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A kind of novel branched fatty nylon salt and its preparation method and application

A technology of nylon salt and branching, which is applied in the field of new branched fatty nylon salt and its preparation, which can solve the problems of product color yellowing, lack, and inapplicability, and achieve high-temperature viscosity and intrinsic viscosity reduction and steric hindrance increase big effect

Active Publication Date: 2017-01-11
SHANGHAI RES INST OF CHEM IND
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] The above articles have prepared low-melting point copolyamides by means of polyamide copolymerization, but they all use PA12, which is relatively lacking in China, which has caused great limitations.
[0008] Chinese patent CN101705073B proposes a soybean oil-based dimer acid polyamide hot-melt adhesive and its preparation method. The melting point of the obtained hot-melt adhesive is 98-120°C. Because the dimer acid is used in its formula, the color of the product turns yellow. not applicable in some cases

Method used

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  • A kind of novel branched fatty nylon salt and its preparation method and application
  • A kind of novel branched fatty nylon salt and its preparation method and application
  • A kind of novel branched fatty nylon salt and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0041] Synthesis of N,N-Dimethyl Dipropionate-N-Isooctylamine.

[0042] Weigh 433.1 g of isooctylamine, add it to a three-necked flask with mechanical stirring and condenser, and dissolve it with 500 mL of anhydrous methanol. At a certain temperature, 865.5g of methyl acrylate was slowly added dropwise, kept at the temperature for 24h, and the reaction was tracked by spot plate and GC. After the reaction, the solvent and excess methyl acrylate were removed by distillation under reduced pressure to obtain a crude product. The target product N,N-dipropionic acid methyl ester-N-isooctylamine was obtained by vacuum distillation and separation. The yield was 99.3%.

[0043] 1 H NMR(400MHz, CDCl 3 )δ3.65(s,6H),2.76-2.67(m,4H),2.41(t,J=8.0Hz,4H), 2.17(dd,J=7.1,1.1Hz,2H),1.38(s,1H ),1.34–1.15(m,8H),0.87(t,J=8.0Hz,3H),0.81(t,J=8.0Hz,3H).ESI-MS(35eV, m / Z): 324.20[M+ Na, 25], 302.24 [M+H, 75], 228.24 [M-C3H6O2, 100]

[0044] IR: 2943cm -1 The stretching vibration peak of -CH2, 1739cm -1 It...

Embodiment 2

[0046] Synthesis of N,N-dipropionic acid-N-isooctylamine.

[0047] Weigh 500 g of N,N-dimethyl dipropionate-N-isooctylamine, add it to a three-necked flask with mechanical stirring and condenser, and dissolve it with 1L of anhydrous methanol. Weigh 928.0 g of potassium hydroxide into a saturated aqueous solution and add it to the reaction flask. The temperature was increased, the reaction was refluxed for 6 hours, and the reaction process was followed by GC. After the reaction, the pH was adjusted to 7 with 10% hydrochloric acid solution. Rotary evaporation to remove the solvent, repeated washing with absolute ethanol for three times, filtration to remove insoluble matter, and rotational evaporation to remove the solvent to obtain N,N-dipropionic acid-N-isooctylamine. The yield was 93.2%.

[0048] 1 H NMR(400MHz, D 2 O)δ3.38(d,J=5.2Hz,2H), 3.23(d,J=5.7Hz,1H),3.03(d,J=5.7Hz,1H), 2.92(d,J=5.0Hz,1H ), 2.80 (s, 2H), 2.73 (dd, J = 12.8, 6.4 Hz, 1H), 1.98 (d, J = 4.8 Hz, 2H), 1.81 (d...

Embodiment 3

[0051] Synthesis of N,N-diamide monoamine-N-amine.

[0052] Take 500.0g (1.67mol) of N,N-dipropionate-N-isooctylamine, 500mL of methanol, add it to a 3L reaction flask with mechanical stirring and condenser, heat up to 65℃, and take ethylenediamine 1003.7g (16.7mol) was slowly dropped into the reaction solution, and the temperature was kept for 24h to react. GC followed the reaction until there was no raw material in the reaction. Firstly, methanol was distilled out at normal pressure, and then ethylenediamine was distilled out under reduced pressure to obtain the target product with a yield of 98,0%.

[0053] 1 H NMR(400MHz, CDCl 3 )δ7.37(s,1H), 3.26(dd,J=11.5,5.7Hz,4H), 2.81(t,J=5.9Hz,3H), 2.75–2.69(m,2H), 2.66–2.58(m ,2H),2.47–2.26(m,4H),2.18(m,2H),1.45(s,1H),1.39–1.15(m,8H),0.88(t,J=7.0Hz,3H),0.82( t,J=7.4Hz,3H).ESI-MS (35eV, m / Z): 380.37[M+Na,20], 358.42[M+H,100], 256.23[M-C4H9N2O,5]

[0054] IR: 3286cm -1 For -NH 2 Stretching vibration peak of N-H, 2939cm -1 It is the stret...

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Abstract

The invention relates to a novel branched fatty nylon salt, and a preparation method and application thereof, belonging to the field of synthesis and application of high-polymer materials. The preparation method comprises the following steps: preparing branched-chain N,N-diacid ester-N-amine by using branched-chain primary amine as an initial raw material, hydrolyzing the branched-chain N,N-diacid ester-N-amine to prepare branched dibasic acid, carrying out Michael addition to prepare branched diamine, and preparing the branched fatty nylon salt from the branched dibasic acid and branched diamine. The novel branched nylon salt can be used for preparing a polyamide hot-melt adhesive, so that the melting point of the polyamide hot-melt adhesive is 100-160 DEG C. Compared with the prior art, the novel fatty group nylon salt has the branched structure; and different branched chain structures are utilized to enhance the irregularity of the nylon salt and lower the crystallinity, thereby lowering the melting point of the polyamide.

Description

Technical field [0001] The invention relates to a novel branched fatty nylon salt and a preparation method and application thereof, and belongs to the field of polymer material synthesis and application. Background technique [0002] Polyamide (PA) type hot melt adhesive, also known as dimer acid polyamide hot melt adhesive, is a hot melt adhesive with polyamide as the basic resin. It has a narrow melting range, high softening point, good oil resistance and physical machinery. High-performance fast-curing hot-melt adhesives have been widely used in shoemaking, clothing, electrical appliances and machinery industries. Polyamide hot melt adhesives are mainly divided into three categories: (1) dimer acid type, that is, the condensation polymer of dimer acid and aliphatic diamine; (2) nylon type, that is nylon 6, 6 / 12, 6 / 66 / 10 copolymer; (3) Aromatic dibasic acid and aliphatic diamine or aliphatic dibasic acid and aromatic diamine binary or terpolymer. Polyamide hot melt adhesive ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C237/10C07C231/12C07C229/16C07C227/18C08G69/26C08G69/28C09J177/06
Inventor 付宏伟谢国庆杨晴李晓雷韦洪宝王重夕翟金国
Owner SHANGHAI RES INST OF CHEM IND
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