Additive composition and method of preparing the same

Patent metadata

Field	Value
Publication number	US-11242442-B2
Application number	US-201916601856-A
Country	US
Kind code	B2
Filing date	Oct 15, 2019
Priority date	Oct 15, 2018
Publication date	Feb 8, 2022
Grant date	Feb 8, 2022

Abstract

An additive composition includes a specific amount of α-methylstyrenated phenol, can be mixed with a main material part or curing agent part for paint, and can suppress the occurrence of a discoloration issue.

First claim

What is claimed is:

1. An additive composition comprising:
a first compound, which is produced by reacting a phenol-based compound and a heat-resistant styrene-based compound, at 40 to 100 parts by weight;
a second compound, which is produced by reacting the phenol-based compound and styrene, at 2 to 10 parts by weight;
a third compound, which is produced by reacting the phenol-based compound, the heat-resistant styrene-based compound, and styrene, at 2 to 20 parts by weight; and
a mixture of trimethyl phenyl indane and diphenyl methyl pentene at 2 to 10 parts by weight,
wherein the heat-resistant styrene-based compound is one selected from the group consisting of α-methylstyrene, α-ethylstyrene, methyl-α-methylstyrene, and a mixture of two or more thereof.

2. The additive composition of claim 1 , wherein the first compound comprises a compound in which a reaction ratio of the phenol-based compound and the heat-resistant styrene-based compound is 1:1 and a compound in which the reaction ratio thereof is 1:2 in a weight ratio of 1:2 to 4.

3. A mixture of the additive composition of claim 1 and an amine based compound, wherein the mixture when stored under a condition of 50° C., has a Gardner color variation of 0.5 G/week or less.

4. An epoxy paint composition comprising:
an epoxy resin or an epoxy curing agent; and
the additive composition of claim 1 .

5. The epoxy paint composition of claim 4 , wherein the epoxy paint composition has a pot life of 30 minutes or more.

6. A method of preparing an additive composition, comprising:
(a) preparing a first product by reacting, in the presence of a first acid catalyst, a phenol-based compound and a heat-resistant styrene-based compound; and
(b) preparing a second product by further reacting, in the presence of a second acid catalyst, the first product with 0.3 to 1 equivalent of styrene based on 1 equivalent of the phenol-based compound,
wherein the heat-resistant styrene-based compound is one selected from the group consisting of α-methylstyrene, α-ethylstyrene, methyl-α-methylstyrene, and a mixture of two or more thereof.

7. The method of claim 6 , wherein the first acid catalyst and the second acid catalyst are each one selected from the group consisting of sulfuric acid, p-toluenesulfonic acid, methanesulfonic acid, phosphoric acid, a boron trifluoride complex, clay, an ion exchange resin, and a mixture of two or more thereof.

8. The method of claim 7 , wherein the first acid catalyst and the second acid catalyst are the same.

9. The method of claim 6 , wherein an equivalent ratio of the phenol-based compound and the first acid catalyst is 1:0.0001 to 1.

10. The method of claim 6 , wherein the heat-resistant styrene-based compound is reacted in an amount of 0.1 to 3 equivalents based on 1 equivalent of the phenol-based compound.

11. The method of claim 6 , wherein the first product comprises:
a mixture of trimethyl phenyl indane and diphenyl methyl pentene at 1 to 10 wt %;
cumylphenol at 30 to 70 wt %;
dicumylphenol at 10 to 40 wt %; and
phenol as the remainder.

12. The method of claim 6 , wherein the second product comprises:
a mixture of trimethyl phenyl indane and diphenyl methyl pentene at 2 to 10 wt %;
cumylphenol at 10 to 50 wt %;
dicumylphenol at 30 to 50 wt %;
styrenated phenol at 2 to 10 wt %; and
α-methylstyrenated phenol, to which styrene has been bonded, at 2 to 20 wt %.

Assignees

• Korea Kumho Petrochemical Co Ltd

Inventors

• Roh Kee Yoon
• Jang Jung Hee
• Park Yun Cheol
• Cho Nam Hyun

Classifications

• C07C37/14

  by addition reactions, i.e. reactions involving at least one carbon-to-carbon unsaturated bond · CPC title

• C09D7/63 Primary

  organic · CPC title

• C08K5/13 Primary

  Phenols; Phenolates · CPC title

• C09D163/00 Primary

  Coating compositions based on epoxy resins; Coating compositions based on derivatives of epoxy resins · CPC title

• C08K5/01

  Hydrocarbons {(C08K5/0091 takes precedence)} · CPC title