JPH0475901B2 - - Google Patents
Info
- Publication number
- JPH0475901B2 JPH0475901B2 JP1607185A JP1607185A JPH0475901B2 JP H0475901 B2 JPH0475901 B2 JP H0475901B2 JP 1607185 A JP1607185 A JP 1607185A JP 1607185 A JP1607185 A JP 1607185A JP H0475901 B2 JPH0475901 B2 JP H0475901B2
- Authority
- JP
- Japan
- Prior art keywords
- represent
- formula
- hydrogen atom
- carbon atoms
- alkyl group
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- -1 glycol compound Chemical class 0.000 claims description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 2
- 125000006289 hydroxybenzyl group Chemical group 0.000 claims 1
- 239000003963 antioxidant agent Substances 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 239000011368 organic material Substances 0.000 description 3
- 230000003078 antioxidant effect Effects 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- GHKOFFNLGXMVNJ-UHFFFAOYSA-N Didodecyl thiobispropanoate Chemical compound CCCCCCCCCCCCOC(=O)CCSCCC(=O)OCCCCCCCCCCCC GHKOFFNLGXMVNJ-UHFFFAOYSA-N 0.000 description 1
- 239000003508 Dilauryl thiodipropionate Substances 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical compound [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 description 1
- 235000013539 calcium stearate Nutrition 0.000 description 1
- 239000008116 calcium stearate Substances 0.000 description 1
- 235000019304 dilauryl thiodipropionate Nutrition 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 239000010687 lubricating oil Substances 0.000 description 1
- 235000014593 oils and fats Nutrition 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 229920001228 polyisocyanate Polymers 0.000 description 1
- 239000005056 polyisocyanate Substances 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Anti-Oxidant Or Stabilizer Compositions (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Description
本発明は、アルキルフエノール基を含有するグ
リコール化合物に関する。
種々の有機材料の酸化を防止することは極めて
重要であり、今日、多くの抗酸化剤が合成樹脂、
ゴム製品、油脂、潤滑油、食品等に添加使用され
ている。
しかしながら、従来の抗酸化剤は広範囲の有機
材料に対する効果が十分でなく、しかも、比較的
低分子量の化合物が多く、各種の有機溶媒あるい
は水により容易に抽出されやすい欠点があつた。
本発明者等は広範囲の有機材料に対して十分な
酸化防止作用を有し、しかも、反応性に富み、多
価カルボン酸、不飽和カルボン酸あるいはポリイ
ソシアネート等と反応させることにより、容易に
高分子量化乃至樹脂に結合しえる化合物を見出す
べく鋭意検討を重ねた結果、次の一般式で表され
る化合物が上記課題を全て解決しえることを見出
し本発明に到達した。
即ち、本発明は次の一般式で表されるアルキル
フエノール含有グリコール化合物を提供するもの
である。
〔式中、R1、R2、R3及びR4はそれぞれ水素原子
又は
The present invention relates to glycol compounds containing alkylphenol groups. Preventing the oxidation of various organic materials is extremely important, and today many antioxidants are used in synthetic resins,
It is used as an additive in rubber products, oils and fats, lubricating oils, foods, etc. However, conventional antioxidants do not have sufficient effects on a wide range of organic materials, and have the disadvantage that many compounds have relatively low molecular weights and are easily extracted by various organic solvents or water. The present inventors have discovered that it has a sufficient antioxidant effect on a wide range of organic materials, is highly reactive, and can be easily increased by reacting with polyhydric carboxylic acids, unsaturated carboxylic acids, polyisocyanates, etc. As a result of intensive studies to find a compound that can be molecularized or bonded to a resin, the present invention was achieved by discovering that a compound represented by the following general formula can solve all of the above problems. That is, the present invention provides an alkylphenol-containing glycol compound represented by the following general formula. [In the formula, R 1 , R 2 , R 3 and R 4 are each a hydrogen atom or
ポリプロピレン樹脂 100重量部 ステアリン酸カルシウム 0.05 ジラウリルチオジプロピオネート 0.2 抗酸化剤（表−１） 0.1 Polypropylene resin 100 parts by weight Calcium stearate 0.05 Dilaurylthiodipropionate 0.2 Antioxidant (Table-1) 0.1
【表】【table】
Claims (1)
有グリコール化合物。 〔式中、R1、R2、R3及びR4はそれぞれ水素原子
又は【式】を示し、（R5及びR6 はそれぞれ炭素原子数１〜４のアルキル基を示
し、R7は水素原子又は炭素原子数１〜４のアル
キル基を示す。）又、これらのうち少なくとも二
つは上記アルキル化ヒドロキシベンジル基を示
し、ａは２〜４を示し、ｍ及びｎはそれぞれ１〜
10を示す。〕[Scope of Claims] 1. An alkylphenol-containing glycol compound represented by the following general formula. [In the formula, R 1 , R 2 , R 3 and R 4 each represent a hydrogen atom or [Formula], (R 5 and R 6 each represent an alkyl group having 1 to 4 carbon atoms, and R 7 represents hydrogen atom or an alkyl group having 1 to 4 carbon atoms.) At least two of these represent the above-mentioned alkylated hydroxybenzyl group, a represents 2 to 4, and m and n each represent 1 to 4.
Shows 10. ]
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1607185A JPS61176545A (en) | 1985-01-30 | 1985-01-30 | Phenol-containing glycol compound |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1607185A JPS61176545A (en) | 1985-01-30 | 1985-01-30 | Phenol-containing glycol compound |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS61176545A JPS61176545A (en) | 1986-08-08 |
| JPH0475901B2 true JPH0475901B2 (en) | 1992-12-02 |
Family
ID=11906334
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP1607185A Granted JPS61176545A (en) | 1985-01-30 | 1985-01-30 | Phenol-containing glycol compound |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS61176545A (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0616900A (en) * | 1990-12-20 | 1994-01-25 | Polyplastics Co | Stabilized polyoxymethylene resin composition |
| CN106397136B (en) * | 2016-08-31 | 2019-01-04 | 浙江皇马科技股份有限公司 | A kind of synthetic method of bisphenol-A polytetrahydrofuran ether |
-
1985
- 1985-01-30 JP JP1607185A patent/JPS61176545A/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS61176545A (en) | 1986-08-08 |
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