CN102181073A - Triazine compound coordination crosslinking synergistic agent for elastomer and preparation method thereof - Google Patents
Triazine compound coordination crosslinking synergistic agent for elastomer and preparation method thereof Download PDFInfo
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Abstract
The invention relates to a method for preparing a triazine compound coordination crosslinking synergistic agent for elastomers, and particularly for preparing a hydroxyalkyl chain substituted triazine compound. The method is characterized in that cyanuric chloride and dihydric alcohol are used as raw materials; the cyanuric chloride and the dihydric alcohol are allowed to react by a nucleophilic substitution reaction in an organic solvent medium; a few amount of a lewis base aqueous solution is added dropwisely to control the pH of the system; after the lewis base aqueous solution is added completely, an intermediate Ia is obtained; water is added into an Ia-containing reaction solution as a solvent; dihydric alcohol with a molar ratio to the intermediate of 2-2.2 is added at room temperature; the temperature is increased controllably; by-product hydrogen chloride is absorbed by the lewis base aqueous solution; the pH of the reaction system is controlled; and the triazine compound as the target product is obtained. The hydroxyalkyl chain substituted triazine compound obtained by the method of the invention comprises six hydroxyls and six nitrogen atoms, has strong chemical reactivity, is easy to participate in a coordination crosslinking reaction, and can be used as a crosslinking synergistic agent in an elastomer curing system.
Description
Technical field
The present invention relates to a kind of method for preparing elastomerics with the coordination cross-linked synergist of compound in triazine class, particularly prepare hydroxyl alkane chain and replace compound in triazine class, they are mainly as elastomeric coordination cross-linked synergist, elastomeric fire retarding synergist, medicine, branch-shape polymer and hyperbranched polymer synthetic initiated core.
Background technology
Since thermoplastic elastomer (TPE) since last century, be found the forties, people have developed four analog thermoplastic elastomers, different with traditional covalent cross-linking thermo-setting elastomer is: they all are crosslinked by the non covalent bond realization, comprise that hydrogen bond is crosslinked, Van der Waals force is crosslinked, ionomer and coordination cross-linked.Thermoplastic elastomer can be realized the direct recycling of continuous rapid processing technology, tailing and waste and old material in the course of processing, compare with thermo-setting elastomer, can realize its recycle, totally presents simple, energy-conservation and environmental protection.
So far, the coordination cross-linked research of elastomerics still is in the starting stage.(Li Hui such as Wu Chifei; Shen Fei; Wu Chifei. the preparation and the sign of coordination cross-linked NBR/PVC alloy. SCI; 2005; 26:370-372) studied first with copper sulfate as the elastomeric coordination crosslinking agent of paracril; but because coordination cross-linked reaction mainly occurs in the copper sulfate particle surface, so complexing efficiency is low, causes the amount of required copper sulfate bigger.Chinese patent " 200710164553.0 " (a kind of nucleocapsid type rubber coordination crosslinking agent, 2008), " 201010129421.6 " (a kind of preparation method of rare earth coordination crosslinking rubber, 2010) etc. have similar techniques open.Regrettably, the used linking agent of these methods mostly is metal inorganic compound, occurs easily in coordination cross-linked process: consistency is poor between linking agent and the elastomerics, the linking agent addition big, metal ion and low, the final coordination cross-linked product comprehensive mechanical property difference of elastomeric complexing efficiency in the linking agent can not satisfy problems such as practical application request.
Utilize the organic high chemical reactivity of polyfunctional group, with the collaborative cross-linked elastomer of it and linking agent, can play action of coupling agents on the one hand, make linking agent and elastomer polymer system have good consistency, on the other hand, can increase the crosslinked action point greatly, improve cross-linking efficiency, help reducing the consumption of metal ion in the linking agent.Poly-hydroxy triazines organism has high chemical reactivity, is used for the coordination cross-linked system of polarity elastomerics, not only can play good coordination cross-linked synergistic effect, but also can play the foaming fire retardation.Yet correlative study does not appear in the newspapers.
Summary of the invention
The object of the invention provides a kind of method for preparing elastomerics with the coordination cross-linked synergist of compound in triazine class, it is characterized in that this coordination cross-linked synergist has general formula (I) structure, can be used as elastomeric coordination cross-linked synergist.Described elastomerics is meant carboxylic styrene-butadiene rubber, carboxy nitrile rubber, paracril, chloroprene rubber, acrylic elastomer, viton, chlorosulfonated polyethylene or chlorinatedpolyethylene, perhaps the elastomerics that is mixed by above-mentioned one or both rubber and natural rubber, cis-1,4-polybutadiene rubber, styrene-butadiene rubber(SBR), polyisoprene rubber, paracril or isoprene-isobutylene rubber.
One of content of the present invention is: a class has the elastomerics coordination cross-linked synergist of compound in triazine class of general formula (I) structure
R in the formula
1Be H, R
2Be C
1-4Alkyl, R
3Be phenyl or C
6-9Alkyl substituting aromatic base, n represents 1,2,3 ..., 10.
Two of content of the present invention is a kind of methods that prepare elastomerics with the coordination cross-linked synergist of compound in triazine class.The steps include:
1, be raw material with cyanuric chloride and glycol amines, cyanuric chloride is uniformly dispersed in organic solvent, glycol amines is joined in the solution that is dissolved with cyanuric chloride, stir, slowly drip an amount of Lewis base aqueous solution simultaneously and control the pH of reaction system between 6.0～7.5 with adjusting, treat to finish first set reaction after the Lewis base aqueous solution adds, promptly obtain midbody product solution, intermediate has the structure shown in the general formula (Ia);
2, intermediate compound I a does not need to separate purification, add entry toward containing in the Ia solution, add an amount of glycol amines again, be warming up under 45 ± 5 ℃ of temperature and reacted 3～6 hours, be warming up to again afterwards under 90 ℃～110 ℃ temperature and reflux, finish secondary reaction, a small amount of for the second time while stirring dropping Lewis base aqueous solution is 8～9 with the pH that regulates the control reaction system, back flow reaction 6～8 hours, stop to stir cooling, filter the dry crude product that gets, crude product water recrystallization, the elastomerics coordination cross-linked synergist of compound in triazine class that must have general formula (I) structure after the drying.
In step 1:
Described low temperature is meant and carries out under-3 ℃～5 ℃ temperature;
Described when glycol amines being joined in the solution that is dissolved with cyanuric chloride, the mol ratio of cyanuric chloride and glycol amines is 1 ︰ 1～1.1;
The described an amount of Lewis base aqueous solution, the mol ratio that is meant Lewis base and cyanuric chloride is 1:1;
The pH value of described reaction system is between 6.0～7.5;
The described slow dropping Lewis base aqueous solution, the time of dropping always is 1.5～3 hours.
In step 2:
Described when joining glycol amines in the Ia solution, Ia and glycol amines mol ratio are 1 ︰ 2～2.2.
Glycol amines of the present invention is meant glycol amines or their alkyl substitutive derivative.Wherein glycol amines is meant dimethanolamine, diethanolamine, dipropanolamine, diisopropanolamine (DIPA), two butanolamines, diamyl hydramine, two hexanol amine or two enanthol amine; The alkyl substitutive derivative of glycol amines is meant methylene radical (CH in the glycol amines
2-) replaced the derivative that the back forms by alkyl or aryl.
Alkyl of the present invention is meant the alkyl of 1～4 carbonatoms.
Aryl of the present invention is meant the aryl of 6～9 carbonatomss.
Organic solvent of the present invention is meant methylene dichloride, acetone, tetrahydrofuran (THF), chloroform, methyl-sulphoxide, N, dinethylformamide or N, N-N,N-DIMETHYLACETAMIDE, or the mixed organic solvents that mixes of the arbitrary proportion of above-mentioned two or three organic solvent.
The Lewis base aqueous solution of the present invention is meant sodium hydroxide, potassium hydroxide, yellow soda ash, salt of wormwood, sodium bicarbonate, saleratus, triethylamine, pyridine or N, the N-diisopropylethylamine aqueous solution.
Synthetic general formula of the present invention (I) compound in triazine class has six hydroxyls, six nitrogen-atoms, and chemical reactivity is strong, participates in coordination cross-linked reaction easily; Except that hydrophilic polar structure, also have lipophilic alkane side chain simultaneously, can play action of coupling agents at crosslinked formula system.This compound in triazine class also has good essence foaming flame retardant properties.Therefore,, be expected to make crosslinked formula system to have good consistency, improve cross-linking efficiency, play good coordination cross-linked synergistic effect, and improve elastomeric flame retardant properties this compound in triazine class and the collaborative cross-linked elastomer of linking agent.In addition, have benefited from the polyfunctional group structure, this compound in triazine class also can synthesize at medicine, branch-shape polymer is synthetic, hyperbranched polymer is made initiated core in synthesizing.
Embodiment
Below the present invention will be described in more detail or description by specific embodiment, rather than limit the invention.
Embodiment 1
In the 200mL four-hole boiling flask that reflux, agitator, constant pressure funnel and thermometer are housed, add 15mL acetone, flask is placed the cryosel water-bath, temperature is controlled at 1 ℃～3 ℃, add 1.8450g (0. 010mol) cyanuric chloride again, dispersed with stirring is even, 1.0514g (0. 010mol) diethanolamine is joined in the cyanuric chloride solution, stir, simultaneously, a small amount of dropping sodium solution (0.40gNaOH is dissolved in the 10mL distilled water), the pH value of control reaction system is as the criterion between 7.0 ± 0.2, reacts 3 hours, promptly gets midbody product Ia
1Intermediate compound I a
1Be 2-(N, N-dihydroxy ethyl) amido-4,6-two chloro-1,3,5-triazines compounds, the theoretical construct formula is as follows:
Intermediate compound I a
1Do not need to separate and purify, toward containing Ia
1Reaction solution in add 15mL water, acceleration stirs, at room temperature in solution, drop into 2.2079g(0.021mol then) diethanolamine, reacted after 4 hours warming while stirring to 45 ± 3 ℃, is warming up to 91 ± 1 ℃, reflux and a small amount of dropping sodium solution (0.81gNaOH is dissolved in the 20mL distilled water), reaction is 7 hours under the solvent refluxing state, stops to stir cooling, filter crude product, crude product water recrystallization, dry 2,4 of the 3.3267g white that gets, 6-three (N, the N-dihydroxy ethyl) amido-1,3,5-triazines I
1, productive rate is 85.3%.Product I
1Structural formula as follows:
Product I
1Characterization data:
FT-IR(KBr,cm
-1):3376,2937,2876,1544,1492,1420,1363,1233,1041,808。
1H?NMR(DMSO-
d 6 ,δppm):4.8-4.5,?3.6-3.5,?3.4-3.2。
Embodiment 2
Toward reflux is housed, agitator, adding the 15mL volume ratio in the 200mL four-hole boiling flask of constant pressure funnel and thermometer is the N of 1:1, N-N,N-DIMETHYLACETAMIDE-acetone mixed solvent, flask is placed the cryosel water-bath, temperature is controlled at-1 ℃～1 ℃, add 1.8450g (0.010mol) cyanuric chloride again, dispersed with stirring is even, 1.4651g (0. 011mol) diisopropanolamine (DIPA) is joined in the cyanuric chloride solution, stir, simultaneously, drip potassium hydroxide solution (0.56gKOH is dissolved in the 10mL distilled water) on a small quantity, the pH value of control reaction system is as the criterion between 6.5 ± 0.2, reacted 1.5 hours, and promptly got midbody product Ia
2Intermediate compound I a
2Be 2-[N, N-two (2-hydroxyl) propyl group] amido-4,6-two chloro-1,3,5-triazines compounds, the theoretical construct formula is as follows:
Intermediate compound I a
2Do not need to separate and purify, toward containing Ia
2Reaction solution in add 20mL water, acceleration stirs, at room temperature in solution, drop into 2.7970g(0.021mol then) diisopropanolamine (DIPA), reacted after 6 hours warming while stirring to 45 ± 5 ℃, is warming up to 95 ± 2 ℃, reflux and a small amount of potassium hydroxide solution (1.12gKOH is dissolved in the 20mL distilled water) that drips, under the solvent refluxing state, reacted 6～8 hours, and stopped to stir cooling, filter crude product, crude product water recrystallization, dry 2,4 of the 4.0197g white that gets, 6-three [N, N-two (2-hydroxyl) propyl group] amido-1,3,5-triazines I
2, productive rate is 84.7%.Product I
2Structural formula as follows:
Product I
2Characterization data:
FT-IR(KBr,cm
-1):3345,2923,2887,1563,1462,1459,1354,1261,1051,812。
1H?NMR(DMSO-
d 6 ,δppm):4.6-4.4,3.7-3.4,3.3-3.2,1.4-1.1。
Embodiment 3
In the 200mL four-hole boiling flask that reflux, agitator, constant pressure funnel and thermometer are housed, add the 20mL tetrahydrofuran (THF), flask is placed the cryosel water-bath, temperature is controlled at 0 ℃～2 ℃, add 1.8450g (0.010mol) cyanuric chloride again, dispersed with stirring is even, and 3.1392g (0. 011mol) phenyl diisopropanolamine (DIPA) is joined in the cyanuric chloride solution, stirs, simultaneously, drip sodium carbonate solution (0.53gNa on a small quantity
2CO
3Be dissolved in the 10mL distilled water), the pH value of control reaction system is as the criterion between 6.5 ± 0.2, reacts 2 hours, promptly gets midbody product Ia
3Intermediate compound I a
3Be 2-[N, N-two (1-phenyl-2-hydroxyl) propyl group] amido-4,6-two chloro-1,3,5-triazines compounds, the theoretical construct formula is as follows:
Intermediate compound I a
3Do not need to separate and purify, toward containing Ia
3Reaction solution in add 25mL water, quicken to stir, at room temperature in solution, drop into 6.2784g(0.022mol then) the phenyl diisopropanolamine (DIPA), warming while stirring to 45 ± 2 ℃, react after 5～6 hours, be warming up to 98 ± 2 ℃, reflux and a small amount of sodium carbonate solution (1.06gNa that drips
2CO
3Be dissolved in the 20mL distilled water), under the solvent refluxing state, reacted 7～8 hours, stop to stir cooling, filter crude product, crude product water recrystallization, dry 7.8125g flaxen 2,4,6-three [N, N-two (1-phenyl-2-hydroxyl) propyl group] amido-1,3,5-triazines I
3, productive rate is 83.9%.Product I
3Structural formula as follows:
Product I
3Characterization data:
FT-IR(KBr,cm
-1):3462,2953,2917,2837,1647,1543,1452,1423,1365,1071,812。
1H?NMR(DMSO-
d 6 ,δppm):7.9-7.1,4.4-4.1,3.9-3.3,2.9-2.4,1.6-1.1。
Embodiment 4
Toward reflux is housed, agitator, adding the 20mL volume ratio in the 200mL four-hole boiling flask of constant pressure funnel and thermometer is tetrahydrofuran (THF)-acetone mixed solvent of 1:2, flask is placed the cryosel water-bath, temperature is controlled at-2 ℃～2 ℃, add 1.8450g (0. 010mol) cyanuric chloride again, dispersed with stirring is even, 1.1565g (0.011mol) diethanolamine is joined in the cyanuric chloride solution, stir, simultaneously, a small amount of triethylamine solution (the 1.01g triethylamine is dissolved in the 15mL distilled water) that drips, the pH value of control reaction system is as the criterion between 7.2 ± 0.2, reacts 2.5 hours, promptly gets midbody product Ia
1Intermediate compound I a
1The theoretical construct formula is seen embodiment 1.
Intermediate compound I a
1Do not need to separate and purify, toward containing Ia
1Reaction solution in add 20mL water, acceleration stirs, at room temperature in solution, drop into 1.0514g (0. 010mol) diethanolamine and 1.4651g (0. 011mol) diisopropanolamine (DIPA) then, warming while stirring to 46 ± 2 ℃, react after 5 hours, be warming up to 100 ± 2 ℃, reflux and a small amount of sodium hydrogen carbonate solution (1.68gNaHCO that drips
3Be dissolved in the 20mL distilled water), reaction is 7 hours under the solvent refluxing state, stops to stir cooling, filter crude product, crude product water recrystallization, 2 of dry 3.4777g white, 4-two [N, N-two (2-hydroxyethyl)] amido-6-[N, N-two (2-hydroxyl) propyl group] amido-1,3,5-triazines I
4, productive rate is 83.1%.Product I
4Structural formula as follows:
Product I
4Characterization data:
FT-IR(KBr,cm
-1):3447,2952,2849,1565,1483,1432,1353,1223,1051,813。
1H?NMR(DMSO-
d 6 ,δppm):4.7-4.4,?3.6-3.4,?3.4-3.2,1.4-1.1。
Embodiment 5
Toward reflux is housed, agitator, adding the 20mL volume ratio in the 200mL four-hole boiling flask of constant pressure funnel and thermometer is methyl-sulphoxide-methylene dichloride mixed solvent of 1:3, flask is placed the cryosel water-bath, temperature is controlled at 1 ℃～3 ℃, add 1.8450g (0.010mol) cyanuric chloride again, dispersed with stirring is even, 1.4651g (0. 011mol) diisopropanolamine (DIPA) is joined in the cyanuric chloride solution, stir, simultaneously, a small amount of pyridine solution (the 0.79g pyridine is dissolved in the 10mL distilled water) that drips, the pH value of control reaction system is 7.5, reacts 3 hours, promptly gets midbody product Ia
2Intermediate compound I a
2The theoretical construct formula is seen embodiment 2.
Intermediate compound I a
2Do not need to separate and purify, toward containing Ia
2Reaction solution in add 20mL water, acceleration stirs, at room temperature in solution, drop into 1.4651g (0. 011mol) diisopropanolamine (DIPA) and 1.1565g (0. 011mol) diethanolamine then, warming while stirring to 47 ± 2 ℃, react after 5 hours, be warming up to 100 ± 3 ℃, reflux and a small amount of sodium hydrogen carbonate solution (1.68gNaHCO that drips
3Be dissolved in the 20mL distilled water), under the solvent refluxing state, reacted 6～8 hours, and stopped to stir cooling, filter crude product, crude product water recrystallization, dry 3.8089g is flaxen 2,4-two [N, N-two (2-hydroxyl) propyl group] amido-6-[N, N-two (2-hydroxyethyl)] amido-1,3,5-triazines I
5, productive rate is 85.3%.Product I
5Structural formula as follows:
Product I
5Characterization data:
FT-IR(KBr,cm
-1):3465,2913,2895,1566,1452,1443,1364,1251,1078,809。
1H?NMR(DMSO-
d 6 ,δppm):4.7-4.3,3.6-3.3,3.4-3.1,1.5-1.2。
Embodiment 6
Adding the 15mL volume ratio in the 200mL four-hole boiling flask that reflux, agitator, constant pressure funnel and thermometer are housed is methylene dichloride-acetone mixed solvent of 1:2, flask is placed the cryosel water-bath, temperature is controlled at 1 ℃～3 ℃, add 1.8450g (0.010mol) cyanuric chloride again, dispersed with stirring is even, and 3.1392g (0. 011mol) phenyl diisopropanolamine (DIPA) is joined in the cyanuric chloride solution, stirs, simultaneously, drip potassium bicarbonate solution (1.01gKHCO on a small quantity
3Be dissolved in the 10mL distilled water), the pH value of control reaction system is 6.5, reacts 2.5 hours, promptly gets midbody product Ia
3Intermediate compound I a
3The theoretical construct formula is seen embodiment 3.
Intermediate compound I a
3Do not need to separate and purify, toward containing Ia
3Reaction solution in add 20mL water, acceleration stirs, at room temperature in solution, drop into 1.1565g (0. 011mol) diethanolamine and 1.4651g (0. 011mol) diisopropanolamine (DIPA) then, warming while stirring to 45 ± 2 ℃, react after 6 hours, be warming up to 98 ± 2 ℃, reflux and a small amount of sodium carbonate solution (1.06gNa that drips
2CO
3Be dissolved in the 20mL distilled water), under the solvent refluxing state, reacted 7～8 hours, and stopped to stir cooling, filter crude product, crude product water recrystallization, the dry flaxen 2-[N of 5.0593g, N-two (1-phenyl-2-hydroxyl) propyl group of getting] amido-4-[N, N-two (2-hydroxyl) propyl group] amido-6-[N, N-two (2-hydroxyethyl)] amido-1,3,5-triazines I
6, productive rate is 84.5%.Product I
6Structural formula as follows:
Product I
6Characterization data:
FT-IR(KBr,cm
-1):3464,2921,2874,1569,1463,1434,1326,1262,1080,814。
1H?NMR(DMSO-
d 6 ,δppm):7.9-7.2,4.6-4.1,3.8-3.2,2.9-2.2,1.5-1.1。
Claims (13)
1. an elastomerics has general formula (I) structure with the coordination cross-linked synergist of compound in triazine class:
R in the formula
1Be H, R
2Be C
1-4Alkyl, R
3Be phenyl or C
6-9Alkyl substituting aromatic base, n represents 1,2,3 ..., 10.
2. the preparation method of the coordination cross-linked synergist of elastomerics usefulness compound in triazine class is characterized in that
(1) cyanuric chloride is uniformly dispersed in organic solvent, glycol amines is joined in the solution that is dissolved with cyanuric chloride, stir, slowly drip an amount of Lewis base aqueous solution simultaneously and control the pH of reaction system between 6.0～7.5 with adjusting, after treating that the Lewis base aqueous solution adds, promptly obtain midbody product Ia solution;
(2) add entry toward containing in the Ia solution, add an amount of again glycol amines again, be warming up under 45 ± 5 ℃ of temperature and reacted 3～6 hours, be warming up to again afterwards under 90 ℃～110 ℃ temperature and reflux, carry out secondary reaction, a small amount of for the second time while stirring dropping Lewis base aqueous solution is 8～9 with the pH that regulates the control reaction system, back flow reaction 6～8 hours, stop to stir, cooling, filtration, dry crude product, crude product water recrystallization, after the drying the elastomerics of general formula (I) structure with the coordination cross-linked synergist of compound in triazine class.
3. the elastomerics according to claim 2 preparation method of the coordination cross-linked synergist of compound in triazine class, it is characterized in that described organic solvent is meant methylene dichloride, acetone, tetrahydrofuran (THF), chloroform, methyl-sulphoxide, N, dinethylformamide or N, N-N,N-DIMETHYLACETAMIDE, or the mixed organic solvents that mixes of the arbitrary proportion of above-mentioned two or three organic solvent.
4. the elastomerics according to claim 2 preparation method of the coordination cross-linked synergist of compound in triazine class, it is characterized in that the described Lewis base aqueous solution is meant sodium hydroxide, potassium hydroxide, yellow soda ash, salt of wormwood, sodium bicarbonate, saleratus, triethylamine, pyridine or N, the N-diisopropylethylamine aqueous solution.
5. elastomerics according to claim 2 is with the preparation method of the coordination cross-linked synergist of compound in triazine class, it is characterized in that described low temperature is meant to carry out under-3 ℃～5 ℃ temperature.
6. elastomerics according to claim 2 is with the preparation method of the coordination cross-linked synergist of compound in triazine class, it is characterized in that describedly when glycol amines being joined in the solution that is dissolved with cyanuric chloride, and three polychlorostyrene Qing ︰ glycol amines are the mol ratio of 1 ︰ 1～1.1.
7. elastomerics according to claim 2 is characterized in that the described an amount of Lewis base aqueous solution with the preparation method of the coordination cross-linked synergist of compound in triazine class, and the mol ratio that is meant Lewis base and cyanuric chloride is 1:1.
8. the elastomerics according to claim 2 preparation method of the coordination cross-linked synergist of compound in triazine class, the pH value that it is characterized in that described reaction system is between 6.0～7.5.
9. the elastomerics according to claim 2 preparation method of the coordination cross-linked synergist of compound in triazine class, it is characterized in that the described slow dropping Lewis base aqueous solution, total dropping time is 1.5～3 hours, described when joining glycol amines in the Ia solution, Ia ︰ glycol amines is the mol ratio of 1 ︰ 2～2.2.
10. elastomerics according to claim 2 is characterized in that with the preparation method of the coordination cross-linked synergist of compound in triazine class described glycol amines is meant glycol amines or their alkyl substitutive derivative.
11. elastomerics according to claim 10 is characterized in that with the preparation method of the coordination cross-linked synergist of compound in triazine class wherein glycol amines is meant dimethanolamine, diethanolamine, dipropanolamine, diisopropanolamine (DIPA), two butanolamines, diamyl hydramine, two hexanol amine or two enanthol amine.
12. elastomerics according to claim 10 is characterized in that with the preparation method of the coordination cross-linked synergist of compound in triazine class the alkyl substitutive derivative of glycol amines is meant methylene radical (CH in the glycol amines
2-) replaced the derivative that the back forms by alkyl or aryl, wherein alkyl is meant the alkyl of 1～4 carbonatoms, described aryl is meant the aryl of 6～9 carbonatomss.
13. the preparation elastomerics according to claim 2 coordination cross-linked synergist of compound in triazine class, it is characterized in that prepared compound in triazine class, possess hydrophilic property, be used for elastomeric coordination cross-linked synergist, be used for the synthetic initiated core of elastomerics fire retardant, fire retarding synergist, medicine, hyperbranched polymer and branch-shape polymer.
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| CN105013455A (en) * | 2015-07-02 | 2015-11-04 | 陕西科技大学 | Carboxyl terminated dendritic polymer adsorption material and preparation method thereof |
| CN106045928A (en) * | 2016-05-30 | 2016-10-26 | 南京林业大学 | Method for preparing triazine ring carbon-forming agent containing polyhydroxyl |
| CN109705942A (en) * | 2019-02-28 | 2019-05-03 | 盘锦辽河油田大力集团有限公司 | A kind of preparation method of steric hindrance amine type desulfurization and decarburization agent |
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| CN102643438A (en) * | 2012-05-15 | 2012-08-22 | 福建师范大学 | Solvent-free preparation method for char formation flame-retardant nitrogen and phosphorus-contained hyperbranched polymer |
| CN102643438B (en) * | 2012-05-15 | 2013-11-20 | 福建师范大学 | Solvent-free preparation method for char formation flame-retardant nitrogen and phosphorus-contained hyperbranched polymer |
| CN105013455A (en) * | 2015-07-02 | 2015-11-04 | 陕西科技大学 | Carboxyl terminated dendritic polymer adsorption material and preparation method thereof |
| CN106045928A (en) * | 2016-05-30 | 2016-10-26 | 南京林业大学 | Method for preparing triazine ring carbon-forming agent containing polyhydroxyl |
| CN109705942A (en) * | 2019-02-28 | 2019-05-03 | 盘锦辽河油田大力集团有限公司 | A kind of preparation method of steric hindrance amine type desulfurization and decarburization agent |
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