IP Library Granted Patent US 9,115,335
Granted Patent B2
US 9,115,335 · App. 14/216,031 · Granted Aug 25, 2015

Phosphoric acid esters, their preparation and use

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Quick Facts
Patent No.
US 9,115,335
App. No.
14/216,031
Granted
Aug 25, 2015
Kind
B2
Abstract

The invention relates to phosphoric acid esters of polyether-modified alkyl alcohols, to their preparation and to a use of phosphoric acid esters of polyether-modified alkyl alcohols for generating shine on a surface.

Claims (38)

1. A phosphoric acid ester of general formula 1 or its salt

where R 1 , R 2 , R 3 and R 4 are identical or different and are selected from R—O—(SO) a -(EO) b —(PO) c —(BO) d — and OH, where

EO=—CH 2 —CH 2 —O—,

PO=—CH(CH 3 )—CH 2 —O— and

BO=—CH(CH 2 CH 3 )—CH 2 —O— and

with the proviso that at least one of the radicals R 1 , R 2 , R 3 and R 4 is not OH,

where

a=2.2 to 10,

b=3 to 20,

c=0 to 10,

d=0 to 10, and

R is selected from branched or linear, saturated or unsaturated alkyl radicals having 8 to 20 carbon atoms.

2. The phosphoric acid ester or its salt according to claim 1 , wherein four of the radicals R 1 , R 2 , R 3 and R 4 are not OH.

3. The phosphoric acid ester or its salt according to claim 1 , wherein

a=2.5 to 5

b=8 to 12, and

c=d=0.

4. The phosphoric acid ester or its salt according to claim 1 , wherein R is selected from linear, saturated alkyl radicals having 8 to 16 carbon atoms.

5. A process for preparing phosphoric acid esters comprising:

providing a branched or linear, saturated or unsaturated alkyl alcohol having 8 to 20 carbon atoms,

reacting said alkyl alcohol with, based on the alkyl alcohol, 2.2 to 10 mol of styrene oxide at a temperature of 80 to 150° C. and a pressure of 0.4 to 1.2 bar,

reacting a first reaction product of said alkyl alcohol and said styrene oxide with, based on the alkyl alcohol, 3 to 20 mol of ethylene oxide at a temperature of 80 to 130° C. and a pressure of 0.5 to 6.0 bar, and

reacting a second reaction product of said alkyl alcohol, said styrene oxide and said ethylene oxide with, based on the alkyl alcohol, 0.1 to 1.0 mol of polyphosphoric acid P 4 O 10 at a temperature of 50 to 110° C. and a pressure of 0.4 to 1.2 bar.

6. The process according to claim 5 , wherein said process is carried out water-free.

7. The process according to claim 5 , wherein said process is carried out solvent-free.

8. A phosphoric acid ester prepared by a process according to claim 5 .

9. A formulation comprising at least one phosphoric acid ester of general formula 1

where R 1 , R 2 , R 3 and R 4 are identical or different and are selected from R—O—(SO) a -(EO) b —(PO) c —(BO) d — and OH, where

EO=—CH 2 —CH 2 —O—,

PO=—CH(CH 3 )—CH 2 —O— and

BO=—CH(CH 2 CH 3 )—CH 2 —O— and

with the proviso that at least one of the radicals R 1 , R 2 , R 3 and R 4 is not OH,

where

a=2.2 to 10,

b=3 to 20,

c=0 to 10,

d=0 to 10, and

R is selected from branched or linear, saturated or unsaturated alkyl radicals having 8 to 20 carbon atoms.

Assignments (3)
CHANGE OF NAME Recorded Apr 16, 2020
From: EVONIK DEGUSSA GMBH
To: EVONIK OPERATIONS GMBH
Reel/Frame 052422/0342 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 1, 2015
From: EVONIK INDUSTRIES AG
To: EVONIK DEGUSSA GMBH
Reel/Frame 037174/0982 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 28, 2015
From: TROSIN, ANNIKA; KRUCZEK, SABINA; SCHUBERT, FRANK; BROETZMANN, ANDRE; FAVRESSE, PHILIPPE; PEGGAU, JOERG
To: EVONIK INDUSTRIES AG
Reel/Frame 035517/0916 →