Adducts between carbon allotropes and serinol derivatives

• US 10,160,652 B2
• Filed: 09/30/2015
• Issued: 12/25/2018
• Est. Priority Date: 10/01/2014
• Status: Active Grant

• Current Assignee: Pirelli Tyre SPA (Pirelli & C SPA), Politecnico di Milano
• Original Assignee: Pirelli Tyre SPA (Pirelli & C SPA), Politecnico di Milano
• Inventors: Galimberti, Maurizio Stefano, Barbera, Vincenzina, Sebastiano, Roberto, Valerio, Antonio Marco, Leonardi, Gabriella, Citterio, Attilio
• Primary Examiner(s): Jackson, Shawquia
• Application Number:
  US15/514,350
• Publication Number:
  US 20170275169A1
• Time in Patent Office: 1,182 Days
• CPC Class Codes: B82Y 30/00 Nanotechnology for materials or surface science, e.g. nanocomposites
• CPC Class Codes: B82Y 40/00 Manufacture or treatment of nanostructures
• CPC Class Codes: C01B 2202/24 Thermal properties
• CPC Class Codes: C01B 2202/26 Mechanical properties
• CPC Class Codes: C01B 32/174 Derivatisation; Solubilisation; Dispersion in solvents
• CPC Class Codes: C01B 32/194 After-treatment
• CPC Class Codes: C01B 32/21 After-treatment
• CPC Class Codes: C01P 2002/82 by IR- or Raman-data
• CPC Class Codes: C01P 2002/84 by UV- or VIS- data
• CPC Class Codes: C01P 2002/87 by chromatography data, e.g. HPLC, gas chromatography
• CPC Class Codes: C01P 2004/32 Spheres
• CPC Class Codes: C01P 2004/64 Nanometer sized, i.e. from 1-100 nanometer
• CPC Class Codes: C01P 2006/12 Surface area
• CPC Class Codes: C01P 2006/19 Oil-absorption capacity, e.g. DBP values
• CPC Class Codes: C07D 207/333 Radicals substituted by oxygen or sulfur atoms
• CPC Class Codes: C09C 1/56 Treatment of carbon black ; Purification

Abstract

An adduct consists of derivatives of serinol pyrrole and of carbon allotropes in which the carbon is sp² hybridized, such as carbon nanotubes, graphene or nano-graphites or carbon black, in order to improve the chemical-physical properties of the allotropes increasing above all their dispersibility and stability in liquid media and in polymer matrices, and a process for preparation of the adduct.

Claims

1. An adduct of a compound of formula (I)

2. The adduct according to claim 1, wherein R₁, R₂, R₃and R₄are independently selected from the group consisting of:

H, CH₃, CH₂CH₃, and phenyl.

3. The adduct according to claim 1, wherein said carbon allotrope or it'"'"'s derivative are selected from the group consisting of:

carbon black, fullerene, single-wall or multiwall carbon nanotubes, graphene, and graphite with a number of graphene layers from 2 to 10000.

4. The adduct according to claim 1, wherein said carbon allotrope derivative is graphite oxide.

5. The adduct according to claim 1, wherein said carbon allotrope derivative is graphene oxide.

6. A process for the preparation of an adduct comprising a compound of formula (I)

7. The process according to claim 6, wherein said thermal energy is provided at a temperature from 50 to 180°

C. for from 15 to 360 minutes.

8. The process according to claim 6, wherein said mechanical energy is provided from 15 to 360 minutes.

9. The process according to claim 6, wherein said photon irradiation energy is provided at a wavelength from 200 to 380 nm for 30 to 180 minutes.