US 11,898,118 B2
Photoluminescent lubricating grease composition, photoluminescent material and the preparation methods thereof
Xinyang Liu, Beijing (CN); Yifeng He, Beijing (CN); Minyang Zhuang, Beijing (CN); Hui Zheng, Beijing (CN); and Hongwei Sun, Beijing (CN)
Assigned to CHINA PETROLEUM & CHEMICAL CORPORATION, Beijing (CN); and RESEARCH INSTITUTE OF PETROLEUM PROCESSING, SINOPEC, Beijing (CN)
Appl. No. 17/286,810
Filed by CHINA PETROLEUM & CHEMICAL CORPORATION, Beijing (CN); and RESEARCH INSTITUTE OF PETROLEUM PROCESSING, SINOPEC, Beijing (CN)
PCT Filed Oct. 17, 2019, PCT No. PCT/CN2019/111623
§ 371(c)(1), (2) Date Apr. 19, 2021,
PCT Pub. No. WO2020/078409, PCT Pub. Date Apr. 23, 2020.
Claims priority of application No. 201811212649.4 (CN), filed on Oct. 18, 2018; application No. 201811268771.3 (CN), filed on Oct. 29, 2018; and application No. 201811268774.7 (CN), filed on Oct. 29, 2018.
Prior Publication US 2021/0355409 A1, Nov. 18, 2021
Int. Cl. C10M 139/04 (2006.01); C07F 7/08 (2006.01); C09K 11/06 (2006.01); C10M 117/04 (2006.01); C10M 119/24 (2006.01); C10M 127/04 (2006.01); C10M 141/12 (2006.01); C10M 169/00 (2006.01); C10M 177/00 (2006.01); C10M 171/00 (2006.01); C10N 30/20 (2006.01); C10N 50/10 (2006.01); C10N 70/00 (2006.01)
CPC C10M 139/04 (2013.01) [C07F 7/081 (2013.01); C07F 7/0807 (2013.01); C07F 7/0812 (2013.01); C07F 7/0816 (2013.01); C09K 11/06 (2013.01); C10M 117/04 (2013.01); C10M 119/24 (2013.01); C10M 127/04 (2013.01); C10M 141/12 (2013.01); C10M 169/00 (2013.01); C10M 171/007 (2013.01); C10M 177/00 (2013.01); C09K 2211/1007 (2013.01); C09K 2211/1011 (2013.01); C09K 2211/1014 (2013.01); C09K 2211/1018 (2013.01); C10M 2203/003 (2013.01); C10M 2203/06 (2013.01); C10M 2207/1296 (2013.01); C10M 2217/0456 (2013.01); C10M 2227/04 (2013.01); C10N 2030/20 (2013.01); C10N 2050/10 (2013.01); C10N 2070/00 (2013.01)] 23 Claims
 
1. A silole derivative of formula (I):

OG Complex Work Unit Chemistry
in the formula (I), each R is independently selected from the group consisting of hydrogen, and a linear or branched C1-6 alkyl; each x is independently an integer between 0 and 5;
each G is independently selected from the group consisting of hydrogen, a linear or branched C1-6 alkyl, an alkynyl of formula (I-1), an alkynyl of formula (I-2), an alkynyl of formula (I-3), an alkynyl of formula (I-4), and a group of formula (I-1′);

OG Complex Work Unit Chemistry
in the formula (I-1), formula (I-2), formula (I-3) and formula (I-4), each R1 is independently selected from the group consisting of hydrogen, and a linear or branched C1-6 alkyl; each R2 is independently selected from the group consisting of a liner or branched C1-6 alkylene; each R is independently selected from the group consisting of hydrogen, and a linear or branched C1-6 alkyl; each x is independently an integer between 0-5; each y is independently an integer between 0-4; and each z is independently an integer between 1 and 4;
in the formula (I-1), one of A and A′ is NR, and the other is S, wherein R is selected from the group consisting of hydrogen, and a linear or branched C1-6 alkyl;
in the formula (I), formula (I-2) and formula (I-3), each G′ is independently selected from the group consisting of hydrogen, a linear or branched C1-6 alkyl, a group of formula (I-1′), an alkynyl of formula (I-2′), and an alkynyl of formula (I-3′);

OG Complex Work Unit Chemistry
in the formula (I-1′) and formula (I-2′), each R is independently selected from the group consisting of hydrogen, and a linear or branched C1-6 alkyl; each x is independently an integer between 0-5; each y′ is independently an integer between 0-3; each z′ is independently an integer between 0-3;
in the formula (I-3′), R4 is a group of formula (II-1), R3 and R5 are hydrogen; or R3 and R5 are a group of formula (II-3), R4 is hydrogen;

OG Complex Work Unit Chemistry
in the formula (II-1), R6 is hydrogen, or a linear or branched C1-6 hydrocarbyl;

OG Complex Work Unit Chemistry
in the formula (II-3), Ra is selected from the group consisting of hydrogen, and a linear or branched C1-20 alkyl; Rb is selected from the group consisting of hydrogen, and a linear or branched C1-20 alkyl; and
in the formula (I), at least one G is selected from the group consisting of an alkynyl group of formula (I-1), an alkynyl group of formula (I-2), an alkynyl group of formula (I-3), and an alkynyl group of formula (I-4), or at least one G′ is selected from the group consisting of an alkynyl group of formula (I-2′), and an alkynyl group of formula (I-3′).