IP Library Granted Patent US 11,535,589
Granted Patent B2
US 11,535,589 · App. 16/347,424 · Granted Dec 27, 2022

Fluorinated tensides

Inventors: Reiner Friedrich (Seeheim-Jugenheim, DE); Fabian Koch (Pfungstadt, DE)
Assignee: MERCK PATENT GMBH
C07C323/12C07C317/18C07C321/14C07F9/091C09D7/63C11D1/004
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Quick Facts
Patent No.
US 11,535,589
App. No.
16/347,424
Granted
Dec 27, 2022
Kind
B2
Abstract

The present invention relates to novel compounds containing fluorinated end groups, to the use thereof as surface-active substances, and to compositions comprising these compounds.

Claims (15)

1. A compound of formula

where R 1 , R 2 and R 3 , independently of one another, CF 3 —(CF 2 ) 1-2 —O—,

o=1-30,

X=—S 3 − , —OSO 3 − , —COO − , —PO 3 2− , —OP(O)(O −)O—, —OPO 3 2− , a polyethylene glycol, a poly-propylene glycol, —CH(OH)—CH 2 —NH-sach, —Y′—(CH 2 —CH 2 —O) v -R 4 , a betaine, or a sulfobetaine, with counterions being H + , Na + , K + or NH 4 + , sach being a sugar,

X 1 and X 2 , independently of one another, have the meaning of X, or, in the formulae (IIa), (IIb), (IIc) and (V) are also equal to H,

Y′=S, O or NH, and

L 1 , L 2 and L 3 , independently of one another, are a linear or branched C1-C6-alkyl group, or

where R 1 and R 2 independently of one another are CF 3 —(CF 2 ) 1-2 —, X 1 =—SO 3 − , —OSO 3 − , —COO − , —PO 3 2− , —OP(O)(O − )O—, —OPO 3 2− , a polyethylene glycol, a polypropylene glycol, —CH(OH)—CH 2 —NH— sach, —Y′—(CH 2 —CH 2 —O) v -R 4 , a betaine, or a sulfobetaine, with counterions being H + , Na + , K + or NH 4 + , sach being a sugar, and Y′=S, O or NH.

2. A compound of formula:

where R 1 , R 2 and R 3 are independently CF 3 —(CF 2 ) 0-3 —, CF 3 —(CF 2 ) 0-3 —O—, CF 3 —(CF 2 ) 0-3 —O—(CF 2 ) 1-3 —, CF 3 —(CF 2 ) 0-3 —O—(CF2) 1-3 —O—, CF 3 —(CF 2 ) 0-3 —O—(CF 2 ) 1-3 —O—CF 2 —, CF 3 —(CF 2 ) 0-3 —O—(CF 2 —O) 1-8 or —CF 3 —(CF 2 ) 0-3 —O—(CF 2 —O) 1-8 —CF 2 —, o is equal to 1-30 and R a , R b and R c =H or C1-4-alkyl.

3. The compound according to claim 1 , of formula:

4. A paint, coating, printing ink, protective coating, special coating in electronic or optical applications, photoresist, top antireflective coating or bottom antireflective coating, developer solution, wash solution or photoresist for photolithographic processes, cosmetic product, agrochemical, floor polish, photographic coating or coating of optical elements comprising an additive, wherein the additive is a compound according to claim 1 .

5. A composition comprising paint, coating preparations, fire-extinguishing compositions, lubricants, washing or cleaning compositions, de-icers, developer solutions, wash solutions or photoresists for photolithographic processes, cosmetic products, agrochemicals, floor polishes or hydrophobicising compositions for textile finishing or glass treatment, and a compound according to claim 1 .

6. The compound according to claim 1 , wherein o=5-30.

7. The compound according to claim 1 , wherein o=3, 5, 6, 10, 12, 15, 18, 20 or 24.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 28, 2025
From: MERCK PATENT GMBH
To: SUSONITY COMMERCIAL GMBH
Reel/Frame 072287/0400 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 3, 2019
From: FRIEDRICH, REINER; KOCH, FABIAN
To: MERCK PATENT GMBH
Reel/Frame 049085/0343 →
Priority Claims (1)
DE 102016013066.0 · Nov 3, 2016 · national
Continuity (1)
Related Publication 20190276397A1 · Sep 12, 2019