A phenalkamine composition

Patent metadata

Field	Value
Publication number	US-2016208099-A1
Application number	US-201314913552-A
Country	US
Kind code	A1
Filing date	Aug 29, 2013
Priority date	Aug 29, 2013
Publication date	Jul 21, 2016
Grant date	—

Abstract

A novel phenalkamine composition capable of emulsifying asphalt to form a stable asphalt emulsion composition; a curable asphalt composition comprising such asphalt emulsion composition and a waterborne epoxy resin showing improved pull-off adhesion strength from a substrate; and a process of preparing the phenalkamine composition.

First claim

What is claimed is:

1 . A phenalkamine composition, comprising the reaction product of:
(a) an aldehyde, (b) a polyamine having a hydrophilic-lipophilic balance value of 11 or less, and (c) cashew nut shell liquid comprising cardol and polymerized materials of cardanol, cardol, or mixtures thereof; wherein the total content of cardol and the polymerized materials is at least 20 wt %, based on the total weight of the cashew nut shell liquid.

2 . The phenalkamine composition of claim 1 , wherein the polymerized materials have a polystyrene equivalent weight average molecular weight of from 620 to 8000.

3 . The phenalkamine composition of claim 1 wherein the total content of cardol and the polymerized materials is from 25 to 60 wt %, based on the total weight of the cashew nut shell liquid.

4 . The phenalkamine composition of claim 1 wherein the cashew nut shell liquid also comprises, based on the total weight of the cashew nut shell liquid, from 40 to 80 wt % of cardanol.

5 . The phenalkamine composition of claim 1 wherein the polyamine is selected from an aliphatic diamine, an aromatic diamine, a polyamide, a cycloaliphatic polyamine, a polycyclic polyamine, a polyamidoamine, or mixtures thereof.

6 . The phenalkamine composition of claim 1 wherein the polyamine is selected from ethylenediamine; diethylenediamine; isophorone diamines; 1,3-cyclohexanebis(methylamine); 4,4′-methylenebis(cyclohexylamine); m-xylylenediamine; or mixtures thereof.

7 . The phenalkamine composition of claim 1 wherein the aldehyde is selected from formaldehyde, paraformaldehyde, or mixtures thereof.

8 . The phenalkamine composition of claim 1 wherein the molar ratio of cashew nut shell liquid:aldehyde:polyamine is in the range of 1.0: 1.0-3.0:1.0-3.0.

9 . A process of preparing the phenalkamine composition of claim 1 comprising:
providing (a) an aldehyde, (b) a polyamine having a hydrophilic-lipophilic balance value of 11 or less, and (c) cashew nut shell liquid comprising cardol and polymerized materials of cardanol, cardol, or mixtures thereof; wherein the total content of cardol and the polymerized materials is at least 20 wt %, based on the total weight of the cashew nut shell liquid; and
reacting the aldehyde, the polyamine, and the cashew nut shell liquid to form the phenalkamine composition.

10 . An asphalt emulsion composition, comprising: (i) the phenalkamine composition of claim 1 (ii) at least one acid, (iii) water, and (iv) asphalt.

11 . The asphalt emulsion composition of claim 10 , wherein the asphalt emulsion composition is substantially free of an emulsifier.

12 . The asphalt emulsion composition of claim 10 , wherein the asphalt emulsion composition comprises, based on the total weight of the asphalt emulsion composition, from 45 to 65 wt % of the asphalt.

13 . The asphalt emulsion composition of claim 10 , wherein the asphalt emulsion composition comprises, based on the total weight of the asphalt emulsion composition, from 0.05 to 15 wt % of the phenalkamine composition.

14 . A process of preparing the asphalt emulsion composition of claim 10 , comprising admixing (i) the phenalkamine composition comprising the reaction product of:
(a) an aldehyde, (b) a polyamine having a hydrophilic-lipophilic balance value of 11 or less, and (c) cashew nut shell liquid comprising cardol and polymerized materials of cardanol, cardol, or mixtures thereof; wherein the total content of cardol and the polymerized materials is at least 20 wt %, based on the total weight of the cashew nut shell liquid, (ii) at least one acid, (iii) water, and (iv) asphalt.

15 . A curable asphalt composition, comprising:
(A) an asphalt emulsion composition comprising (i) the phenalkamine composition of claim 1 (ii) at least one acid, (iii) water, and (iv) asphalt; and (B) a waterborne epoxy resin having a solids content.

16 . The curable asphalt composition of claim 15 , wherein the equivalent ratio of epoxy group in the waterborne epoxy resin to active hydrogen in the phenalkamine composition is from 1:0.5 to 1:2.

17 . The curable asphalt composition of claim 15 , wherein the weight ratio of solids of the waterborne epoxy resin to the asphalt is from 0.01:1 to 10:1.

18 . The curable asphalt composition of claim 15 , wherein the curable asphalt composition further comprises aggregates, fillers, stabilizers, curing promoters, or mixtures thereof.

19 . A process of preparing the curable asphalt composition of claim 15 , comprising admixing (A) an asphalt emulsion composition comprising (i) the phenalkamine composition of any one of claims 1 - 8 , (ii) at least one acid, (iii) water, and (iv) asphalt; and (B) a waterborne epoxy resin having a solids content.

20 . The asphalt emulsion composition of claim 12 , wherein the asphalt emulsion composition comprises, based on the total weight of the asphalt emulsion composition, from 0.05 to 15 wt % of the phenalkamine composition.

Assignees

• Dong Hanbang
• Zhou Wei
• Turakhia Rajesh
• Yan Lei
• Blue Cube Ip Llc
• Yi Zhang

Inventors

• Zhang Yi
• Dong Hanbang
• Zhou Wei
• Turakhia Rajesh
• Yan Lei

Classifications

• C08L95/005 Primary

  Aqueous compositions, e.g. emulsions · CPC title

• C08G14/06

  and monomers containing hydrogen attached to nitrogen · CPC title

• C08L91/00

  Compositions of oils, fats or waxes; Compositions of derivatives thereof · CPC title