IP Library Granted Patent US 7,645,394
Granted Patent B2
US 7,645,394 · App. 11/002,892 · Granted Jan 12, 2010

Antifreeze composition comprising benzimidazole and triazine

Assignees: Honda Motor Co. Ltd.; Asahi Denka Co., Ltd.
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Quick Facts
Patent No.
US 7,645,394
App. No.
11/002,892
Granted
Jan 12, 2010
Kind
B2
Abstract

The antifreeze of the present invention is including propylene glycol, first material, and second material. The first material is normal aliphatic dicarboxylic acid in which number of carbon atoms is from 10 to 12, salt of the normal aliphatic dicarboxylic acid, or mixture thereof. The second material is benzimidazole compound which has a benzimidazole skeleton, salt of the benzimidazole compound, triazine compound which has a triazine skeleton and has a mercapto group, salt of the triazine compound, or mixture thereof. Such antifreeze has less environment load than antifreeze including ethylene glycol. Furthermore, such antifreeze does not cause metal to corrode more than the antifreeze including ethylene glycol.

Claims (42)

1. An antifreeze comprising:

(A) a propylene glycol;

(B) a first material; and

(C) a second material,

wherein said first material is selected from the group consisting of normal aliphatic dicarboxylic acid in which number of carbon atoms is from 10 to 12, salt of said normal aliphatic dicarboxylic acid, and mixture of said normal aliphatic dicarboxylic acid and said salt of said normal aliphatic dicarboxylic acid, and

said second material is selected from the group consisting of benzimidazole compound which has a benzimidazole skeleton, salt of said benzimidazole compound, triazine compound which has a triazine skeleton and has a mercapto group, salt of said triazine compound, and mixture of a plurality of materials selected from the group consisting of said benzimidazole compound, said salt of benzimidazole compound, said triazine compound, and said salt of triazine compound,

wherein said benzimidazole compound is thiabendazole, and said triazine compound is trimercapto-s-triazine.

2. The antifreeze according to claim 1 , wherein said benzimidazole compound is represented by formula 1:

wherein a first group R 1 is selected from the group consisting of hydrogen atom, a hydroxyl group, a carboxyl group, and a substituent,

a second group R 2 is selected from the group consisting of a hydrogen atom, a hydroxyl group, a carboxyl group, and said substituent,

a third group R 3 is selected from the group consisting of hydrogen atom, a hydroxyl group, a carboxyl group, and said substituent,

a forth group R 4 is selected from the group consisting of hydrogen atom, a hydrocarbon group, a group including sulfur, a group including nitrogen, and a group including sulfur and nitrogen, and

said substituent is a group selected from the group consisting of said hydrocarbon group, a group in which part of hydrogen atoms of a hydrocarbon group is substituted by a hydroxyl group, a group in which part of hydrogen atoms of a hydrocarbon group is substituted by a carboxyl group, and a group in which part of hydrogen atoms of a hydrocarbon group is substituted by a hydroxyl group and the other hydrogen atom is substituted by a carboxyl group.

3. The antifreeze according to claim 1 , wherein said triazine compound is represented by formula 2:

wherein a fifth group R 5 is selected from the group consisting of hydrogen, a hydrocarbon group, a group including sulfur, a group including nitrogen, and a group including sulfur and nitrogen, and

a sixth group R 6 is selected from the group consisting of hydrogen, a hydrocarbon group, a group including sulfur, a group including nitrogen, and a group including sulfur and nitrogen.

4. The antifreeze according to claim 1 , wherein an amount of said first material ranges 0.1 to 5.0 parts by weight par 100 parts by weight of propylene glycol, and an amount of said second material ranges 0.01 to 2.0 parts by weight par 100 parts by weight of propylene glycol.

5. The antifreeze according to claim 1 , further comprising a third material selected from the group consisting of aromatic carboxylic acid and salt of said aromatic carboxylic acid, wherein said aromatic carboxylic acid is represented by formula 3:

wherein a seventh group R 7 is selected from the group consisting of hydrogen, a hydroxyl group, an amino group, and a hydrocarbon group in which a number of carbon atoms is from 1 to 6,

an 8th group R 8 is selected from the group consisting of hydrogen, a hydroxyl group, an amino group, and a hydrocarbon group in which a number of carbon atoms is from 1 to 6, and

a 9th group R 9 is selected from the group consisting of hydrogen, a hydroxyl group, an amino group, and a hydrocarbon group in which a number of carbon atoms is from 1 to 6.

6. The antifreeze according to claim 5 , wherein an amount of said third material ranges 0.02 to 4.0 parts by weight par 100 parts by weight propylene glycol.

7. The antifreeze according to claim 1 , further comprising a fourth material selected from the group consisting of nitric acid, salt of a nitric acid, and mixture of a nitric acid and nitric acid salt.

8. The antifreeze according to claim 7 , further comprising a third material selected from the group consisting of aromatic carboxylic acid and salt of said aromatic carboxylic acid, wherein said aromatic carboxylic acid is represented by formula 4:

wherein a seventh group R 7 is selected from the group consisting of hydrogen, a hydroxyl group, an amino group, and a hydrocarbon group in which a number of carbon atoms is from 1 to 6,

an 8th group R 8 is selected from the group consisting of hydrogen, a hydroxyl group, an amino group, and a hydrocarbon group in which a number of carbon atoms is from 1 to 6, and

a 9th group R 9 is selected from the group consisting of hydrogen, a hydroxyl group, an amino group, and a hydrocarbon group in which a number of carbon atoms is from 1 to 6.

9. The antifreeze according to claim 7 , wherein an amount of said fourth material ranges 0.02 to 1.0 parts by weight par 100 parts by weight of propylene glycol.

10. The antifreeze according to claim 1 , further comprising water and pH of said antifreeze is from 7.0 to 9.0.

11. The antifreeze according to claim 10 , further comprising a third material selected from the group consisting of aromatic carboxylic acid and salt of said aromatic carboxylic acid, wherein said aromatic carboxylic acid is represented by formula 5:

wherein a seventh group R 7 is selected from the group consisting of hydrogen, a hydroxyl group, an amino group, and a hydrocarbon group in which a number of carbon atoms is from 1 to 6,

an 8th group R 8 is selected from the group consisting of hydrogen, a hydroxyl group, an amino group, and a hydrocarbon group in which a number of carbon atoms is from 1 to 6, and

a 9th group R 9 is selected from the group consisting of hydrogen, a hydroxyl group, an amino group, and a hydrocarbon group in which a number of carbon atoms is from 1 to 6.

12. The antifreeze according to claim 11 , further comprising a fourth material selected from the group consisting of nitric acid, salt of a nitric acid, and mixture of a nitric acid and nitric acid salt.

13. The antifreeze according to claim 10 , further comprising a fourth material selected from the group consisting of nitric acid, salt of a nitric acid, and mixture of a nitric acid and nitric acid salt.

14. The antifreeze according to claim 10 , wherein a concentration of said propylene glycol ranges 25 to 65% by weight.

15. The antifreeze according to claim 1 , wherein a weighted ratio (X) of the weight fraction of benzimidazole compound to the weight fraction of triazine compound is represented by the following formula:

X=T+ 3 S,

wherein said T is a weight of said benzimidazole compound and said salt of said benzimidazole compound per 100 weight of propylene glycol, and

said S is a weight of said triazine compound and said salt of said triazine compound per 100 weight of propylene glycol,

and X has a value from 0.06 to 1.2.

16. The antifreeze according to claim 15 , wherein said X has a value from 0.08 to 0.9.

Assignments (2)
CHANGE OF NAME Recorded Jun 13, 2011
From: ASAHI DENKA CO., LTD.
To: ADEKA CORPORATION
Reel/Frame 026430/0240 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 3, 2004
From: MATSUOKA, SUSUMU; SHINODA, ISAO; KISHIMOTO, YASUHIRO
To: HONDA MOTOR CO., LTD.; ASAHI DENKA CO., LTD.
Reel/Frame 016047/0112 →
Priority Claims (1)
JP 2003-406561 · Dec 4, 2003 · national
Continuity (1)
Related Publication 20050121646A1 · Jun 9, 2005