10K 50/121 (2023.02); H10K 2101/10 (2023.02)] 20 Claims
OG exemplary drawing
 
1. A compound comprising a ligand LA of Formula I

OG Complex Work Unit Chemistry
wherein:
ring A and ring B are each independently a 5-membered or 6-membered carbocyclic or heterocyclic ring;
Z1 to Z5 are each independently C or N;
X is BR1, BR1R2, AlR1, AlR1R2, GaR1, GaR1R2, InR1, InR1R2, CO, SO2, or POR1;
Y is NR3, NR3R4, PR3, O, S, SO, SO2, CR3R4, SiR3R4, PR3R4, or GeR3R4;
RA and RB each represent zero, mono, or up to a maximum allowed substitution to its associated ring;
each of RA, RB, R1, R2, R3, and R4 is independently a hydrogen or a substituent selected from the group consisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, boryl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;
when X is BR1R2, Y is NR3, NR3R4, PR3, O, S, SO, SO2, SiR3R4, PR3R4, or GeR3R4;
when X is BR1 or POR1, Y is NR3 or O, and ring A is a 5-membered heterocyclic ring, at least one of the following is true:
i) R1 and R3 join together to form a ring;
ii) R1 joins with RA to form a ring;
iii) R3 joins with RB to form a ring;
iv) at least one of Z2 or Z4 is N; and
any two substituents can be joined or fused together to form a ring,
wherein the ligand LA is coordinated to a metal M by the two indicated dash lines;
wherein the ligand LA can be joined with other ligands to form a tridentate, tetradentate, pentadentate, or hexadentate ligand;
wherein the ligand LA is selected from the group consisting of:

OG Complex Work Unit Chemistry

OG Complex Work Unit Chemistry

OG Complex Work Unit Chemistry

OG Complex Work Unit Chemistry

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OG Complex Work Unit Chemistry
wherein RZ and RC have the same definition as RA or RB; and R7, R8, R9, R10, R11, R12, R13, R14, R15, R16, and R17 have the same definition as R1 through R4;
or
the ligand LA is selected from the group consisting of the structures defined below;
 
Ligand # Structure of LAa RA1—RA13, LQ1—LQ5
 
LAa1-X(i)(o)(p), wherein i, o, and p are each an integer from 1 to 86, wherein LAa1-x(1)(1)(1) to LAa1-X(86)(86)(86), having the structure
 

OG Complex Work Unit Chemistry
wherein RA1 = RAi, RA7 = RAo, and RA8 = RAp, wherein X = Al, Ga, or In,
 
LAa2-X(i)(s), wherein i is an integer from 1 to 86, and s is an integer from 1 to 14, wherein LAa2-X(1)(1) to LAa2-X(86)(14), having the structure
 

OG Complex Work Unit Chemistry
wherein RA1 = RAi, and LQ1 = LQs, wherein X = Al, Ga, or In,
 
LAa3-(o)(p)(t), wherein o and p are integers from 1 to 86 and t is an integer from 89 to 184, wherein LAa3- (1)(1)(89) to LAa3-(86)(86)(184), having the structure
 

OG Complex Work Unit Chemistry
wherein RA7 = RAo, RA8 = RAp, and LQ2 = LQt,
 
LAa4-(s)(t), wherein s is an integer from 1 to 14 and t is an integer from 89 to 184, wherein LAa4-(1)(89) to LAa4-(14)(184), having the structure
 

OG Complex Work Unit Chemistry
wherein LQ1 = LQs, and LQ2 = LQt,
 
LAa5-X(i)(o)(p), wherein i, o, and p are each an integer from 1 to 86, wherein LAa5-x(1)(1)(1) to LAa5-X(86)(86)(86), having the structure
 

OG Complex Work Unit Chemistry
wherein RA1 = RAi, RA7 = RAo, and RA8 = RAp, wherein X = B, Al, Ga, or In,
 
LAa6-X(i)(j)(k)(o)(p), wherein i, j, o, and p are each an integer from 1 to 86 and k is an integer from 1 to 77, wherein LAa6-X(1)(1)(1)(1)(1) to LAa6- X(86)(86)(77)(86)(86), having the structure
 

OG Complex Work Unit Chemistry
wherein RA1 = RAi, RA7 = RAj, RA3 = RAk, RA7 = RAo, and RA8 = RAp, wherein X = B, Al, Ga, or In,
 
LAa7-X(k)(m)(n)(p), wherein k, m, and n are each an integer from 1 to 77 and p is an integer from 1 to 86, wherein LAa7-X(1)(1)(1)(1) to LAa7-X(77)(7)(77)(86), having the structure
 

OG Complex Work Unit Chemistry
wherein RA3 = RAk, RA5 = RAm, RA6 = RAn, and RA8 = RAp, wherein X = B, Al, Ga, or In,
 
LAa8-X(k)(p)(w), wherein k is an integer from 1 to 77, p is an integer from 1 to 86, and w is an integer from 15 to 43, wherein LAa8-X(1)(1)(15) to LAa8- X(77)(86)(43), having the structure
 

OG Complex Work Unit Chemistry
wherein RA3 = RAk, RA8 = RAp, and LQ5 = LQw, wherein X = B, Al, Ga, or In,
 
LAa9-X(k)(m)(n)(p), wherein k, m, and n are each an integer from 1 to 77 and p is an integer from 1 to 86, wherein LAa9-X(1)(1)(1)(1) to LAa9- X(77)(77)(77)(86), having the structure
 

OG Complex Work Unit Chemistry
wherein RA3 = RAk, RA5 = RAm, RA6 = RAn, and RA8 = RAp, wherein X = B, Al, Ga, or In,
 
LAa10-X(k)(p)(w), wherein k is an integer from 1 to 77, p is an integer from 1 to 86, and w is an integer from 15-43, wherein LAa10-X(1)(1)(15) to LAa10- X(77)(86)(43), having the structure
 

OG Complex Work Unit Chemistry
wherein RA3 = RAk, RA8 = RAp, and LQ5 = LQw, wherein X = B, Al, Ga, or In,
 
LAa11-X(k)(p), wherein is an integer from 1 to 77 and p is an integer from 1-86, wherein LAa11-X(1)(1) to LAa11-X(77)(86), having the structure
 

OG Complex Work Unit Chemistry
wherein RA3 = RAk, and RA8 = RAp, wherein X = B, Al, Ga, or In,
 
LAa12-X(i)(k)(o)(p), wherein i, o, and p are each an integer from 1 to 86 and k is an integer from 1 to 77, wherein LAa12-X(1)(1)(1)(1) to LAa12- X(86)(77)(86)(86), having the structure
 

OG Complex Work Unit Chemistry
wherein RA1 = RAi, RA3 = RAk, RA7 = RAo, and RA8 = RAp, wherein X = Al, Ga, or In,
 
LAa13-X(i)(j)(k)(l)(o)(p), wherein i, j, o, and p are each an integer from 1 to 86 and k and l are integers from 1 to 77, wherein LAa13-X(1)(1)(1)(1)(1)(1) to LAa13-X(86)(86)(77)(77)(86)(86), having the structure
 

OG Complex Work Unit Chemistry
wherein RA1 = RAi, RA2 = RAj, RA3 = RAk, RA4 = RAl, RA7 = RAo, and RA8 = RAp, wherein X = B, Al, Ga, or In,
 
LAa14-X(i)(k)(s), wherein i is an integer from 1 to 86, k is an integer from 1 to 77, and s is an integer from 1 to 14, wherein LAa14-X(1)(1)(1) to LAa14- X(86)(77)(14), having the structure
 

OG Complex Work Unit Chemistry
wherein RA1 = RAi, RA3 = RAk, and LQ1 = LQs, wherein X = Al, Ga, or In,
 
LAa15-X(i)(j)(k)(l)(s), wherein i and j are each an integer from 1 to 86, k and l are each an integer from 1 to 77, and s is an integer from 1 to 14, wherein LAa15-X(1)(1)(1)(1)(1) to LAa15- X(86)(86)(77)(77)(14), having the structure
 

OG Complex Work Unit Chemistry
wherein RA1 = RAi, RA2 = RAj, RA3 = RAk, RA4 = RAl, and LQ1 = LQs, wherein X = B, Al, Ga, or In,
 
LAa16-(k)(o)(p)(t), wherein k is an integer from 1 to 77, o and p are each an integer from 1 to 86, and t is an integer from 89 to 184, wherein LAa16- (1)(1)(1)(89) to LAa16-(77)(86)(86)(184), having the structure
 

OG Complex Work Unit Chemistry
wherein RA3 = RAk, RA7 = RAo, RA8 = RAp, and LQ2 = LQt,
 
LAa17-(k)(l)(o)(p)(t), wherein k and l are each an integer from 1 to 77, o and p are each an integers from 1 to 86, and t is an integer from 15 to 88, wherein LAa17-(1)(1)(1)(1)(15) to LAa17- (77)(77)(86)(86)(88), having the structure
 

OG Complex Work Unit Chemistry
wherein RA3 = RAk, RA4 = RAl, RA7 = RAo, RA8 = RAp, and LQ2 = LQt,
 
LAa18-X(i)(j)(o)(p)(u), wherein i, j, o, and p are each an integer from 1 to 86, and u is an integer from 15 to 24, wherein LAa18-X(1)(1)(1)(1)(15) to LAa18- X(86)(86)(86)(86)(24), having the structure
 

OG Complex Work Unit Chemistry
wherein RA1 = RAi, RA2 = RAj, RA7 = RAo, RA8 = RAp, and LQ3 = LQu, wherein X = B, Al, Ga, or In,
 
LAa19-(o)(p)(t)(u), wherein o and p are each an integer from 1 to 86, t is an integer from 15 to 88, and u is an integer from 15 to 24, wherein LAa19- (1)(1)(15)(15) to LAa19-(86)(86)(88)(24), having the structure
 

OG Complex Work Unit Chemistry
wherein RA7 = RAo, RA8 = RAp, LQ2 = LQt, and LQ3 = LQu,
 
LAa20-(k)(s)(t), wherein k is an integer from 1 to 77, s is an integer from 1 to 14, and t is an integer from 89 to 184, wherein LAa20-(1)(1)(89) to LAa20- (77)(14)(184), having the structure
 

OG Complex Work Unit Chemistry
wherein RA3 = RAk, LQ1 = LQs, and LQ2 = LQt,
 
LAa21-(k)(l)(s)(t), wherein k and l are each an integer from 1 to 77, s is an integer from 1 to 14, and t is an integer from 15 to 88, wherein LAa21-(1)(1)(1)(15) to LAa21-(77)(77)(14)(88), having the structure
 

OG Complex Work Unit Chemistry
wherein RA3 = RAk, RA4 = RAl, LQ1 = LQs, and LQ2 = LQt,
 
LAa22-X(i)(j)(s)(u), wherein i and j are each an integer from 1 to 86, s is an integer from 1 to 14, and u is an integer from 15 to 24, wherein LAa22- X(1)(1)(1)(15) to LAa22-X(86)(86)(14)(24), having the structure
 

OG Complex Work Unit Chemistry
wherein RA1 = RAi, RA2 = RAj, LQ1 = LQs, and LQ3 = LQu, wherein X = B, Al, Ga, or In,
 
LAa23-(s)(t)(u), wherein s is an integer from 1 to 14, t is an integer from 15 to 88, and u is an integer from 15 to 24, wherein LAa23-(1)(15)(15) to LAa23- (14)(88)(24), having the structure
 

OG Complex Work Unit Chemistry
wherein LQ1 = LQs, LQ2 = LQt, and LQ3 = LQu,
 
LAa24-X(o)(p)(v), wherein o and p are each an integer from 1 to 86, and v is an integer from 185 to 253, wherein LAa24-X(1)(1)(185) to LAa24- X(86)(86)(253), having the structure
 

OG Complex Work Unit Chemistry
wherein RA7 = RAo, RA8 = RAp, and LQ4 = LQv, wherein X = B, Al, Ga, or In,
 
LAa25-X(s)(v), wherein s is an integer from 1 to 14, and v is an integer from 185 to 253, wherein LAa25- X(1)(185) to LAa25-X(14)(253), having the structure
 

OG Complex Work Unit Chemistry
wherein LQ1 = LQs, and LQ4 = LQv, wherein X = B, Al, Ga, or In,
 
LAa26-X(i)(o)(p)(q)(r), wherein i, o, and p are each an integer from 1 to 86, and q and r are each an integer from 1 to 77, wherein LAa26-X(1)(1)(1)(1)(1) to LAa26-X(86)(86)(86)(77)(77), having the structure
 

OG Complex Work Unit Chemistry
wherein RA1 = RAi, RA7 = RAo, RA8 = RAp, RA9 = RAq, and RA10 = RAr, wherein X = B, Al, Ga, or In,
 
LAa27-X(i)(q)(r)(s), wherein i is an integer from 1 to 86, q and r are each an integer from 1 to 77, and s is an integer from 1 to 14, wherein LAa27-X(1)(1)(1)(1) to LAa27-X(86)(77)(77)(14), having the structure
 

OG Complex Work Unit Chemistry
wherein RA1 = RAi, RA9 = RAq, RA10 = RAr, and LQ1 = LQs, wherein X = B, Al, Ga, or In,
 
LAa28-(o)(p)(q)(r)(t), wherein o and p are each an integer from to 1 to 86, q and r are each an integer from 1 to 77, and t is an integer from 89 to 184, wherein LAa28-(1)(1)(1)(1)(89) to LAa28- (86)(86)(77)(77)(184), having the structure
 

OG Complex Work Unit Chemistry
wherein RA7 = RAo, RA8 = RAp, RA9 = RAq, RA10 = RAr, and LQ2 = LQt,
 
LAa29-(q)(r)(s)(t), wherein q and r are each an integer from 1 to 77, s is an integer from 1 to 14, and t is an integer from 89 to 184, wherein LAa29-(1)(1)(1)(89) to LAa29-(77)(77)(14)(184), having the structure
 

OG Complex Work Unit Chemistry
wherein RA9 = RAq, RA10 = RAr, LQ1 = LQs, and LQ2 = LQt,
 
LAa30-X(i)(o)(p)(w), wherein i, o and p are each an integer from 1 to 86, and w is an integer from 15 to 43, wherein LAa30-X(1)(1)(1)(15) to LAa30- X(86)(86)(86)(43), having the structure
 

OG Complex Work Unit Chemistry
wherein RA1 = RAi, RA7 = RAo, RA8 = RAp, and LQ5 = LQw, wherein X = B, Al, Ga, or In,
 
LAa31-X(i)(s)(w), wherein i is an integer from 1 to 86, s is an integer from 1 to 14, and w is an integer from 15 to 43, wherein LAa31-X(1)(1)(15) to LAa31- X(86)(14)(43), having the structure
 

OG Complex Work Unit Chemistry
wherein RA1 = RAi, LQ1 = LQs, and LQ5 = LQw, wherein X = B, Al, Ga, or In,
 
LAa32-(o)(p)(t)(w), wherein o and p are each an integer from 1 to 86, t is an integer from 89 to 184, and w is an integer from 15 to 43, wherein LAa32- (1)(1)(89)(15) to LAa32-(86)(86)(184)(43), having the structure
 

OG Complex Work Unit Chemistry
wherein RA7 = RAo, RA8 = RAp, LQ2 = LQt, and LQ5 = LQw,
 
LAa33-(s)(t)(w), wherein s is an integer from 1 to 14, t is an integer from 89 to 184, and w is an integer from 15 to 43, wherein LAa33-(1)(89)(15) to LAa33- (14)(184)(43), having the structure
 

OG Complex Work Unit Chemistry
wherein LQ1 = LQs, LQ2 = LQt, and LQ5 = LQw,
 
LAa34-(m)(n)(p)(q)(r), wherein m, n, q and r are each an integer from 1 to 77, and p is an integer from 1 to 86, wherein LAa34-(1)(1)(1)(1)(1) to LAa34- (77)(77)(86)(77)(77), having the structure
 

OG Complex Work Unit Chemistry
wherein RA5 = RAm, RA6 = RAn, RA8 = RAp, RA9 = RAq, and RA10 = RAr,
 
LAa35-(m)(n)(p)(q)(r)(x), wherein m, n, q, r and x are each an integer from 1 to 77, and p is an integer from 1 to 86, wherein LAa35-(1)(1)(1)(1)(1)(1) to LAa35- (77)(77)(86)(77)(77)(77), having the structure
 

OG Complex Work Unit Chemistry
wherein RA5 = RAm, RA6 = RAn, RA8 = RAp, RA9 = RAq, RA10 = RAr, and RA11 = RAx,
 
LAa36-(k)(m)(n)(p)(q)(r), wherein k, m, n, q and r are each an integer from 1 to 77, and p is an integer from 1 to 86, wherein LAa36-(1)(1)(1)(1)(1)(1) to LAa36- (77)(77)(77)(86)(77)(77), having the structure
 

OG Complex Work Unit Chemistry
wherein RA3 = RAk, RA5 = RAm, RA6 = RAn, RA8 = RAp, RA9 = RAq, and RA10 = RAr,
 
LAa37-(k)(m)(n)(p)(q)(r)(x), wherein k, m, n, q, r and x are each an integer from 1 to 77, and p is an integer from 1 to 86, wherein LAa37-(1)(1)(1)(1)(1)(1)(1) to LAa37-(77)(77)(77)(86)(77)(77)(77), having the structure
 

OG Complex Work Unit Chemistry
wherein RA3 = RAk, RA5 = RAm, RA6 = RAn, RA8 = RAp, RA9 = RAq, RA10 = RAr, and RA11 = RAx,
 
LAa38-(m)(n)(p)(q)(r)(y)(z), wherein m, n, q, r, y and z are each an integer from 1 to 77, and p is an integer from 1 to 86, wherein LAa38-(1)(1)(1)(1)(1)(1)(1) to LAa38-(77)(77)(86)(77)(77)(77)(77), having the structure
 

OG Complex Work Unit Chemistry
wherein RA5 = RAm, RA6 = RAn, RA8 = RAp, RA9 = RAq, RA10 = RAr, RA12 = RAy, and RA13 = RAz,
 
LAa39-(k)(m)(n)(p)(q)(r)(y)(z), wherein k, m, n, q, r, y and z are each an integer from 1 to 77, and p is an integer from 1 to 86, wherein LAa39- (1)(1)(1)(1)(1)(1)(1)(1) to LAa39- (77)(77)(77)(86)(77)(77)(77)(77), having the structure
 

OG Complex Work Unit Chemistry
wherein RA3 = RAk, RA5 = RAm, RA6 = RAn, RA8 = RAp, RA9 = RAq, RA10 = RAr, RA12 = RAy, and RA13 = RAz,
 
LAa40-X(o)(p)(t), wherein o and p are each an integer from 1 to 86; wherein t is an integer from 89 to 184, 254 to 267; wherein LAa40-X(1)(1)(89) to LAa40- X(86)(86)(267), having the structure
 

OG Complex Work Unit Chemistry
wherein RA7 = RAo, RA8 = RAp, and LQ2 = LQt, wherein X = Al, Ga, or In,
 
LAa41-X(s)(t), wherein s is an integer from 1 to 14 and t is an integer from 89 to 184, 254 to 267; wherein LAa41-X(1)(89) to LAa41-X(14)(267), having the structure
 

OG Complex Work Unit Chemistry
wherein LQ1 = LQs, and LQ2 = LQt, wherein X = Al, Ga, or In,
 
LAa42-X(k)(o)(p)(t), wherein k is an integer from 1 to 77, o and p are each an integer from 1 to 86; wherein t is an integer from 89 to 184, 254 to 267, wherein LAa42-X(1)(1)(1)(89) to LAa42-X(77)(86)(86)(267), having the structure
 

OG Complex Work Unit Chemistry
wherein RA3 = RAk, RA7 = RAo, RA8 = RAp, and LQ2 = LQt, wherein X = Al, Ga, or In,
 
LAa43-X(k)(l)(o)(p)(t), wherein k and l are each an integer from 1 to 77, o and p are each an integer from 1 to 86; wherein t is an integer from 15 to 88, 268 to 345, wherein LAa43-X(1)(1)(1)(1)(15) to LAa43- X(77)(77)(86)(86)(345), having the structure
 

OG Complex Work Unit Chemistry
wherein RA3 = RAk, RA4 = RAl, RA7 = RAo, RA8 = RAp, and LQ2 = LQt,; wherein X = Al, Ga, or In,
 
LAa44-X(o)(p)(t)(u), wherein o and p are each an integer from 1 to 86, and u is an integer from 15 to 24; wherein t is an integer from 15 to 88, 268 to 345, wherein LAa44-X(1)(1)(15)(15) to LAa44- X(86)(86)(345)(24), having the structure
 

OG Complex Work Unit Chemistry
wherein RA7 = RAo, RA8 = RAp, LQ2 = LQt, and LQ3 = LQu, wherein X = Al, Ga, or In,
 
LAa45-X(k)(s)(t), wherein k is an integer from 1 to 77, s is an integer from 1 to 14; wherein t is an integer from 89 to 184, 254 to 267; wherein LAa45- X(1)(1)(89) to LAa45-X(77)(14)(267), having the structure
 

OG Complex Work Unit Chemistry
wherein RA3 = RAk, LQ1 = LQs, and LQ2 = LQt, wherein X = Al, Ga, or In,
 
LAa46-X(k)(l)(s)(t), wherein k and l are each an integer from 1 to 77, s is an integer from 1 to 14; wherein t is an integer from 15 to 88, 268 to 345, wherein LAa46-X(1)(1)(1)(15) to LAa46- X(77)(77)(14)(345), having the structure
 

OG Complex Work Unit Chemistry
wherein RA3 = RAk, RA4 = RAl, LQ1 = LQs, and LQ2 = LQt, wherein X = Al, Ga, or In,
 
LAa47-X(s)(t)(u), wherein s is an integer from 1 to 14, u is an integer from 15 to 24; wherein t is an integer from 15 to 88, 268 to 345, wherein LAa47-(1)(15)(15) to LAa47-X(14)(345)(24), having the structure
 

OG Complex Work Unit Chemistry
wherein LQ1 = LQs, LQ2 = LQt, and LQ3 = LQu, wherein X = Al, Ga, or In,
 
LAa48-X(o)(p)(q)(r)(t), wherein o and p are each an integer from 1 to 86, q and r are each an integer from 1 to 77; wherein t is an integer from 89 to 184, 254 to 267, wherein LAa48-X(1)(1)(1)(1)(89) to LAa48- X(86)(86)(77)(77)(267), having the structure
 

OG Complex Work Unit Chemistry
wherein RA7 = RAo, RA8 = RAp, RA9 = RAq, RA10 = RAr, and LQ2 = LQt, wherein X = Al, Ga, or In,
 
LAa49-X(q)(r)(s)(t), wherein q and r are each an integer from 1 to 77, s is an integer from 1 to 14; wherein t is an integer from 89 to 184, 254 to 267, wherein LAa49-X(1)(1)(1)(89) to LAa49- X(77)(77)(14)(267), having the structure
 

OG Complex Work Unit Chemistry
wherein RA9 = RAq, RA10 = RAr, LQ1 = LQs, and LQ2 = LQt, wherein X = Al, Ga, or In,
 
LAa50-X(o)(p)(t)(w), wherein o and p are each an integer from 1 to 86, w is an integer from 15 to 43; wherein t is an integer from 89 to 184, 254 to 267, wherein LAa50-X(1)(1)(89)(15) to LAa50- X(86)(86)(267)(43), having the structure
 

OG Complex Work Unit Chemistry
wherein RA7 = RAo, RA8 = RAp, LQ2 = LQt, and LQ5 = LQw, wherein X = Al, Ga, or In,
 
LAa51-X(s)(t)(w), wherein s is an integer from 1 to 14, w is an integer from 15 to 43; wherein t is an integer from 89 to 184, 254 to 267, wherein LAa51- X(1)(89)(15) to LAa51-X(14)(267)(43), having the structure
 

OG Complex Work Unit Chemistry
wherein LQ1 = LQs, LQ2 = LQt, and LQ5 = LQw, wherein X = Al, Ga, or In,
 
LAa52-X(i)(j)(k)(o)(p), wherein i, j, o, and p are each an integer from 1 to 86 and k is an integer from 1 to 77, wherein LAa52-X(1)(1)(1)(1)(1) to LAa52- X(86)(86)(77)(86)(86), having the structure
 

OG Complex Work Unit Chemistry
wherein RA1 = RAi, RA2 = RAj, RA3 = RAk, RA7 = RAo, and RA8 = RAp, wherein X = B, Al, Ga, or In,
 
LAa53-X(i)(o)(p), wherein i, o, and p are each an integer from 1 to 86, wherein LAa53-X(1)(1)(1) to LAa53-X(86)(86)(86), having the structure
 

OG Complex Work Unit Chemistry
wherein RA1 = RAi, RA7 = RAo, and RA8 = RAp, wherein X = B, Al, Ga, or In,
 
LAa54-X(i)(k)(o)(p), wherein i, o, and p are each an integer from 1 to 86 and k is an integer from 1 to 77, wherein LAa54-X(1)(1)(1)(1) to LAa54- X(86)(77)(86)(86), having the structure
 

OG Complex Work Unit Chemistry
wherein RA1 = RAi, RA3 = RAk, RA7 = RAo, and RA8 = RAp, wherein X = Al, Ga, or In,
 
LAa55-X(i)(j)(k)(l)(o)(p), wherein i, j, o, and p are each an integer from 1 to 86 and k and l are each an integer from 1 to 77, wherein LAa55- X(1)(1)(1)(1)(1)(1) to LAa55- X(86)(86)(77)(77)(86)(86), having the structure
 

OG Complex Work Unit Chemistry
wherein RA1 = RAi, RA2 = RAj, RA3 = RAk, RA4 = RAl, RA7 = RAo, and RA8 = RAp, wherein X = B, Al, Ga, or In,
 
LAa56-(i)(j)(k)(o)(p), wherein i, j, o, and p are each an integer from 1 to 86 and k is an integer from 1 to 77, wherein LAa56-(1)(1)(1)(1)(1) to LAa56- (86)(86)(77)(86)(86), having the structure
 

OG Complex Work Unit Chemistry
wherein RA1 = RAi, RA2 = RAj, RA3 = RAk, RA7 = RAo, and RA8 = RAp, wherein X = B, Al, Ga, or In,
 
LAa57-X(l)(k)(o)(p), wherein i, o, and p are each an integer from 1 to 86 and k is an integer from 1 to 77, wherein LAa57-X(1)(1)(1)(1) to LAa57- X(86)(77)(86)(86), having the structure
 

OG Complex Work Unit Chemistry
wherein RA1 = RAi, RA3 = RAk, RA7 = RAo, and RA8 = RAp, wherein X = Al, Ga, or In,
 
LAa58-(o)(p), wherein o and p are each an integer from 1 to 86, wherein LAa58-(1)(1) to LAa58-(86)(86), having the structure
 

OG Complex Work Unit Chemistry
wherein RA7 = RAo, and RA8 = RAp,
 
LAa59-(s), wherein s is an integer from 1 to 14, wherein LAa59-(1) to LAa59-(14), having the structure
 

OG Complex Work Unit Chemistry
wherein LQ1 = LQs,.
 
LAa60-(k)(o)(p), wherein o and p are each an integer from 1 to 86 and k is an integer from 1 to 77, wherein LAa60-(1)(1)(1) to LAa60-(77)(86)(86), having the structure
 

OG Complex Work Unit Chemistry
wherein RA3 = RAk, RA7 = RAo, and RA8 = RAp,
 
LAa61-(k)(s), wherein k is an integer from 1 to 77 and s is an integer from 1 to 14, wherein LAa61-(1)(1) to LAa61-(77)(14), having the structure
 

OG Complex Work Unit Chemistry
wherein RA3 = RAk, and LQ1 = LQs,
 
LAa62-(o)(p), wherein o and p are each an integer from 1 to 86, wherein LAa62-(1)(1) to LAa62-(86)(86), having the structure
 

OG Complex Work Unit Chemistry
wherein RA7 = RAo, and RA8 = RAp,
 
LAa63-(s), wherein s is an integer from 1 to 14, wherein LAa63-(1) to LAa63-(14), having the structure
 

OG Complex Work Unit Chemistry
wherein LQ1 = LQs,
 
LAa64-(k)(o)(p), wherein o and p are each an integer from 1 to 86 and k is an integer from 1 to 77, wherein LAa64-(1)(1)(1) to LAa64-(77)(86)(86), having the structure
 

OG Complex Work Unit Chemistry
wherein RA3 = RAk, RA7 = RAo, and RA8 = RAp,
 
LAa65-(k)(s), wherein k is an integer from 1 to 77 and s is an integer from 1 to 14, wherein LAa65-(1)(1) to LAa65-(77)(14), having the structure
 

OG Complex Work Unit Chemistry
wherein RA3 = RAk, and LQ1 = LQs,
 
LAa70-(i)(k)(o), wherein i and o are each an integer from 1 to 86, and k is an integer from 1 to 77, wherein LAa70-(1)(1)(1) to LAa70-(86)(77)(86), having the structure
 

OG Complex Work Unit Chemistry
wherein RA1 = RAi, RA3 = RAk, and RA7 = RAo,
 
LAa71-(i)(j)(k)(o), wherein i, j, and o are each an integer from 1 to 86, and k is an integer from 1 to 77, wherein LAa71-(1)(1)(1)(1) to LAa71-(86)(86)(77)(86), having the structure
 

OG Complex Work Unit Chemistry
wherein RA1 = RAi, RA2 = RAj, RA3 = RAk, and RA7 = RAo,
 
LAa72-(i)(j)(k)(l)(o), wherein i, j, and o are each an integer from 1 to 86, and k and l are each an integer from 1 to 77, wherein LAa72-(1)(1)(1)(1)(1) to LAa72- (86)(86)(77)(77)(86), having the structure
 

OG Complex Work Unit Chemistry
wherein RA1 = RAi, RA2 = RAj, RA3 = RAk, RA4 = RAl, and RA7 = RAo,
 
LAa73-(i)(k)(o), wherein i and o are each an integer from 1 to 86, and k is an integer from 1 to 77, wherein LAa73-(1)(1)(1) to LAa73-(86)(77)(86), having the structure
 

OG Complex Work Unit Chemistry
wherein RA1 = RAi, RA3 = RAk, and RA7 = RAo,
 
LAa74-(i)(j)(k)(o), wherein i, j, and o are each an integer from 1 to 86, and k is an integer from 1 to 77, wherein LAa74-(1)(1)(1)(1) to LAa74-(86)(86)(77)(86), having the structure
 

OG Complex Work Unit Chemistry
wherein RA1 = RAi, RA2 = RAj, RA3 = RAk, and RA7 = RAo,
 
LAa75-(i)(j)(k)(l)(o), wherein i, j, and o are each an integer from 1 to 86, and k and l are each an integer from 1 to 77, wherein LAa75-(1)(1)(1)(1)(1) to LAa75- (86)(86)(77)(77)(86), having the structure
 

OG Complex Work Unit Chemistry
wherein RA1 = RAi, RA2 = RAj, RA3 = RAk, RA4 = RAl, and RA7 = RAo,
 
LAa76-X(i)(j)(k)(o)(p), wherein i, j, k, o, and p are each an integer from 1 to 86 and k is an integer from 1 to 77, wherein LAa76-X(1)(1)(1)(1)(1) to LAa76- X(86)(86)(77)(86)(86), having the structure
 

OG Complex Work Unit Chemistry
wherein RA1 = RAi, RA2 = RAj, RA3 = RAk, RA7 = RAo, and RA8 = RAp, wherein X = B, Al, Ga, or In,
 
wherein RAi, RAj, RAk, RAl, RAm, RAn, RAo, RAp, RAq, RAr, RAx, RAy, and RAz have the following structures:

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and
wherein LQs, LQt, LQu, LQv, and LQw have the following structures:

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