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Tripolymer in isocyanic ester class modified by silicane or functional polusiloxane, preparation method

A technology of isocyanate trimerization and polysiloxane, which is applied in chemical instruments and methods, polyurea/polyurethane coatings, compounds of elements of Group 4/14 of the periodic table, etc., can solve the problem of less silicone modified isocyanate trimers. and other problems, to achieve the effect of good flexibility, good color retention and gloss retention, and improved tolerance

Inactive Publication Date: 2007-10-10
张群朝 +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

These organosilicon-modified polyurethanes are mainly modified isocyanate prepolymers, and the preparation and application of organosilicon-modified isocyanate trimers have been reported in addition to alcohol-modified trimers. There are few reports about trimers

Method used

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  • Tripolymer in isocyanic ester class modified by silicane or functional polusiloxane, preparation method
  • Tripolymer in isocyanic ester class modified by silicane or functional polusiloxane, preparation method
  • Tripolymer in isocyanic ester class modified by silicane or functional polusiloxane, preparation method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] [Example 1] Compound A:

[0031] Dissolve 52.2 grams of TDI trimer in 400 ml of anhydrous tetrahydrofuran, slowly dropwise add 22.1 grams of γ-aminopropyltriethoxysilane and 0.07 grams of dibutyltin dilaurate, and keep at room temperature Under a dry environment, the reaction was stirred for 5 hours; after the reaction was completed, the solvent anhydrous tetrahydrofuran was removed under reduced pressure to obtain 68.36 g of product A of the following chemical formula with a yield of 92%.

[0032]

[0033] Elemental Analysis C 36 h 41 N 7 o 9 Si found (calculated) / %: C 58.02 (58.14), H 5.43 (5.52), N 13.07 (13.19), O 19.29 (19.38), Si 3.69 (3.77).

[0034] 1 H NMR (δ / ppm): 0.58(t, 2H), 1.22(q, 3H), 1.6(q, 2H), 2.0(m, 2H), 2.35(m, 3H), 2.65(q, 2H), 3.83 (q, 2H), 6.9 (t, 1H), 7.0 (q, 1H), 7.26 (m, 1H), 7.5 (m, 2H), 7.9 (s, 1H).

Embodiment 2

[0035] [Example 2] Compound B:

[0036] The TDI trimer of 52.2 grams is dissolved in the anhydrous tetrahydrofuran of 400ml, slowly adds in the two [3-(triethoxysilyl) propyl group] amine of 44 grams and 0.07 gram dibutyltin dilaurate , at room temperature and kept in a dry environment, stirred and reacted for 5 hours; after the reaction was completed, the solvent anhydrous tetrahydrofuran was removed under reduced pressure to obtain 80.5 grams of product B of the following chemical formula, with a yield of 85%.

[0037]

[0038] Elemental Analysis C 45 h 61 N 7 o 12 Si 2 Found (calculated) / %: C 56.89 (57.02), H 6.33 (6.44), N 10.26 (10.35), O 20.16 (20.27), Si 5.79 (5.91).

[0039] 1 H NMR (δ / ppm): 0.58(t, 2H), 1.22(q, 3H), 1.6(q, 2H), 2.0(m, 2H), 2.35(m, 3H), 2.65(q, 2H), 3.83 (q, 2H), 6.9 (t, 1H), 7.0 (q, 1H), 7.26 (m, 1H), 7.5 (m, 2H), 7.9 (s, 1H).

Embodiment 3

[0040] [Example 3] Compound C:

[0041] 52.2 grams of TDI trimer was dissolved in 400ml of anhydrous tetrahydrofuran, slowly added dropwise to 22.2 grams of aminoethylaminopropyltrimethoxysilane and 0.07 grams of dibutyltin dilaurate, at room temperature and kept Under a dry environment, the reaction was stirred for 5 hours; after the reaction was completed, the solvent anhydrous tetrahydrofuran was removed under reduced pressure to obtain 70.68 g of product C of the following chemical formula, with a yield of 95%.

[0042]

[0043] Elemental Analysis C 35 h 40 N 8 o 9 Si found (calculated) / %: C 56.32 (56.45), H 5.26 (5.38), N 14.97 (15.05), O 19.28 (19.35), Si 3.69 (3.76).

[0044] 1 H NMR (δ / ppm): 1.22(q, 3H), 1.6(q, 2H), 2.0(m, 2H), 2.35(m, 3H), 2.65(q, 2H), 3.83(q, 2H), 6.0 (s, 1H), 6.9 (t, 1H), 7.0 (q, 1H), 7.26 (m, 1H), 7.5 (m, 2H), 7.9 (s, 1H).

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Abstract

This invention discloses a method for preparing isocyanate trimer containing silane or modified with functional linear polysiloxane. In the general chemical formula of the isocyanate trimer, R is diisocyanate-substituted methylphenyl, ethylphenyl, 1,5-naphthyl, diphenyl methane, hexamethylene, isophorone, 2,2,6-trimethyl cyclohexyl, or 4,4'-dicyclohexyl methane; R1 is saturated or unsaturated linear or branched C1-C8 alkyl, cycloalkyl, aryl or aromatic hydrocarbon homolg; R2 and R3 are C1-C6 alkyl, aryl, trialkylsilyl, or methoxyalkoxyl; a is a positive integer of 0-3; R1, R2, R3, R4 and R5 are saturated or unsaturated linear or branched C1-C12 alkyl, cycloalkyl, aryl, alkoxy or cycloalkoxy; X is -NH-, -NHCH2CH2NH-, -NHCH2CH2NHCH2CH2NH-, -N-, -NHCONH-, formula A, B or C, -S- or -O-; n is a positive integer greater than 0.

Description

technical field [0001] The present invention relates to a kind of silane-containing or functional polysiloxane-modified isocyanate trimer and its preparation method, more specifically, the present invention relates to active hydrogen-containing functional silane coupling agent or active hydrogen-containing functional A novel organosilicon-modified isocyanate trimer obtained by reacting polysiloxane with different structures of isocyanate trimers and a preparation method thereof. Silane-containing or functional polysiloxane-modified isocyanate trimers are mainly used in the fields of coatings, adhesives, sealants, elastomers, foam plastics, etc., especially in the production lines of quick-drying, highly decorative furniture, and automobiles. Quite high application value, in addition, it is not only suitable for polyurethane, but also suitable for any system containing reactive functional groups such as epoxy resin, polymethacrylate, polyacrylamide, phenolic resin, etc. Backg...

Claims

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Application Information

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IPC IPC(8): C07F7/18C08G77/50C08G77/388
CPCC07D251/34C07F7/0854C07F7/1836C08G18/0823C08G18/12C08G18/289C08G18/348C08G18/3893C08G18/4009C08G18/4238C08G18/6659C08G18/791C08G77/388C09D175/06C07F7/0838C07F7/1804C08G18/3228
Inventor 张群朝王德才
Owner 张群朝
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