CN114507216A - Preparation method of hindered amine light stabilizer 944 - Google Patents
Preparation method of hindered amine light stabilizer 944 Download PDFInfo
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- 239000004611 light stabiliser Substances 0.000 title claims abstract description 25
- 150000001412 amines Chemical class 0.000 title claims abstract description 22
- 238000002360 preparation method Methods 0.000 title claims abstract description 11
- MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 claims abstract description 30
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 19
- 238000000034 method Methods 0.000 claims abstract description 12
- UCQQHIZRIQSXEM-UHFFFAOYSA-N hexane-1,6-diamine piperidine Chemical compound N1CCCCC1.NCCCCCCN UCQQHIZRIQSXEM-UHFFFAOYSA-N 0.000 claims abstract description 11
- QIJIUJYANDSEKG-UHFFFAOYSA-N 2,4,4-trimethylpentan-2-amine Chemical compound CC(C)(C)CC(C)(C)N QIJIUJYANDSEKG-UHFFFAOYSA-N 0.000 claims abstract description 10
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 42
- 239000000243 solution Substances 0.000 claims description 36
- 238000006243 chemical reaction Methods 0.000 claims description 21
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims description 14
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 10
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 claims description 10
- 229910052801 chlorine Inorganic materials 0.000 claims description 8
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 7
- 239000000460 chlorine Substances 0.000 claims description 7
- 238000003756 stirring Methods 0.000 claims description 6
- GAHCNYHAKKGGHF-UHFFFAOYSA-N 5,5-dimethylhexan-1-amine Chemical compound CC(C)(C)CCCCN GAHCNYHAKKGGHF-UHFFFAOYSA-N 0.000 claims description 5
- 239000011259 mixed solution Substances 0.000 claims description 4
- 238000002390 rotary evaporation Methods 0.000 claims description 4
- SYECJBOWSGTPLU-UHFFFAOYSA-N hexane-1,1-diamine Chemical compound CCCCCC(N)N SYECJBOWSGTPLU-UHFFFAOYSA-N 0.000 claims description 2
- 239000002904 solvent Substances 0.000 claims description 2
- 238000006116 polymerization reaction Methods 0.000 abstract description 8
- 238000002834 transmittance Methods 0.000 abstract description 4
- 230000009286 beneficial effect Effects 0.000 abstract description 2
- 238000003786 synthesis reaction Methods 0.000 abstract description 2
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 238000007363 ring formation reaction Methods 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 description 31
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- 239000000047 product Substances 0.000 description 8
- 235000017168 chlorine Nutrition 0.000 description 6
- 238000011534 incubation Methods 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- 125000001309 chloro group Chemical class Cl* 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000002861 polymer material Substances 0.000 description 2
- 238000012805 post-processing Methods 0.000 description 2
- 238000010792 warming Methods 0.000 description 2
- HPFWYRKGZUGGPB-UHFFFAOYSA-N 4,6-dichloro-n-(2,4,4-trimethylpentan-2-yl)-1,3,5-triazin-2-amine Chemical compound CC(C)(C)CC(C)(C)NC1=NC(Cl)=NC(Cl)=N1 HPFWYRKGZUGGPB-UHFFFAOYSA-N 0.000 description 1
- 239000012962 antiaging additive Substances 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 238000009413 insulation Methods 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 229920000620 organic polymer Polymers 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
- C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D251/26—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hetero atoms directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
- C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D251/26—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hetero atoms directly attached to ring carbon atoms
- C07D251/40—Nitrogen atoms
- C07D251/42—One nitrogen atom
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
- C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D251/26—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hetero atoms directly attached to ring carbon atoms
- C07D251/40—Nitrogen atoms
- C07D251/42—One nitrogen atom
- C07D251/44—One nitrogen atom with halogen atoms attached to the two other ring carbon atoms
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- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
Abstract
Description
技术领域technical field
本发明涉及有机合成技术领域，具体是涉及一种受阻胺类光稳定剂944的制备方法。The invention relates to the technical field of organic synthesis, in particular to a preparation method of a hindered amine light stabilizer 944.
背景技术Background technique
受阻胺光稳定剂944是一类性能优异的抗老化助剂。它具有高效、低毒、低成本、与高分子材料相容性良好的特点，被广泛应用于各种有机高分子材料中。Hindered amine light stabilizer 944 is a kind of anti-aging additive with excellent performance. It has the characteristics of high efficiency, low toxicity, low cost, and good compatibility with polymer materials, and is widely used in various organic polymer materials.
目前普遍的受阻胺光稳定剂944合成方法中，有：两步法，三步法，四步法。其中两步法是以三聚氯氰与叔辛胺反应得到2-叔辛胺基-4 ,6-二氯-1 ,3 ,5三嗪，然后与己二胺哌啶进行高压聚合，程序升温得到受阻胺光稳定剂944。三步法则是先以三聚氯氰和叔辛胺生成中间体，然后将中间体加成到己二胺哌啶上，最后再与少量的己二胺哌啶聚合得到受阻胺光稳定剂944。这两种方法在聚合反应中都需要加入过量的己二胺哌啶来终止聚合，因此会产生大量的环状不溶物和小分子产物，增加了后处理的难度，产品质量降低，成本上升。专利CN 108623566使用四步法合成944，该方法首先用三聚氯氰与叔辛胺反应，并进一步与水共热制备第二个氯的水解产物，用于后续聚合步骤中的封端反应。该路线较传统的两步法和三步法合成路线，降低了小分子产物的产生，使后处理难度降低，但反应过程繁琐，且分子量大小不可控。At present, the common synthesis methods of hindered amine light stabilizer 944 include: two-step method, three-step method and four-step method. The two-step method is to obtain 2-tert-octylamino-4,6-dichloro-1,3,5 triazine by reacting cyanuric chloride with tert-octylamine, and then carry out high-pressure polymerization with hexamethylenediamine piperidine. The hindered amine light stabilizer 944 is obtained by heating up. The three-step rule is to first generate an intermediate with cyanuric chloride and tert-octylamine, then add the intermediate to hexamethylenediamine piperidine, and finally polymerize with a small amount of hexamethylenediamine piperidine to obtain hindered amine light stabilizer 944 . Both of these two methods need to add excess hexamethylenediamine piperidine to terminate the polymerization in the polymerization reaction, so a large amount of cyclic insolubles and small molecular products will be produced, which increases the difficulty of post-processing, reduces product quality, and increases costs. Patent CN 108623566 uses a four-step method to synthesize 944. The method first uses cyanuric chloride to react with tert-octylamine, and further co-heats with water to prepare a second chlorine hydrolyzate, which is used for the end-capping reaction in the subsequent polymerization step. Compared with the traditional two-step and three-step synthetic routes, this route reduces the production of small molecular products and reduces the difficulty of post-processing, but the reaction process is cumbersome and the molecular weight is uncontrollable.
发明内容SUMMARY OF THE INVENTION
针对现有技术存在的上述问题，本发明的目的在于提供一种光稳定剂944的制备方法，本发明提供的方法可有效调控产品分子量大小，且具有分子量区间窄的优势。In view of the above problems existing in the prior art, the purpose of the present invention is to provide a preparation method of light stabilizer 944. The method provided by the present invention can effectively regulate the molecular weight of the product, and has the advantage of a narrow molecular weight range.
本发明提供本发明提供了一种受阻胺类光稳定剂944的制备方法，该方法包括以下步骤：The present invention provides the present invention provides a preparation method of hindered amine light stabilizer 944, the method comprises the following steps:
步骤1，将三聚氯氰加入至丙酮中搅拌溶解后，滴加水并搅拌，部分三聚氯氰反应生产中间体1，得到三聚氯氰和中间体1共存的溶液；由于三聚氯氰的第一个氯极易水解，且三聚氯氰过量，因此水反应完全，基本不产生其他副产物，无需后处理，可直接进行下一步反应。Step 1, after adding cyanuric chloride to acetone and stirring to dissolve, dripping water and stirring, part of the cyanuric chloride is reacted to produce intermediate 1, and a solution in which cyanuric chloride and intermediate 1 coexist is obtained; The first chlorine is easily hydrolyzed, and the cyanuric chloride is excessive, so the water reaction is complete, basically no other by-products are produced, and the next step reaction can be directly carried out without post-treatment.
步骤2，向上述溶液滴加叔辛胺溶液并搅拌，滴加完毕后保温，滴加质量分数为15-30%氢氧化钠溶液，滴加完毕后保温，水洗过滤后旋蒸得到中间体2和中间体3的混合液，三聚氯氰与叔辛胺反应得到中间体2，中间体1与叔辛胺反应得到中间体3；Step 2, add tert-octylamine solution dropwise to the above-mentioned solution and stir, keep the temperature after the dropwise addition is completed, and the mass fraction of the dropwise addition is 15-30% sodium hydroxide solution. With the mixed solution of intermediate 3, cyanuric chloride reacts with tertiary octylamine to obtain intermediate 2, and intermediate 1 reacts with tertiary octylamine to obtain intermediate 3;
步骤3，向步骤2所得混合液中依次加入溶剂、质量分数为5%-40%的氢氧化钠溶液以及己二胺哌啶，加压0.2-0.5MPa，进行一段程序升温，温度升至50-70℃，保温0.5-2h后；再进行二段程序升温，温度升至至100-120℃，再保温4-6h；再进行三段程序升温，温度升至150-220℃，再保温5-10h；将反应液进行水洗、过滤、脱溶得到受阻胺光稳定剂944。Step 3, successively add solvent, sodium hydroxide solution with mass fraction of 5%-40% and hexamethylene diamine piperidine into the mixed solution obtained in step 2, pressurize 0.2-0.5MPa, carry out a temperature program, and the temperature rises to 50 -70°C, hold for 0.5-2h; then carry out two-stage heating program, the temperature rises to 100-120°C, and hold for 4-6h; then carry out three-stage heating program, the temperature rises to 150-220°C, and hold for 5 more hours -10h; the reaction solution was washed with water, filtered and desolubilized to obtain hindered amine light stabilizer 944.
所述步骤1中三聚氯氰与水的摩尔比为（(n+1).0-(n+1).1）:1；所述步骤1得到的溶液中三聚氯氰和中间体1的摩尔比是（n.0-n.2）:1，n的 取值为1,2,3,4,5。The molar ratio of cyanuric chloride to water in the step 1 is ((n+1).0-(n+1).1): 1; the cyanuric chloride and the intermediate in the solution obtained in the step 1 are The molar ratio of 1 is (n.0-n.2):1, and the value of n is 1,2,3,4,5.
所述步骤2中叔辛胺与三聚氯氰的摩尔比为（1 .0-1 .2）:1；所述步骤2中氢氧化钠与三聚氯氰的摩尔比为（1-3）:1；所述步骤2得到的溶液中中间体2和中间体3的摩尔比是（(n-1).8-n.3）:1，n的 取值为1,2,3,4,5。In described step 2, the mol ratio of tertiary octylamine and cyanuric chloride is (1.0-1.2): 1; in described step 2, the mol ratio of sodium hydroxide and cyanuric chloride is (1-3 ): 1; the molar ratio of intermediate 2 and intermediate 3 in the solution obtained in the step 2 is ((n-1).8-n.3):1, and the value of n is 1, 2, 3, 4,5.
所述步骤3中氢氧化钠溶液与中间体2和中间体3之和的摩尔比为1-4：1；所述步骤3中己二胺哌啶与中间体2的摩尔比为1:1-2。In the step 3, the mol ratio of the sodium hydroxide solution to the sum of the intermediate 2 and the intermediate 3 is 1-4:1; in the step 3, the mol ratio of the hexamethylenediamine piperidine to the intermediate 2 is 1:1 -2.
所述步骤3中，所述的一段程序升温，中间体2上的第一个氯与己二胺哌啶反应；所述的二段程序升温，中间体2上的第二个氯与己二胺哌啶反应，进行聚合，延长分子链；所述的三段程序升温，中间体3作为封端体，对产物进行单侧封端。In the described step 3, the described one-stage temperature-programmed, the first chlorine on the intermediate 2 reacts with hexamethylenediamine piperidine; the described two-stage temperature-programmed, the second chlorine on the intermediate 2 reacts with hexanediamine. The amine piperidine reaction is carried out to carry out polymerization to extend the molecular chain; the three-stage temperature program is used, and the intermediate 3 is used as an end capping body, and the product is unilaterally capped.
本发明制备受阻胺光稳定剂944所涉及的反应路线如下：The reaction scheme involved in the preparation of hindered amine light stabilizer 944 by the present invention is as follows:
所述的步骤1所发生的反应：The reaction that takes place in step 1:
所述的步骤2所发生的反应：The reaction that takes place in step 2:
所述的步骤3所发生的反应：The reaction that takes place in step 3:
本发明的有益效果在于：The beneficial effects of the present invention are:
（1）利用三聚氯氰分子上三个氯反应条件的不同以及不同基团的对氯的影响大小不同，通过三段程序升温，调节中间体2和3的反应顺序，中间体3作为单侧封端体，在第三阶段的升温中作为封端基团完成最后一个氯原子的消除，达到了缩小分子带宽度的目的。起到控制产品聚合程度的作用，最终降低了受阻胺光稳定剂944分子量宽度。(1) Using the different reaction conditions of the three chlorines on the cyanuric chloride molecule and the different influences of different groups on chlorine, the reaction sequence of intermediates 2 and 3 was adjusted through three-stage temperature programming, and intermediate 3 was used as a single The side end capping body is used as the end capping group to complete the elimination of the last chlorine atom in the third stage of heating, and achieves the purpose of narrowing the width of the molecular band. It plays the role of controlling the degree of polymerization of the product, and finally reduces the molecular weight width of hindered amine light stabilizer 944.
（2）通过调节参与反应的水的比例，精确控制中间体2和3的摩尔比，从而控制了聚合程度，使得光稳定剂944的分子量在258.75+598.96n附近，达到了控制其分子量大小的目的。(2) By adjusting the proportion of water participating in the reaction, the molar ratio of intermediates 2 and 3 is precisely controlled, thereby controlling the degree of polymerization, so that the molecular weight of light stabilizer 944 is around 258.75+598.96n, which can control its molecular weight. Purpose.
（3）采用中间体3封端，而非采用加入过量的己二胺哌啶进行封端，减少了小分子产物的产生和中间体2与己二胺哌啶成环的可能性，提高了产品的质量。(3) The use of intermediate 3 instead of adding excess hexamethylene diamine piperidine for end capping reduces the production of small molecular products and the possibility of intermediate 2 and hexamethylene diamine piperidine forming a ring, which improves the Quality of products.
具体实施方式Detailed ways
实施例1，将93.0g三聚氯氰倒入烧瓶中，加入丙酮，常温下滴加2.2g水，反应完全后，得到溶液1（其中含中间体1为20g，三聚氯氰69.6g）。Example 1: Pour 93.0 g of cyanuric chloride into a flask, add acetone, and dropwise add 2.2 g of water at room temperature. After the reaction is complete, a solution 1 is obtained (which contains 20 g of intermediate 1 and 69.6 g of cyanuric chloride) .
在50℃下向溶液1滴加65.1g叔辛胺溶液，滴加时间为6h，在保温5h后，缓慢滴加150g浓度为20%的氢氧化钠溶液，控制温度在10℃左右，2h滴加完毕，然后保温6h。反应结束后，经旋蒸、水洗得135g液体2（其中含中间体2为101g，中间体3为32g）。Add 65.1g of tert-octylamine solution dropwise to solution 1 at 50°C for 6h. After 5h of incubation, slowly add 150g of sodium hydroxide solution with a concentration of 20%. After the addition was completed, the temperature was kept for 6h. After the reaction, 135 g of liquid 2 (including 101 g of intermediate 2 and 32 g of intermediate 3) were obtained by rotary evaporation and water washing.
将上述溶液2倒入高压反应釜中，依次加入500g甲苯，90g浓度为40%的氢氧化钠溶液，150.0g己二胺哌啶，N2置换后，加压0.4MPa，升温至60℃，保温1h，再升温加热至100℃，保温4h，最后升温至200℃，保温8h，经水洗、过滤、蒸馏得受阻胺光稳定剂944。分子量区间为2000-2200，透光率98.5%，多次重复试验平均收率在95.6%以上。The above solution 2 was poured into the autoclave, followed by adding 500g toluene, 90g sodium hydroxide solution with a concentration of 40%, 150.0g hexamethylenediamine piperidine, after N replacement, pressurized 0.4MPa, and heated to 60°C, Incubate for 1 hour, then heat up to 100°C, hold for 4h, and finally heat up to 200°C, hold for 8h, wash with water, filter and distill to obtain hindered amine light stabilizer 944. The molecular weight range is 2000-2200, the light transmittance is 98.5%, and the average yield of repeated tests is above 95.6%.
实施例2，将93.0g三聚氯氰倒入烧瓶中，加入丙酮，常温下滴加1.8g水，反应完全后，得到溶液1（其中含中间体1为16.6g，三聚氯氰73.7g）。Example 2: Pour 93.0g of cyanuric chloride into the flask, add acetone, drop 1.8g of water at room temperature, and after the reaction is complete, obtain solution 1 (which contains 16.6g of intermediate 1 and 73.7g of cyanuric chloride. ).
在50℃下向溶液1滴加65.1g叔辛胺溶液，滴加时间为6h，在保温5h后，缓慢滴加150g浓度为20%的氢氧化钠溶液，控制温度在10℃左右，2h滴加完毕，然后保温6h。反应结束后，经旋蒸、水洗得134g液体2（其中含中间体2为103g，中间体3为31g）。Add 65.1g of tert-octylamine solution dropwise to solution 1 at 50°C for 6h. After 5h of incubation, slowly add 150g of sodium hydroxide solution with a concentration of 20%. After the addition was completed, the temperature was kept for 6h. After the reaction, 134 g of liquid 2 was obtained by rotary evaporation and water washing (including 103 g of intermediate 2 and 31 g of intermediate 3).
将上述溶液2倒入高压反应釜中，依次加入500g甲苯，100g浓度为40%的氢氧化钠溶液，158g己二胺哌啶，N2置换后，加压0.4MPa，升温至60℃，保温1h，再升温加热至100℃，保温4h，最后升温至220℃，保温8h，经水洗、过滤、蒸馏得受阻胺光稳定剂944。分子量区间为2600-2750，透光率98.9%，多次重复试验平均收率在95.2%以上。Pour above-mentioned solution 2 into the autoclave, add 500g toluene successively, 100g concentration is the sodium hydroxide solution of 40%, 158g hexamethylenediamine piperidine, after N replacement, pressurize 0.4MPa, be warming up to 60 ℃, keep warm For 1 hour, the temperature was heated to 100°C, kept for 4 hours, and finally heated to 220°C, kept for 8 hours, washed with water, filtered and distilled to obtain hindered amine light stabilizer 944. The molecular weight range is 2600-2750, the light transmittance is 98.9%, and the average yield of repeated tests is above 95.2%.
实施例3，将93.0g三聚氯氰倒入烧瓶中，加入丙酮，常温下滴加2.9g水，反应完全后，得到溶液1（其中含中间体1为26.7g，三聚氯氰63.3g）。Example 3: Pour 93.0 g of cyanuric chloride into a flask, add acetone, and dropwise add 2.9 g of water at room temperature. After the reaction is complete, obtain solution 1 (containing 26.7 g of intermediate 1 and 63.3 g of cyanuric chloride. ).
在50℃下向溶液1滴加65.1g叔辛胺溶液，滴加时间为6h，在保温5h后，缓慢滴加150g浓度为20%的氢氧化钠溶液，控制温度在10℃左右，2h滴加完毕，然后保温6h。反应结束后，经旋蒸、水洗得132g液体2（其中含中间体2为98g，中间体3为34g）。Add 65.1g of tert-octylamine solution dropwise to solution 1 at 50°C for 6h. After 5h of incubation, slowly add 150g of sodium hydroxide solution with a concentration of 20%. After the addition was completed, the temperature was kept for 6h. After the reaction, 132 g of liquid 2 (including 98 g of intermediate 2 and 34 g of intermediate 3) were obtained by rotary evaporation and water washing.
将上述溶液2倒入高压反应釜中，依次加入500g甲苯，85g浓度为40%的氢氧化钠溶液，133g己二胺哌啶，N2置换后，加压0.4MPa，升温至60℃，保温1h，再升温加热至100℃，保温4h，最后升温至180℃，保温8h，经水洗、过滤、蒸馏得受阻胺光稳定剂944。分子量区间为1400-1600，透光率98.9%，多次重复试验平均收率在96.5%以上。Pour above-mentioned solution 2 into the autoclave, add 500g toluene successively, 85g concentration is the sodium hydroxide solution of 40%, 133g hexamethylenediamine piperidine, after N replacement, pressurize 0.4MPa, be warming up to 60 ℃, insulation For 1 hour, the temperature was heated to 100°C, kept for 4 hours, and finally heated to 180°C, kept for 8 hours, washed with water, filtered and distilled to obtain hindered amine light stabilizer 944. The molecular weight range is 1400-1600, the light transmittance is 98.9%, and the average yield of repeated tests is above 96.5%.
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