公开(公告)号：US20230086615A1

公开(公告)日：2023-03-23

申请号：US17903720

申请日：2022-09-06

Applicant: PHILLIPS 66 COMPANY

Inventor： Laura Nielsen ,  Reed Eisenhart ,  Victoria Suding ,  Alyssa Brooke Chinen-Mendez ,  Brian J. Worfolk ,  Zach L. Cramer ,  Hualong Pan

IPC: C08F28/06 ,  H01L51/00

Abstract: A method comprised of combining form a solution containing a polymer In this polymer R, R′, and R″ are independently selected from the group consisting of: H, Cl, F, CN, alkyl, alkoxy, alkylthio, ester, ketone and aryl groups; and X is selected from aryl groups.

公开(公告)号：US11600779B2

公开(公告)日：2023-03-07

申请号：US17003078

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 polymer comprising: In this embodiment, R′ and R″, can be independently selected from the group consisting of: a halogen, a substituted alkyl, an unsubstituted alkyl, a substituted aryl, and an unsubstituted aryl. Additionally, X1 and X2 can be independently selected from the group consisting of: O, S, Se, N—R, and Si—R—R. Lastly, Ar and Ar′ can be identical or different and can be independently selected from the group consisting of: a substituted aryl, and an unsubstituted aryl.

公开(公告)号：US11437580B2

公开(公告)日：2022-09-06

申请号：US17002990

申请日：2020-08-26

Applicant: PHILLIPS 66 COMPANY

Inventor： Hualong Pan ,  Kathy Woody

IPC: H01L51/00 ,  H01L51/50

Abstract: A polymer comprising wherein Ar1 and Ar2 are optional and either the same or different and independently selected from an aryl group or an heteroaryl group. In this polymer, W is selected from the group consisting of: S, Se, O, and N-Q; and Q is selected from the group 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. Additionally, in the polymer, R4 and R5 are selected from the group 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 x+y=1.

公开(公告)号：US20210253797A1

公开(公告)日：2021-08-19

申请号：US17238595

申请日：2021-04-23

Applicant: PHILLIPS 66 COMPANY

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

IPC: C08G75/06

Abstract: A random copolymer comprising the monomer unit C and at least two out of the three monomer units A, B, and D. In the random copolymer A comprises B comprises D comprises and C comprises an aryl group. Additionally, R1 R2, R3, R4, 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 and wherein R3 and R3′ or R4 and R4′ are not equal.

公开(公告)号：US20210242407A1

公开(公告)日：2021-08-05

申请号：US17238430

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：US20210066606A1

公开(公告)日：2021-03-04

申请号：US17002977

申请日：2020-08-26

Applicant: PHILLIPS 66 COMPANY

Inventor： Hualong Pan ,  Kathy Woody

IPC: H01L51/00 ,  C08G61/12

Abstract: A method of forming a polymer, the method begins by combining 4,7-bis(5-bromo-4-alkylthiophen-2-yl)-5-chloro-6-fluorobenzo[c][1,2,5]thiadiazole, [4-alkyl-5-[5-(trimethylstannyl)thiophen-2-yl]thiophen-2-yl]trimethylstannane, (3,3′-difluoro-[2,2′-bithiophene]-5,5′-diyl)bis(trimethylstannane), Pd2dba3 and P(o-tol)3 to form the polymer: In this polymer R1 and R2 are independently selected from the group 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 the ratio of x is between 0.6 to 0.8 and y is between 0.2 and 0.4.

公开(公告)号：US20210066604A1

公开(公告)日：2021-03-04

申请号：US17002827

申请日：2020-08-26

Applicant: PHILLIPS 66 COMPANY

Inventor： Hualong Pan ,  Kathy Woody ,  Brian J. Worfolk

IPC: H01L51/00 ,  C08G61/12

Abstract: An organic compound comprising: In this organic compound, W is selected from the group consisting of: S, Se, O, and N-Q; and Q is selected from the group 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. Additionally, in this organic compound Ar1 and Ar2 are independently selected from the group selected from: H, an aryl group, and a heteroaryl group.

公开(公告)号：US20210061946A1

公开(公告)日：2021-03-04

申请号：US17002999

申请日：2020-08-26

Applicant: PHILLIPS 66 COMPANY

Inventor： Hualong Pan ,  Kathy Woody

IPC: C08G61/12

Abstract: A method of forming a polymer, the method comprising combining 4,7-bis(5-bromo-4-alkyl thiophen-2-yl)-5-chloro-6-fluorobenzo[c][1,2,5]thiadiazole, (3,3′-difluoro-[2,2′-bithiophene]-5,5′-diyl)bis(trimethylstannane), and benzo[1,2-b:4,5-b′]dithiophene-2,6-diyl)bis(trimethylstannane), Pd2dba3 and P(o-tol)3 to form the polymer: In this polymer, W is selected from the group consisting of: S, Se, O, and N-Q. Additionally, in this polymer Q is selected from the group 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. R1, R2, R3, R4, and R5 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, and heteroaromatic rings. Additionally, in this polymer wherein 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 the ratio of x is between 0.6 to 0.8 and y is between 0.2 and 0.4.

公开(公告)号：US20210061945A1

公开(公告)日：2021-03-04

申请号：US17002809

申请日：2020-08-26

Applicant: PHILLIPS 66 COMPANY

Inventor： Hualong Pan ,  Kathy Woody ,  Brian J. Worfolk

IPC: C08G61/12 ,  H01L51/00

Abstract: A process of reacting a monomer unit containing chlorobenzothiadiazole or fluorochlorobenzothiadiazole in a solvent to produce a polymer with a reaction yield greater than 60%. In this process the solvent is selected from the group consisting of: dichlorobenzene, trichlorobenzene, and combinations thereof.

公开(公告)号：US20200017633A1

公开(公告)日：2020-01-16

申请号：US16511798

申请日：2019-07-15

Applicant: PHILLIPS 66 COMPANY

Inventor： Kathy Woody ,  Laura Nielsen ,  Hualong Pan

IPC: C08G61/12 ,  C08L65/00

Abstract: A novel AB-type copolymer for use in organic photovoltaics. The AB-type copolymer comprisesa 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.