US 2018/0208744 A1 · USE OF TETRAHYDROBENZOXAZINES AS STABILISERS

Abstract

The use of tetrahydrobenzoxazines I where R1 is a hydrocarbyl radical and R2, R3, R4 and R5 are each independently hydrogen atoms, hydroxyl groups or hydrocarbyl radicals, and where R2 to R5 may also form a second and a third tetrahydrooxazine ring, with the proviso that at least one of the substituents has from 4 to 3000 carbon atoms and the remaining substituents, when they are hydrocarbyl radicals, each have from 1 to 20 carbon atoms, as stabilizers for stabilizing inanimate organic material, especially turbine fuels, against the action of light, oxygen and heat.

Claims18

Dependent claims

1-10. (canceled)

11:

An additive composition comprising:
i) a tetrahydrobenzoxazine of formula I:
wherein R1 is a 2-aminoethyl-, a N-(2′-aminoethyl-)-2-aminoethyl-, a N′-(2″-aminoethyl-)-N-(2′-aminoethyl-)-2-aminoethyl-, a N″-(2″′-aminoethyl-)-N′-(2″-aminoethyl-)-N-(2′-aminoethyl-)-2-aminoethyl-, or a 3-dimethylaminopropyl-radical,
and
R2, R3, R4 and R5 are each independently a hydrogen atom, a hydroxyl group or a hydrocarbyl radical having from 1 to 3000 carbon atoms which may optionally be interrupted by one or more selected from the group consisting of O, S and NR6 moieties,
wherein R4 may optionally be a radical of formula Y
wherein R1, R2, R3 and R5 are each as defined above and X is a hydrocarbon bridging element which consists of one or more isobutene units or comprises one or more isobutene units, or wherein R4 may optionally be a radical of the formula Z or Z′
wherein R1, R2, R3 and R5 are each as defined above and R10 and R11 are each independently hydrogen or a C1- to C10-alkyl radical,
and wherein R2 and R3 or R3 and R4 or R4 and R5, together with the part-structure —O—CH2NR7—CH2— attached to the benzene ring, may optionally form a second tetrahydrooxazine ring, or R2 and R3 and R4 and R5, together with the part-structures —O—CH2NR7—CH2— and —O—CH2NR8—CH2— attached to the benzene ring, may optionally form a second and a third tetrahydrooxazine ring,
wherein R7 and R8 are each independently a hydrocarbyl radical having from 1 to 3000 carbon atoms and are interrupted by one or more heteroatoms selected from the group consisting of O, S and NR6 moieties, with the provisio that at least one of R2, R3, R4, or R5 is a polyisobutenyl radical having a number-average molecular weight Mn of from 200 to 40,000;
and
ii) at least one compound selected from the group consisting of
(A) compounds which derive from succinic anhydride and have long-chain hydrocarbon radicals having generally from 15 to 700 carbon atoms,
(B) polyalkenylthiophosphonate esters, and
(C) Mannich adducts.

12 more elements

Facts

Application

15/925,143Filed 19 Mar 2018

Priority

DE 10 2005 035 527.726 Jul 2005

Published

26 Jul 2018

Term ends

Not estimatedThe source records don’t support an estimate.

Classification30 codes

C08K 5/357
Having also oxygen in the ring: six-membered rings
C07D 265/16
Condensed with one six-membered ring: with only hydrogen or carbon atoms directly attached in positions 2 and 4
C08K 5/5333
Phosphonic compounds, e.g. R—P2: esters of phosphonic acids
C10L 1/143
Organic compounds: mixtures of organic macromolecular compounds with organic non-macromolecular compounds

Family

Application11/996,078Continuation · filed 18 Jan 2008

Application14/924,255Continuation · filed 27 Oct 2015

Application15/925,143Continuation

US 10,294,350 B2Related patent

US 2008/0196300 A1Published application

US 2016/0046788 A1Published application

US 9,217,115 B2Related patent

US 9,951,204 B2Related patent

US 2018/0208744 A1This patent

From the US filing history. Foreign family members aren’t listed.