公开(公告)号：US20220363813A1

公开(公告)日：2022-11-17

申请号：US17726775

申请日：2022-04-22

Applicant: PHILLIPS 66 COMPANY

Inventor： Hualong Pan ,  Reed Eisenhart ,  Brian Worfolk ,  Laura Nielsen

IPC: C08G61/12 ,  H01L51/00

Abstract: A repeat unit comprising In the repeat unit, X1 and X2 are independently selected from the group consisting of: F, Cl, H, and combinations thereof. Additionally, in this monomer, R′ and R″ are independently selected from an alkyl group, an aryl group, or combinations thereof. Also, R3, and R4 are independently selected from unsubstituted or substituted branched alkyls with 1 to 60 carbon atoms and unsubstituted or substituted linear alkyls with 1 to 60 carbon atoms.

公开(公告)号：US11332579B1

公开(公告)日：2022-05-17

申请号：US17531053

申请日：2021-11-19

Applicant: PHILLIPS 66 COMPANY

Inventor： Laura Nielsen ,  Reed Eisenhart ,  Victoria Suding ,  Hualong Pan ,  Alyssa Chinen-Mendez

IPC: C08G75/06 ,  C07D513/14

Abstract: A composition comprising: wherein the compositional ratio of x/y ranges from about 1/99 to about 99/1, and n ranges from 1 to 1,000,000. Additionally, in this composition, R′ and R″ are independently selected from: H, unsubstituted or substituted branched alkyls with 1 to 60 carbon atoms, or unsubstituted or substituted linear alkyls with 1 to 60 carbon atoms.

公开(公告)号：US11289653B2

公开(公告)日：2022-03-29

申请号：US17002821

申请日：2020-08-26

Applicant: PHILLIPS 66 COMPANY

Inventor： Hualong Pan ,  Kathy A. Repa ,  Brian J. Worfolk ,  Alyssa Brooke Chinen-Mendez

IPC: H01L51/00 ,  C08K9/04 ,  C08K3/04 ,  C08G61/12 ,  H01L51/42 ,  H01L51/50

Abstract: A method of reacting bis(R1) 5,5′″-dibromo-3″,4′-difluoro-[2,2′:5′,2″:5″,2′″-quaterthiophene]-3,3′″-dicarboxylate and bis(R2) 5,5′″-dibromo-3″,4′-difluoro-[2,2′:5′,2″:5″,2′″-quaterthiophene]-3,3′″-dicarboxylate to form the polymer: In this polymer R1, R2, R3, R4, R5 and R6 are independently selected from the group consisting of: a halogen, a substituted alkyl, an unsubstituted alkyl, a substituted aryl, an unsubstituted aryl, a substituted heteroaryl and an unsubstituted heteroaryl.

公开(公告)号：US11091585B2

公开(公告)日：2021-08-17

申请号：US16511798

申请日：2019-07-15

Applicant: PHILLIPS 66 COMPANY

Inventor： Kathy Woody ,  Laura Nielsen ,  Hualong Pan

IPC: C08G61/12 ,  H01L51/00 ,  C08L65/00 ,  H01L51/42

Abstract: A novel AB-type copolymer for use in organic photovoltaics. The AB-type copolymer comprises
a unit A, where the unit A is where R1 is a carbon chain from about 1 to about 30 units and where Y is selected from CN, F and Cl. The B unit of the AB-type copolymer is selected from is selected from: wherein X1, X2, X3, and X4 are independently selected from the group consisting of: H, Cl, F, CN, alkyl, alkylthiol, alkoxy, ester, ketone, amide and aryl groups.

公开(公告)号：US20210249605A1

公开(公告)日：2021-08-12

申请号：US17238450

申请日：2021-04-23

Applicant: PHILLIPS 66 COMPANY

Inventor： Hualong Pan ,  Kathy Woody ,  Brian Worfolk ,  Taeshik Earmme

IPC: H01L51/00 ,  C08G61/12

Abstract: A random copolymer comprising the monomer units A, B and C. In this random copolymer A comprises B comprises and C comprises an aryl group. Additionally, R1 R2, R3 and R4 are side chains independently selected from the group consisting of: H, Cl, F, CN, alkyl, alkoxy, alkylthio, ester, ketone and aryl groups. X1 and X2 are independently selected from the group consisting of: H, Cl, F, CN, alkyl, alkoxy, ester, ketone, amide and aryl groups.

公开(公告)号：US20210238344A1

公开(公告)日：2021-08-05

申请号：US17238533

申请日：2021-04-23

Applicant: PHILLIPS 66 COMPANY

Inventor： Hualong Pan ,  Kathy Woody ,  Brian Worfolk ,  Taeshik Earmme

IPC: C08G61/12

Abstract: A random copolymer comprising the monomer units A and B. In this random copolymer A comprises and B comprises Additionally, R1 R2, R3 and R4 are side chains independently selected from the group consisting of: H, Cl, F, CN, alkyl, alkoxy, alkylthio, ester, ketone and aryl groups. X1 and X2 are identical and selected from the group consisting of: H, Cl, F, CN, alkyl, alkoxy, ester, ketone, amide and aryl groups.

公开(公告)号：US20210066608A1

公开(公告)日：2021-03-04

申请号：US17003007

申请日：2020-08-26

Applicant: PHILLIPS 66 COMPANY

Inventor： Hualong Pan ,  Kathy Woody

IPC: H01L51/00

Abstract: A polymer comprising: In this polymer W is selected from the group consisting of: S, Se, O, and N-Q. Additionally, Q is selected from the group consisting of: a straight-chain carbyl, silyl or hydrocarbyl, branched, cyclic alkyl with 1 to 30 atoms, and fused aromatic rings. In this polymer, R1, and R4 are independently selected from the group consisting of: F, Cl, I, Br, CN, —NCO, —NCS, —OCN, —SCN, —OX, —SX, —NH2, —C(═O)X, —C(═O)—OX, —OX, —NHX, —NXX′, —C(═O)NHX, —C(═O)NXX′, —SO3X, —SO2X, —OH, —NO2, CF3, —SF5, a straight-chain or branched carbyl, silyl, or hydrocarbyl, a branched or cyclic alkyl with 1 to 30 atoms, a fused substituted aromatic ring, and a fused unsubstituted aromatic ring. Additionally, R2 and R3 are independently selected from F, Cl, Br and I. In this polymer, the fused aromatic rings can be independently fused with groups consisting of: a straight-chain or branched carbyl, silyl, or hydrocarbyl, a branched or cyclic alkyl with 1 to 30 atoms, a fused substituted aromatic ring, and a fused unsubstituted aromatic ring and wherein h+j is between 0.2 to 0.6 and i+k is between 0.4 and 0.8

公开(公告)号：US20210066603A1

公开(公告)日：2021-03-04

申请号：US17002821

申请日：2020-08-26

Applicant: PHILLIPS 66 COMPANY

Inventor： Hualong Pan ,  Kathy A. Repa ,  Brian J. Worfolk ,  Alyssa Brooke Chinen-Mendez

IPC: H01L51/00 ,  C08G61/12

Abstract: A method of reacting bis(R1) 5,5′″-dibromo-3″,4′-difluoro-[2,2′:5′,2″:5″,2′″-quaterthiophene]-3,3′″-dicarboxylate and bis(R2) 5,5′″-dibromo-3″,4′-difluoro-[2,2′:5′,2″:5″,2′″-quaterthiophene]-3,3′″-dicarboxylate to form the polymer: In this polymer R1, R2, R3, R4, R5 and R6 are independently selected from the group consisting of: a halogen, a substituted alkyl, an unsubstituted alkyl, a substituted aryl, an unsubstituted aryl, a substituted heteroaryl and an unsubstituted heteroaryl.

公开(公告)号：US10787537B2

公开(公告)日：2020-09-29

申请号：US16253992

申请日：2019-01-22

Applicant: PHILLIPS 66 COMPANY

Inventor： Joe Bullock ,  Brian Worfolk ,  Taeshik Earmme ,  Hualong Pan ,  Kathy Woody

IPC: C08G61/12 ,  H01L51/00 ,  H01L51/42

Abstract: A method of coupling and 5,5-Y-3,3′-difluoro-2,2′-bithiophene to produce wherein X can be any known compound capable of coupling with the Y-difluorothiophene and Y is selected from the group consisting of Br, a stannyl group, a boronic ester and a H.

公开(公告)号：US20200024386A1

公开(公告)日：2020-01-23

申请号：US16038364

申请日：2018-07-18

Applicant: PHILLIPS 66 COMPANY

Inventor： Kathy Woody ,  Laura Nielsen ,  Hualong Pan ,  Taeshik Earmme

IPC: C08G61/12 ,  H01L51/00

Abstract: A copolymer comprising a repeat unit A, wherein repeat unit A comprises a repeat unit B, wherein repeat unit B comprises and at least one optional repeat unit D, wherein repeat unit D comprises an aryl group. In this copolymer, X1, X2, X3, and X4 are independently selected from the group consisting of: H, Cl, F, CN, alkyl, alkoxy, ester, ketone, amide and aryl groups and R1, R2, R3, R4, R5 and R6 are independently selected from the group consisting of: H, Cl, F, CN, alkyl, alkoxy, alkylthio, ester, ketone and aryl groups.