CN1347937A - Composition containing piperidine derivative - Google Patents
Composition containing piperidine derivative Download PDFInfo
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- CN1347937A CN1347937A CN 00131640 CN00131640A CN1347937A CN 1347937 A CN1347937 A CN 1347937A CN 00131640 CN00131640 CN 00131640 CN 00131640 A CN00131640 A CN 00131640A CN 1347937 A CN1347937 A CN 1347937A
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Abstract
The piperidine derivative containing composition contains two chemical compounds in similar structure and with H or methyl group; C1-12 alkyl, C3-8 alkenyl, C7-11 aralkyl, cyano methyl or C2-4 acyl group; and C1-18 alkyl, C2-18 oxalyl alkyl, C2-18 thiazan, C2-18 azaalkyl or C2-8 alkenyl group.
Description
The present invention relates to a kind of composition that contains piperidine derivative, particularly relates to a kind of light stabilizer that contains piperidine derivative that is used for plastic cement or coating.
U.S. Patent No. 4,021,432 discloses a kind of poly-Alkylpiperidine ester class (polyalkylpiperidine esters) as the plastics light stabilizer, as two-(1,2,2,6,6-pentamethyl--4-piperidyl) sebate ((1,2,2,6,6-pentamethyl-4-piperidyl) sebacate).Because the fusing point of these ester classes is the scopes in 20 to 30 ℃ on boundary, therefore when the occasion that need use with liquid form, can cause inconvenience, for example, when temperature is lower than that preparation has the coating (as car paint) of light stability under 20 ℃ the environment, this light stabilizer is a solid state and incompatible with this coating, therefore must just can use by first heating and melting.
People such as G.Berner (U.S. Patent No. 4,419,472) disclose a kind of composition that contains piperidine derivative that can overcome above-mentioned shortcoming.Said composition comprises the diester compound with following chemical formula (I) and the monoester compound of chemical formula (II)
R wherein
1Be hydrogen or methyl, R
2Be hydrogen, C
1-12Alkyl, C
3-8Thiazolinyl, C
7-11Aralkyl, cyanogen methyl or C
2-4Acyl group, R
3Be C
1-18Alkyl, C
2-18Oxalyl alkyl, C
2-18Thiophene alkyl, C
2-18A word used for translation alkyl or C
2-8Thiazolinyl, and R
4Be C
1-4Alkyl.These diester compounds and these monoester compounds have congruent melting characteristic (euteticproperty).This characteristic is that people such as G.Berner are utilizing raw material dimethyl sebate (dimethylsebacate) and 1,2,2,6,6-pentamethyl--4-hydroxy-piperdine (1,2,2,6,6-pentamethyl-4-hydroxy-piperidine) preparation two-(1,2,2,6,6-pentamethyl--4-piperidyl) during sebate product (promptly this diester compound is a kind of), find the impurity list-(1 in the product, 2,2,6,6-pentamethyl--4-piperidyl) (mono-(1 for monomethyl-sebate, 2,2,6,6-pentamethyl-4-piperidine) monomethyl-sebacate) with two-(1,2,2,6,6-pentamethyl--4-piperidyl) sebate can form congruent melting liquation (euteticsolution), that is the fusing point of above-mentioned product is lower than each other fusing point of above-mentioned two kinds of compounds.When people such as G.Berner further found when said composition contains 20% (weight) more than this monoester compound, said composition can store the state that still can keep liquid above 60 days under-20 ℃ temperature, do not have the crystallization generation.Though said composition has above-mentioned effect, but, the heat-resistant quality of this monoester compound and the nitrogen content that has on the active piperidine ring all are lower than this diester compound person, therefore, for for the light stabilizer of this diester compound, mix the more this monoester compound of amount, heat-resistant quality that it is sacrificed and the nitrogen content on the piperidine ring are just the more.
Therefore, purpose of the present invention for provide a kind of can overcome above-mentioned shortcoming and possess at room temperature be the composition that contains the dibasic acid esters piperidine derivative of liquid characteristic.
Another object of the present invention is for providing a kind of light stabilizer that is used for macromolecule resin and contains above-mentioned dibasic acid esters piperidine derivatives compositions.
Another object of the present invention is for providing a kind of resin combination that contains above-mentioned light stabilizer.
In view of the above, an aspect of the present invention is that a kind of composition that contains piperidine derivative is being provided, and said composition comprises a kind of have chemical formula (I) and a kind of mixture with diester compound of chemical formula (III)
R wherein
1With R
1' respectively do for oneself hydrogen or methyl, R
2With R
2' hydrogen, C respectively do for oneself
1-12Alkyl, C
3-8Thiazolinyl, C
7-11Aralkyl, cyanogen methyl or C
2-4Acyl group, R
3With R
3' C respectively does for oneself
i(i=1-18) alkyl, C
j(j=2-18) oxalyl alkyl, C
k(k=2-18) thiophene alkyl, C
l(l=2-18) a word used for translation alkyl or C
m(m=2-8) thiazolinyl; And this compound (I) is to make that in a weight ratio scope fusing point of this mixture is to be lower than each other fusing point of this compound (I) and this compound (III) with this compound (III).
Another aspect of the present invention is that a kind of composition that contains piperidine derivative is being provided, and said composition comprises a kind of have chemical formula (I) and a kind of mixture with diester compound of chemical formula (III)
Wherein diester compound (I) is from 49: 1 to 1: 49 with the weight ratio scope of diester compound (III), R
1With R
1' respectively do for oneself hydrogen or methyl, R
2With R
2' hydrogen, C respectively do for oneself
1-12Alkyl, C
3-8Thiazolinyl, C
7-11Aralkyl, cyanogen methyl or C
2-4Acyl group, R
3Be C
i(i=1-18) alkyl, C
j(j=2-18) oxalyl alkyl, C
k(k=2-18) thiophene alkyl, C
l(l=2-18) a word used for translation alkyl or C
m(m=2-8) thiazolinyl, and work as R
3Be C
i(i=1-18) during alkyl, R
3' be C
i' (i '=1-18) alkyl, and i ' ≠ i; Work as R
3Be C
j(j=2-18) during the oxalyl alkyl, R
3' be C
j' (j '=2-18) oxalyl alkyl, and j ' ≠ j; Work as R
3Be C
k(k=2-18) during the thiophene alkyl, R
3' be C
k' (k '=2-18) thiophene alkyl, and k ' ≠ k; Work as R
3Be C
l(l=2-18) during a word used for translation alkyl, R
3' be C
l' (l '=2-18) a word used for translation alkyl, and l ' ≠ l; Reach and work as R
3Be C
m(m=2-8) during thiazolinyl, R
3' be C
m' (m '=2-8) thiazolinyl, and m ' ≠ m.
The present invention further aspect is that a kind of light stabilizer that is used for macromolecule resin is being provided, this light stabilizer comprises a kind of composition that contains piperidine derivative, and said composition comprises a kind of have chemical formula (I) and a kind of mixture with diester compound of chemical formula (III)
Wherein diester compound (I) is from 49: 1 to 1: 49 with the weight ratio scope of diester compound (III), R
1With R
1' respectively do for oneself hydrogen or methyl, R
2With R
2' hydrogen, C respectively do for oneself
1-12Alkyl, C
3-8Thiazolinyl, C
7-11Aralkyl, cyanogen methyl or C
2-4Acyl group, R
3Be C
i(i=1-18) alkyl, C
j(j=2-18) oxalyl alkyl, C
k(k=2-18) thiophene alkyl, C
l(l=2-18) a word used for translation alkyl or C
m(m=2-8) thiazolinyl, and work as R
3Be C
i(i=1-18) during alkyl, R
3' be C
i' (i '=1-18) alkyl, and i ' ≠ i; Work as R
3Be C
j(j=2-18) during the oxalyl alkyl, R
3' be C
j' (j '=2-18) oxalyl alkyl, and j ' ≠ j; Work as R
3Be C
k(k=2-18) during the thiophene alkyl, R
3' be C
k' (k '=2-18) thiophene alkyl, and k ' ≠ k; Work as R
3Be C
l(l=2-18) during a word used for translation alkyl, R
3' be C
l' (l '=2-18) a word used for translation alkyl, and l ' ≠ l; Reach and work as R
3Be C
m(m=2-8) during thiazolinyl, R
3' be C
m' (m '=2-8) thiazolinyl, and m ' ≠ m; Reach this mixture and mix, and the fusing point of this mixture is lower than the fusing point of compound (I) and compound (III) by heating and melting.
The present invention more further aspect be that a kind of resin combination is being provided, this resin combination comprises a kind of resin and above-mentioned light stabilizer.The present invention is described in detail below in conjunction with embodiment and accompanying drawing:
Fig. 1 is that the present invention contains the piperidine derivatives compositions and the known TGA test that contains the piperidine derivatives compositions is compared.Indicate △ for the present invention contains the piperidine derivatives compositions, indicate zero for the known piperidine derivatives compositions that contains.
The present invention finds above-mentioned diester compound (I) and diester compound (III) heating and melting and mixes Hou to obtain the mixture that a fusing point is lower than this diester compound (I) and diester compound (III) person.
The derivative of this diester compound (I) and diester compound (III) comprises those in U.S. Patent No. 4,419, and is disclosed in 472. Better lower, the R in this diester compound (I) and the diester compound (III)1With R1' hydrogen of respectively doing for oneself, R2With R2' C respectively does for oneself1-4Alkyl or phenyl, and work as R3Be Ci(i=1-18) during alkyl, R3' be Ci' (i '=1-18) alkyl, and i ' ≠ i; Better lower, R1With R1' hydrogen of respectively doing for oneself, R2With R2' methyl or phenyl of respectively doing for oneself, and work as R3Be Cn(n=2-10) during alkyl, R3' be Cn' (n '=2-10) alkyl, and n ' ≠ n; And best lower, R1With R1' be hydrogen, R2With R2' be methyl, and work as R3When being the inferior octyl group of 1,8-, R3' be Isosorbide-5-Nitrae-butylidene.
It is 9: 1 to 3: 7 under this diester compound (I) in the present composition is better with the weight ratio scope of diester compound (III); Be 5: 1 to 1: 1 under better.
The preparation of the derivative of this diester compound (I) and diester compound (III) can be used European patent No.5, disclosed method in 10,625.
Composition of the present invention can be used as the light stabilizer of plastic cement or coating.
These plastic material comprise those in U.S. Patent No. 4,419, and are disclosed in 472. For example, polyalkenes is (such as polyethylene, polypropylene, mixtures such as polybutene or its etc.), vinyl copolymer is (such as ethylene/propene copolymer, propene/but-1-ene copolymer etc.), polystyrene or its copolymer are (such as styrene/butylene copolymer, styrene/acrylonitrile copolymer etc.), the graft type styrol copolymer is (such as styrene/polybutene, styrene and acrylonitrile/polybutene etc.), polymer containing halogen is (such as polyvinyl chloride, vinyl chloride/ethene acetate copolymer etc.), the polymer of unsaturated acids or derivatives thereof or co-polymer (such as polyacrylate), the polymer of unsaturated alcohol or amine derivant is (such as polyvinyl alcohol, polyvinyl acetate etc.), cyclic ethers base polymer (such as polyethylene glycol), polyacetals (such as polyformaldehyde), polyphenylene oxide or sulfide, polyurethane (polyurethanes), polyamide-based (polyamides), polyesters, Merlon, epoxy resin, that do or non-dried alkyl resin (dry or non-dry resins), cross-linked polymer is (such as phenol/formaldehyde resin, urea/formaldehyde resin etc.), and natural polymer is (such as fiber, rubber) etc.
The content range of this light stabilizer in these plastic material can be 0.01 to 10% (weight); Be preferably 0.1 to 5% (weight); Be more preferred from 0.2 to 1% (weight).
This light stabilizer also can with other plastic cement additives, as antioxidant, UV light absorber or other light stabilizers etc., the common use is added in the above-mentioned plastic material.These additives comprise those in U.S. Patent No. 4,419, and are disclosed in 472.
This light stabilizer can add when this plastic material is aggregated preceding or is aggregated Hou.Also can utilize look maternal formula (master batch) to be added.
The present invention will illustrate in greater detail in following embodiment, and this embodiment is not as limiting the scope of the invention.
Embodiment 1
Synthesizing of two-(1,2,2,6,6-pentamethyl--4-hydroxy-piperdine) sebate
The dimethyl sebate of 165g (0.5mole) (dimethyl sebacate) and 1 of 169g (1.0mole), 2,2,6,6-pentamethyl--4-hydroxy-piperdine (1,2,2,6,6-petamethyl-4-hydroxy-piperidine) and the lithiumation amine catalyst of 1.24g (54.0mmole) be added in the flask of the xylene solvent that 120ml is housed, and under nitrogen environment, be heated to remove the methyl alcohol in the reactant.Be reflected at and be carried out about 6 hours under 145 ℃.Remove catalyzer Hou through washing, the dimethylbenzene in the reactant is removed via distillation.Resulting residuum is a slightly lurid oily liquid product, and its purity is about 98%, and fusing point is between 28 to 32 ℃.Freezing Hou is formed bulk.
Embodiment 2
Synthesizing of two-(1,2,2,6,6-pentamethyl--4-hydroxy-piperdine) adipic acid ester
The dimethyl adipic acid ester of 87g (0.5mole) (dimethyl adipate) and 1 of 169g (1.0mole), 2,2,6,6-pentamethyl--4-hydroxy-piperdine (1,2,2,6,6-petamethyl-4-hydroxy-piperidine) and the lithiumation amine catalyst of 1.24g (54.0mmole) be added in the flask of the xylene solvent that 120ml is housed, and under nitrogen environment, be heated to remove the methyl alcohol in the reactant.Be reflected at and be carried out about 6 hours under 145 ℃.Remove catalyzer Hou through washing, the dimethylbenzene in the reactant is removed via distillation.Resulting residuum is a slightly lurid oily liquid product, and its fusing point is between 53 to 58 ℃.
Embodiment 3-7
Embodiment 3-7 is the present composition crystallization situation at low temperatures of several different components ratios of test.The composition of these different components ratios be with according to embodiment 1 program obtained two-(1,2,2,6,6-pentamethyl--4-hydroxy-piperdine) sebate with according to embodiment 2 program obtained two-(1,2,2,6,6-pentamethyl--4-hydroxy-piperdine) adipic acid ester is in heating and melting and mix and be produced.Table 1 is the crystallization situation of the composition of these different components ratios.
Table 1
| Embodiment | The content % (weight) of two-(1,2,2,6,6-pentamethyl--4-hydroxy-piperdine) adipic acid ester | The complete required fate of crystallization | |
| ???0℃ | ??-11℃ | ||
| ????- | ??????????????????0 | ???0 | ????0 |
| ????3 | ?????????????????10 | ???20 | ????5 |
| ????4 | ?????????????????20 | ???＞90 | ????＞90 |
| ????5 | ?????????????????50 | ???＞90 | ????＞90 |
| ????6 | ?????????????????80 | ???5 | ????＜2 |
| ????7 | ?????????????????90 | ???1-2 | ????＜1 |
Result in the table 1 shows, similar on the structure (R of difference in compound (I) only
3Be C
8Alkyl, and the R in the compound (III)
3' be C
4Alkyl) two-(1,2,2,6,6-pentamethyl--4-hydroxy-piperdine) adipic acid ester has significant congruent melting characteristic with two-(1,2,2,6,6-pentamethyl--4-hydroxy-piperdine) sebate.Particularly contain in the composition surpass 20% (weight) two-during (1,2,2,6,6-pentamethyl--4-hydroxyl-pyridine) adipic acid ester, under it is placed in-10 ℃ environment, surpassing 90 days Hous, do not have crystallization to take place yet.Fusing point (53 to 58 ℃) that it should be noted that two-(1,2,2,6,6-pentamethyl--4-hydroxy-piperdine) adipic acid ester is far above two-(1,2,2,6,6-pentamethyl--4-hydroxy-piperdine) sebate (28 to 32 ℃) person.
Fig. 1 illustrate the composition of embodiment 4 and commodity Tinuvin 292 (commodity of being produced by Ciba-Geigy company) thermogravimetric analysis (Thermal Gravimetric Analysis TGA) test relatively.This thermogravimetric analysis is to operate under the environment of air, and its temperature rise rate is 10 ℃ of per minutes, is warming up to 450 ℃ from 30 ℃.Tinuvin 292 contain two-(1,2,2,6,6-pentamethyl--4-hydroxy-piperdine) sebate of 75% (weight), the impurity of the list of 20% (weight)-(1,2,2,6,6-pentamethyl--4-pyridine base) monomethyl-sebate and 5% (weight).The result of this test shows that present composition comparison commodity Tinuvin 292 have higher thermo-cracking temperature, that is composition of the present invention has higher thermostability.In addition, composition in the composition of the present invention is diester compound with two piperidyls (that is compound (I) with (III) all contain two piperidyls), and one of composition among commodity Tinuvin 292 is the monoester compound of single piperidyl (that is compound (II) only contains single piperidyl), therefore the nitrogen content on the piperidine ring in the composition of the present invention makes composition of the present invention have the stable effect of more excellent light on the purposes as tranquilizer much larger than commodity Tinuvin 292 persons.
The present invention is not restricted to the described embodiments, and this embodiment only is illustrational usefulness, and it can have multiple different variation in the scope that following claim defined.
Claims (21)
1. composition that contains piperidine derivative is characterized in that: said composition comprises a kind of have chemical formula (I) and a kind of mixture with diester compound of chemical formula (III)
Wherein diester compound (I) is from 49: 1 to 1: 49 with the weight ratio scope of diester compound (III), R
1With R
1' respectively do for oneself hydrogen or methyl, R
2With R
2' hydrogen, C respectively do for oneself
1-12Alkyl, C
3-8Thiazolinyl, C
7-11Aralkyl, cyanogen methyl or C
2-4Acyl group, R
3Be C
i(i=1-18) alkyl, C
j(j=2-18) oxalyl alkyl, C
k(k=2-18) thiophene alkyl, C
l(l=2-18) a word used for translation alkyl or C
m(m=2-8) thiazolinyl, and work as R
3Be C
i(i=1-18) during alkyl, R
3' be C
i' (i '=1-18) alkyl, and i ' ≠ i; Work as R
3Be C
j(j=2-18) during the oxalyl alkyl, R
3' be C
j' (j '=2-18) oxalyl alkyl, and j ' ≠ j; Work as R
3Be C
k(k=2-18) during the thiophene alkyl, R
3' be C
k' (k '=2-18) thiophene alkyl, and k ' ≠ k; Work as R
3Be C
l(l=2-18) during a word used for translation alkyl, R
3' be C
l' (l '=2-18) a word used for translation alkyl, and l ' ≠ l; Reach and work as R
3Be C
m(m=2-8) during thiazolinyl, R
3' be C
m' (m '=2-8) thiazolinyl, and m ' ≠ m.
2. composition as claimed in claim 1, wherein R
1With R
1' hydrogen of respectively doing for oneself, R
2With R
2' C respectively does for oneself
1-4Alkyl or phenyl, and work as R
3Be C
i(i=1-18) during alkyl, R
3' be C
i' (i '=1-18) alkyl, and i ' ≠ i.
3. composition as claimed in claim 2, wherein R
1With R
1' hydrogen of respectively doing for oneself, R
2With R
2' methyl or phenyl of respectively doing for oneself, and work as R
3Be C
n(n=2-10) during alkyl, R
3' be C
n' (n '=2-10) alkyl, and n ' ≠ n.
4. composition as claimed in claim 3, wherein R
1With R
1' be hydrogen, R
2With R
2' be methyl, and work as R
3During for octamethylene, R
3' be tetramethylene.
5. composition as claimed in claim 1, wherein diester compound (I) is from 9: 1 to 3: 7 with the weight ratio scope of diester compound (III).
6. composition as claimed in claim 5, wherein diester compound (I) is from 5: 1 to 1: 1 with the weight ratio scope of diester compound (III).
7. composition as claimed in claim 6, wherein R
1With R
1' hydrogen of respectively doing for oneself, R
2With R
2' methyl or phenyl of respectively doing for oneself, and work as R
3Be C
n(n=2-10) during alkyl, R
3' be C
n' (n '=2-10) alkyl, and n ' ≠ n.
8. composition as claimed in claim 7, wherein R
1With R
1' be hydrogen, R
2With R
2' be methyl, and work as R
3During for octamethylene, R
3' be tetramethylene.
9. light stabilizer that is used for macromolecule resin, it is characterized in that: this light stabilizer comprises a kind of composition that contains piperidine derivative, and said composition comprises a kind of have chemical formula (I) and a kind of mixture with diester compound of chemical formula (III)
R wherein
1With R
1' respectively do for oneself hydrogen or methyl, R
2With R
2' hydrogen, C respectively do for oneself
1-12Alkyl, C
3-8Thiazolinyl, C
7-11Aralkyl, cyanogen methyl or C
2-4Acyl group, R
3Be C
i(i=1-18) alkyl, C
j(j=2-18) oxalyl alkyl, C
k(k=2-18) thiophene alkyl, C
l(l=2-18) a word used for translation alkyl or C
m(m=2-8) thiazolinyl, and work as R
3Be C
i(i=1-18) during alkyl, R
3' be C
i' (i '=1-18) alkyl, and i ' ≠ i; Work as R
3Be C
j(j=2-18) during the oxalyl alkyl, R
3' be C
j' (j '=2-18) oxalyl alkyl, and j ' ≠ j; Work as R
3Be C
k(k=2-18) during the thiophene alkyl, R
3' be C
k' (k '=2-18) thiophene alkyl, and k ' ≠ k; Work as R
3Be C
l(l=2-18) during a word used for translation alkyl, R
3' be C
l' (l '=2-18) a word used for translation alkyl, and l ' ≠ l; Reach and work as R
3Be C
m(m=2-8) during thiazolinyl, R
3' be C
m' (m '=2-8) thiazolinyl, and m ' ≠ m;
Reach this mixture and mix, and the fusing point of this mixture is lower than each other fusing point of this compound (I) and this compound (III) by heating and melting.
10. light stabilizer as claimed in claim 9, wherein R
1With R
1' hydrogen of respectively doing for oneself, R
2With R
2' C respectively does for oneself
1-4Alkyl or phenyl, and work as R
3Be C
i(i=1-18) during alkyl, R
3' be C
i' (i '=1-18) alkyl, and i ' ≠ i.
11. light stabilizer as claimed in claim 10, wherein R
1With R
1' hydrogen of respectively doing for oneself, R
2With R
2' methyl or phenyl of respectively doing for oneself, and work as R
3Be C
n(n=2-10) during alkyl, R
3' be C
n' (n '=2-10) alkyl, and n ' ≠ n.
12. light stabilizer as claimed in claim 11, wherein R
1With R
1' be hydrogen, R
2With R
2' be methyl, and work as R
3During for octamethylene, R
3' be tetramethylene.
13. light stabilizer as claimed in claim 9, wherein diester compound (I) is from 9: 1 to 3: 7 with the weight ratio scope of diester compound (III).
14. light stabilizer as claimed in claim 13, wherein diester compound (I) is from 5: 1 to 1: 1 with the weight ratio scope of diester compound (III).
15. light stabilizer as claimed in claim 14, wherein R
1With R
1' hydrogen of respectively doing for oneself, R
2With R
2' methyl or phenyl of respectively doing for oneself, and work as R
3Be C
n(n=2-10) during alkyl, R
3' be C
n' (n '=2-10) alkyl, and n ' ≠ n.
16. light stabilizer as claimed in claim 15, wherein R
1With R
1' be hydrogen, R
2With R
2' be methyl, and work as R
3During for octamethylene, R
3' be tetramethylene.
17. a resin combination is characterized in that: this resin combination comprises a kind of resin and a kind of light stabilizer as claimed in claim 9.
18. resin combination as claimed in claim 17, wherein R
1With R
1' hydrogen of respectively doing for oneself, R
2With R
2' methyl or phenyl of respectively doing for oneself, and work as R
3Be C
n(n=2-10) during alkyl, R
3' be C
n' (n '=2-10) alkyl, and n ' ≠ n.
19. resin combination as claimed in claim 18, wherein R
1With R
1' be hydrogen, R
2With R
2' be methyl, and work as R
3During for octamethylene, R
3' be tetramethylene.
20. resin combination as claimed in claim 19, wherein this resin is a kind of automobile baking vanish, and this baking vanish contains this light stabilizer of 0.1 to 5% weight.
21. a composition that contains piperidine derivative is characterized in that: said composition comprises a kind of have chemical formula (I) and a kind of mixture with diester compound of chemical formula (III)
R wherein
1With R
1' respectively do for oneself hydrogen or methyl, R
2With R
2' hydrogen, C respectively do for oneself
1-12Alkyl, C
3-8Thiazolinyl, C
7-11Aralkyl, cyanogen methyl or C
2-4Acyl group, R
3With R
3' C respectively does for oneself
i(i=1-18) alkyl, C
j(j=2-18) oxalyl alkyl, C
k(k=2-18) thiophene alkyl, C
l(l=2-18) a word used for translation alkyl or C
m(m=2-8) thiazolinyl; And this compound (I) is to make that in a weight ratio scope fusing point of this mixture is to be lower than each other fusing point of this compound (I) and this compound (III) with this compound (III).
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 00131640 CN1347937A (en) | 2000-10-09 | 2000-10-09 | Composition containing piperidine derivative |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 00131640 CN1347937A (en) | 2000-10-09 | 2000-10-09 | Composition containing piperidine derivative |
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| Publication Number | Publication Date |
|---|---|
| CN1347937A true CN1347937A (en) | 2002-05-08 |
Family
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101768104B (en) * | 2010-01-04 | 2012-07-25 | 南通惠康国际企业有限公司 | Method for producing light stabilizer sebacic acid (1, 2, 2, 6, 6-pentamethyl-4-piperidyl) diester |
| CN102633711A (en) * | 2012-05-14 | 2012-08-15 | 南通惠康国际企业有限公司 | Preparation method of light stabilizer di(1,2,2,6,6-pentamethyl-4-piperidyl)oxalate |
| CN105001590A (en) * | 2014-04-18 | 2015-10-28 | 奕益实业有限公司 | Melamine-free composite additive for polyoxymethylene |
-
2000
- 2000-10-09 CN CN 00131640 patent/CN1347937A/en active Pending
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101768104B (en) * | 2010-01-04 | 2012-07-25 | 南通惠康国际企业有限公司 | Method for producing light stabilizer sebacic acid (1, 2, 2, 6, 6-pentamethyl-4-piperidyl) diester |
| CN102633711A (en) * | 2012-05-14 | 2012-08-15 | 南通惠康国际企业有限公司 | Preparation method of light stabilizer di(1,2,2,6,6-pentamethyl-4-piperidyl)oxalate |
| CN105001590A (en) * | 2014-04-18 | 2015-10-28 | 奕益实业有限公司 | Melamine-free composite additive for polyoxymethylene |
| CN105001590B (en) * | 2014-04-18 | 2017-10-20 | 奕益实业有限公司 | Melamine-free composite additive for polyoxymethylene |
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