Magnetic resin compound, method for preparing the same, and use thereof

Patent metadata

Field	Value
Publication number	US-9815948-B2
Application number	US-201414896512-A
Country	US
Kind code	B2
Filing date	Oct 13, 2014
Priority date	Oct 17, 2013
Publication date	Nov 14, 2017
Grant date	Nov 14, 2017

Abstract

Disclosed is a magnetic dendrimer compound and a method for preparing the magnetic dendrimer compound, the molecular formula of which is shown in formula (I): Γ(CH 2 ) 3 N (2 n+1 −1) R 1 (2 n+2 −2) R 2 (2 n+1 ) (I). In this formula, Γ indicates magnetic particles coated with SiO 2 on a surface thereof, the magnetic particles having been modified by a silane coupling agent; (CH 2 ) 3 N (2 n+1 −1) R 1 (2 n+2 −2) is a dendritic group, and R 2 (2 n+1 ) is a lipophilic group, with 0≦n≦100. Further disclosed is a lubricant comprising the magnetic dendrimer compound.

First claim

The invention claimed is:

1. A magnetic dendrimer compound, having a molecular formula as shown in formula (I):
Γ(CH 2 ) 3 N (2 n+1 −1) R 1 (2 n+2 −2) R 2 (2 n+1 )   (I),

wherein Γ indicates a magnetic particle coated with SiO 2 on a surface thereof, the magnetic particle having been modified by a silane coupling agent,
wherein (CH 2 ) 3 N (2 n+1 −1) R 1 (2 n+2 −2) is a dendritic group, and
wherein R 2 (2 n+1 ) is a lipophilic group, with 0≦n≦100,
wherein R 1 is selected from polyamido-amine dendrimers having a repetitive structure unit as shown in formula (II):
—(CH 2 ) 2 CONH(CH 2 ) 2 NH—  (II).

2. The magnetic dendrimer compound according to claim 1 , wherein the magnetic particle is a magnetic nanoparticle.

3. The magnetic dendrimer compound according to claim 1 , wherein 0≦n≦10.

4. The magnetic dendrimer compound according to claim 1 , wherein the magnetic particle comprises at least one selected from a group consisting of Fe 3 O 4 , Ni, and γ-Fe 2 O 3 .

5. The magnetic dendrimer compound according to claim 1 , wherein the magnetic particle is selected from core-shell Fe 3 O 4 &SiO 2 magnetic nanoparticles coated with SiO 2 on an outer shell thereof, said magnetic particles having been modified by a silane coupling agent.

6. The magnetic dendrimer compound according to claim 1 , wherein the silane coupling agent is 3-aminopropyl triethoxysilane, 3-glycidyloxypropyl trimethoxysilane, or 3-aminopropyl trimethoxysilane.

7. The magnetic dendrimer compound according to claim 1 , wherein R 2 is selected from a group consisting of linear or branched C 1-18 alkyls.

8. A method for preparing the magnetic dendrimer compound according to claim 1 , comprising the following steps:
step i): providing a magnetic particle coated with SiO 2 ;
step ii) modifying a surface of the magnetic particle with a silane coupling agent, and reacting the modified product with a dendrimer, so as to bond the dendrimer to the magnetic nanoparticle; and
step iii) reacting a product of the dendrimer bonded to the magnetic nanoparticle that has been obtained in step ii) with a compound having a lipophilic group, to produce the magnetic dendrimer compound.

9. The method according to claim 8 , wherein the compound having a lipophilic group is a halohydrocarbon.

10. An anti-wear additive for lubricating oils, the anti-wear additive comprising the magnetic dendrimer compound according to claim 1 .

11. A lubricant comprising the magnetic dendrimer compound according to claim 1 .

12. The lubricant according to claim 11 , wherein the content of the magnetic dendrimer compound in the lubricant is in the range from 100 ppm to 5% by weight.

13. The lubricant according to claim 11 , wherein the content of Fe and/or Ni in the lubricant is in the range from 0.01 ppm to 0.20% by weight.

14. The lubricant according to claim 11 , wherein the content of Si in the lubricant is in the range from 0.01ppm to 0.20% by weight.

15. The lubricant according to claim 11 , wherein the magnetic dendrimer compound is selected from magnetic polyamido-amine compounds as shown in formula (III):
Γ(CH 2 ) 3 N (2 n+1 −1) [(CH 2 ) 2 CONH(CH 2 ) 2 NH] (2 n+2 −2) (C m H 2m+1 ) 2 n+1   (III),

wherein Γ represents a magnetic particle coated with SiO 2 on a surface thereof, the magnetic particle having been modified by a silane coupling agent,
wherein (CH 2 ) 3 N (2 n+1 −1) R 1 (2 n+2 −2 ) is a dendritic group, and
wherein (C m H 2m+1 ) 2 n+1 is a lipophilic group, with 0≦n≦10, and 1≦m ≦18.

16. The lubricant according to claim 15 , wherein in the magnetic polyamido-amine compound, n is an integer selected from 5-9, and m is an integer selected from 9-13.

17. The method according to claim 8 , wherein the compound having a lipophilic group is a haloalkane.

18. The lubricant according to claim 11 , wherein the content of Fe and/or Ni in the lubricant is in the range from 0.01 ppm to 429 ppm by weight.

19. The lubricant according to claim 11 , wherein the content of Si in the lubricant is in the range from 0.01 to 20.1 ppm by weight.

20. A lubricant comprising a magnetic dendrimer compound having a molecular formula as shown in formula (I):
Γ(CH 2 ) 3 N (2 n+1 −1) R 1 (2 n+2 −2) R 2 (2 n+1 )   (I),

wherein Γ indicates a magnetic particle coated with SiO 2 on a surface thereof, the magnetic particle having been modified by a silane coupling agent,
wherein (CH 2 ) 3 N (2 n+1 −1) R 1 (2 n+2 −2) is a dendritic group, and
wherein R 2 (2 n+1 ) is a lipophilic group, with 0≦n≦100,
wherein the content of the magnetic dendrimer compound in the lubricant is in the range from 100 ppm to 5% by weight.

21. A lubricant comprising a magnetic dendrimer compound having a molecular formula as shown in formula (I):
Γ(CH 2 ) 3 N (2 n+1 −1) R 1 (2 n+2 −2) R 2 (2 n+1 )   (I),

wherein Γ indicates a magnetic particle coated with SiO 2 on a surface thereof, the magnetic particle having been modified by a silane coupling agent,
wherein (CH 2 ) 3 N (2 n+1 −1) R (2 n+2 −2) is a dendritic group, and
wherein R 2 (2 n+1 ) is a lipophilic group, with 0≦n≦ 100 ,
wherein the content of Fe and/or Ni in the lubricant is in the range from 0.01 ppm to 0.20% by weight.

22. A lubricant comprising a magnetic dendrimer compound having a molecular formula as shown in formula (I):
Γ(CH 2 ) 3 N (2 n+1 −1) R 1 (2 n+2 −2) R 2 (2 n+1 )   (I),

wherein Γ indicates a magnetic particle coated with SiO 2 on a surface thereof, the magnetic particle having been modified by a silane coupling agent,
wherein (CH 2 ) 3 N (2 n+1 −1) R 1 (2 n+2 −2) is a dendritic group, and
wherein R 2 (2 n+1 ) is a lipophilic group, with 0≦n≦100,
wherein the content of Si in the lubricant is in the range from 0.01% to 0.20% by weight.

23. A lubricant comprising a magnetic dendrimer compound selected from magnetic polyamido-amine compounds as shown in formula (III):
Γ(CH 2 ) 3 N (2 n+1 −1) [(CH 2 ) 2 CONH(CH 2 ) 2 NH] (2 n+2 −2) (C m H 2m+1 ) 2 n+1   (III),

wherein Γ represents a magnetic particle coated with SiO 2 on a surface thereof, the magnetic particle having been modified by a silane coupling agent,
wherein (CH 2 ) 3 N (2 n+1 −1) R 1 (2 n+2 −2) is a dendritic group, and
wherein(C m H 2m+1 ) 2 n+1 is a lipophilic group, with 0≦n≦10, and 1≦m ≦18.

Assignees

• China Petroleum & Chem Corp

Inventors

• E Hongjun
• Zhu Heju
• Sui Xiuhua
• Liao Pengfei
• Hu Leilei

Classifications

• C10N2040/252

  Diesel engines · CPC title

• C08G83/002 Primary

  Dendritic macromolecules · CPC title

• C08K9/02

  Ingredients treated with inorganic substances · CPC title

• C08G73/028

  Polyamidoamines · CPC title

• C10M2215/02

  Amines, e.g. polyalkylene polyamines; Quaternary amines · CPC title