CN103275114A - Preparation method of long-chain unsaturated silane coupling agent, and wood-plastic composite material production technology - Google Patents
Preparation method of long-chain unsaturated silane coupling agent, and wood-plastic composite material production technology Download PDFInfo
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- CN103275114A CN103275114A CN2013101520507A CN201310152050A CN103275114A CN 103275114 A CN103275114 A CN 103275114A CN 2013101520507 A CN2013101520507 A CN 2013101520507A CN 201310152050 A CN201310152050 A CN 201310152050A CN 103275114 A CN103275114 A CN 103275114A
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Abstract
The invention discloses a preparation method of a long-chain unsaturated silane coupling agent, and a wood plastic material production technology. The preparation method comprises the following steps that long-chain unsaturated fatty acid and an alkali solution of which the mole amount is the same as the mole amount of the long-chain unsaturated fatty acid undergo a reaction to produce an unsaturated fatty acid salt; and the unsaturated fatty acid salt and chlorosilane of which the mole amount is the same as the mole amount of the unsaturated fatty acid salt undergo a reaction in the presence of tetrabutylammonium chloride to produce the long-chain unsaturated silane coupling agent. 100 parts of thermoplastic plastic, 50 to 150 parts of plant fiber powder, 1 to 15 parts of long-chain unsaturated silane, 1.5 to 5 parts of a lubricant and 0.5 to 1.5 parts of an initiator are subjected to in-situ reaction extrusion in an extruder to produce a wood-plastic composite material. The adopted long-chain unsaturated silane has moderate activity and can fully contact with the plant fiber powder and resin molecules so that the long-chain unsaturated silane and the plant fiber powder and the resin molecules undergo a chemical reaction; and through chemical bonding effects stronger than a dispersion force, high interface bonding strength is obtained and a doping amount and performances of plant fiber powder are greatly improved.
Description
Technical field
The present invention relates to a kind of preparation method of silane coupling agent and the production technique of wood plastic composite, specially refer to a kind of preparation method of long-chain unsaturated silane coupling agent and utilize this coupling agent to extrude the production technique of preparation high-intensity wood plastic composite by reaction in.
Background technology
Wood-plastic material is to adopt the compound and preparation of plant fiber powder (wood powder or agronomic crop fibre powder) and thermoplastics.Because the vegetable fibre main component is Mierocrystalline cellulose and hemicellulose, there is great amount of hydroxy group in the molecule, polarity is more intense, be not easy man-hour to disperse adding, and that thermoplasticss such as polypropylene have is significantly nonpolar, both compound tense boundary strengths are very poor, thereby weaken the mechanical property of Wood-plastic material greatly.Therefore in preparation Wood-plastic material process, must take measures, improve the consistency of vegetable fibre and plastics, increase the two-phase interface cohesive strength.
In production formula, introduce coupling agent, can improve the consistency between the two-phase, thereby improve the mechanical strength of material.Application number is that 201010528779.6 patent has adopted and adds 1% ~ 8% coupling agent and extrude the preparation Wood-plastic material.Application number is that 201010528680.6 patent has also adopted and adds 1% ~ 8% coupling agent and extrude the preparation Wood plastic boards.Major part contains carboxyl or ester group isopolarity group in the coupling agent, can or form hydrogen bond with the oh group generation esterification of vegetable fibre, thereby reduce the polarity of vegetable fibre.The weak point of this method is this class coupling agent, chain such as the alkyl end of vinyltriethoxysilane is all relatively lacked (alkyl end carbon atom number is 2 or 3), wood powder after the processing and the interface between the plastic molecules only exist between short alkyl and the plastic molecules and produce London force, interface binding intensity is less, the insufficient strength height of Wood-plastic material.
Adopt compatilizer also can increase the consistency of Wood-plastic material two-phase.Application number is that 201010610070 patent adopts 80-98 part polyolefin blend and 1-10 part functional monomer to obtain compatilizer with the twin screw extruder extruding pelletization under the initiator effect.Application number is that 201110257978 patent adopts isocynate silane coupling agent, dicumyl peroxide and polypropylene to make compatilizer by melt extruding.Compatilizer generally adopts polymer and polar monomer to react and prepares; Because percentage of grafting is lower, generally below 5%, so compatilizer main body composition is nonpolar macromole, and reactivity is poor, is difficult for surperficial contact of wood powder esterification taking place; Simultaneously still only being connected by London force between compatilizer and the plastics, interface binding intensity is still not high; Owing to these two reasons, the plant fiber powder volume that causes adopting compatilizer to prepare Wood-plastic material is not high yet.
Summary of the invention
The present invention is directed to the above-mentioned deficiency of prior art, its purpose is to provide a kind of preparation method of long-chain unsaturated silane coupling agent.This coupling agent molecule amount is littler than high molecular compatible agent, has good reactivity, is beneficial to the contact of vegetable fibre and resin; Simultaneously the chain of its alkyl end is longer than general coupling agent, easily and produce between the molecular resin and twine and the stronger reactive force of tool generation; And have in its molecule can be respectively and methoxyl group (oxyethyl group) and two key of wood powder and resin generation chemical reaction.
Another object of the present invention is to provide the production technique for preparing Wood-plastic material with this coupling agent.
Technical scheme of the present invention is: a kind of long-chain unsaturated silane coupling agent preparation method and Wood-plastic material production technique is characterized in that the long-chain unsaturated silane adopts the following steps preparation:
(1) long-chain unsaturated fatty acid is mixed with equimolar alkaline solution, fully stirred 10 ~ 30 minutes, obtain the jelly of unsaturated fatty acid salt at 100 ~ 150 ℃ of following vacuum-dryings, porphyrize;
(2) in there-necked flask, add polar solvent after, adding mol ratio is unsaturated fatty acid salt and the chlorine-containing silane of 1:1, and adds a certain amount of tetrabutylammonium chloride, heated and stirred, keeping temperature is 120 ~ 160 ℃, reacts 2 ~ 5 hours, and cooling is bled and removed by filter inorganic salt;
(3) cut below 140 ~ 160 ℃ is removed in decompression, collects the cut of 200 ~ 260 ℃/1mmHg, obtains long-chain unsaturated silane coupling agent.
In the technique scheme, the molecular formula of described long-chain unsaturated fatty acid is C
nH
2n-1COOH(n〉4).
In the technique scheme, described alkaline solution is wherein a kind of of the aqueous solution of aqueous sodium hydroxide solution, potassium hydroxide.
In the technique scheme, described chlorine-containing silane is the 3-chloropropylmethyldimethoxysilane, 3-r-chloropropyl trimethoxyl silane, 3-chloropropyl methyldiethoxysilane, a kind of in the 3-chloropropyl triethoxysilane.
In the technique scheme, described solvent is N, a kind of in dinethylformamide, methyl alcohol, ethanol, acetic acid, Virahol, pyridine, Tetramethyl Ethylene Diamine, dioxane, the tetrahydrofuran (THF).
A kind of long-chain unsaturated silane coupling agent preparation method and Wood-plastic material production technique, its feature adopts the following steps preparation at Wood-plastic material:
(1) select the raw material of following weight for use:
| Thermoplastics | 100 parts |
| Plant fiber powder | 50～250 parts |
| The long-chain unsaturated silane | 5～15 parts |
| Lubricant | 1.5～5 parts |
| Initiator | 0.5 ~ 1.5 parts |
(2) with long-chain unsaturated silane and alcohol and water mixing wiring solution-forming; Initiator is dissolved in wiring solution-forming behind the acetone;
(3) plant fiber powder is inserted homogenizer, add the ethanolic soln of long-chain unsaturated silane and the acetone soln of initiator, stirred 10 ~ 30 minutes, the plant fiber powder after will handling after the taking-up is following dry 1 ~ 2 hour at 80～120 ℃; The hydroxyl that methoxyl group in the silane coupling agent or oxyethyl group hydrolysis generate and the hydroxyl condensation in the plant fiber powder make the plant fiber powder surface be covered by the long chain alkane chain, obtain the plant fiber powder of modification;
(4) said mixture is mixed with lubricant and thermoplastics, in forcing machine, extrude, obtain wood plastic composite.The temperature of forcing machine is between 140 ~ 200 ℃, and the situ-formed graft reaction takes place under initiator causes for two keys and thermoplastic resin in the long chain alkane of modified plant fibers powder surface, makes the firm combination of plant fiber powder and resin.
Described thermoplastics is the mixture that polyethylene or polypropylene or above-mentioned each component are arbitrarily made with.
Described initiator is dibenzoyl peroxide or di-t-butyl peroxide or dicumyl peroxide or the mixture that is arbitrarily made with for above-mentioned each component.
Described lubricant is the mixture that a kind of or above-mentioned each component of stearic acid or paraffin is arbitrarily made with.
Technical scheme provided by the invention has following characteristics:
A. the long-chain unsaturated silane chain molecular weight that adopts of the present invention is little more than compatilizer, and what molecular activity will be good than compatilizer is many, so the hydroxyl that forms after the silane molecule hydrolysis can fully contact with the hydroxyl of plant fiber powder and condensation reaction takes place;
B. the alkyl chain in the long-chain unsaturated silane molecular structure is longer than general coupling agent chain, and the wood powder after the processing can be by the bigger London force that produces between chain alkyl and the plastic molecules;
C. the unsaturated double-bond in the long-chain unsaturated silane molecule can react with resin generation situ-formed graft under the initiator effect, utilizes the much bigger chemical bonding effect of specific dispersion power, obtains high interface binding intensity, increases substantially the plant fiber powder volume;
D. required equipment only is common synthesis device and polymer shaping processing units, and less investment is simple to operate;
E. obtain Wood-plastic material plant fiber powder addition height, cost is low, has stronger competitive power; Product strength height, good toughness can satisfy the use needs of multiple occasion; Product asepsis environment-protecting, recyclable.
Embodiment
Below in conjunction with example the present invention is specifically described.
Technical scheme of the present invention is: a kind of long-chain unsaturated silane coupling agent preparation method and Wood-plastic material production technique, it is characterized in that the long-chain unsaturated silane adopts the following steps preparation: mix long-chain unsaturated fatty acid (1) with equimolar alkaline solution, fully stirred 10 ~ 30 minutes, obtain the jelly of unsaturated fatty acid salt at 100 ~ 150 ℃ of following vacuum-dryings, porphyrize; (2) in there-necked flask, add solvent after, adding mol ratio is unsaturated fatty acid salt and the chlorine-containing silane of 1:1, and adds a certain amount of tetrabutylammonium chloride, heated and stirred, keeping temperature is 120 ~ 160 ℃, reacts 2 ~ 5 hours, and cooling is bled and removed by filter inorganic salt; (3) cut below 140 ~ 160 ℃ is removed in decompression, collects the cut of 200 ~ 260 ℃/1mmHg, obtains long-chain unsaturated silane coupling agent.
A kind of long-chain unsaturated silane coupling agent preparation method and Wood-plastic material production technique, it is characterized in that Wood-plastic material prepares in the following manner: get the raw materials ready by the material of following weight fraction (1): 100 parts of thermoplasticss, 50～150 parts of plant fiber powders, 1～15 part of long-chain unsaturated silane, 1.5～5 parts of calcium stearates, 0.5 ~ 1.5 part of initiator; (2) with long-chain unsaturated silane and alcohol and water mixing wiring solution-forming; Initiator is dissolved in wiring solution-forming behind the acetone; (3) plant fiber powder is inserted homogenizer, add the solution of long-chain unsaturated silane and the acetone soln of initiator, stirred 10 ~ 30 minutes, the plant fiber powder after will handling after the taking-up carries out drying treatment, is specially at 80～120 ℃ to handle 1～2 hour down; (4) said mixture is mixed with lubricant and thermoplastics, reaction in is extruded in forcing machine, obtains wood plastic composite.The temperature of forcing machine is at 140 ~ 200 ℃.
Embodiment 1
(1) undecylenic acid is mixed with equimolar potassium hydroxide solution, fully stirred 20 minutes, obtain the jelly of potassium undecylenate at 120 ℃ of following vacuum-dryings, porphyrize; (2) add N in there-necked flask, behind the dinethylformamide, adding mol ratio is potassium undecylenate and the 3-chloropropyl triethoxysilane of 1:1, and add a certain amount of tetrabutylammonium chloride, and heated and stirred, keeping temperature is 140 ℃, reacted 3 hours, cooling is bled and is removed by filter Repone K; (3) cut below 140 ~ 160 ℃ is removed in decompression, collects the cut of 200 ℃/1mmHg, obtains long-chain unsaturated silane coupling agent hendecene acyloxy propyl-triethoxysilicane.(4) get the raw materials ready by the material of following weight fraction: 100 parts of acrylic plastering, 140 parts of plant fiber powders, 5 parts of long-chain unsaturated silanes, 1.5 parts of stearic acid, 0.5 part of initiator dicumyl peroxide, 0.5 part of peroxidation di-t-butyl; (5) with long-chain unsaturated silane and ethanol and water mixing wiring solution-forming; Initiator is dissolved in wiring solution-forming behind the acetone; (6) plant fiber powder is inserted homogenizer, add the acetone soln of long-chain unsaturated silane solution and initiator, stirred 20 minutes, the plant fiber powder after will handling after the taking-up carries out drying treatment, is specially at 120 ℃ to handle 2 hours down; (7) said mixture is mixed with lubricant and thermoplastics, in forcing machine, extrude, obtain wood plastic composite.The temperature in each district of forcing machine is respectively 160 ℃, 170 ℃, 180 ℃ and 185 ℃, and head temperature is 170 ℃.The tensile strength of the Wood-plastic material that obtains is 15.7MPa, and shock strength is 11.8kJ/m
2
Embodiment 2
(1) oleic acid is mixed with equimolar potassium hydroxide solution, fully stirred 20 minutes, obtain the jelly of potassium oleate at 120 ℃ of following vacuum-dryings, porphyrize; (2) add N in there-necked flask, behind the dinethylformamide, adding mol ratio is potassium oleate and the 3-r-chloropropyl trimethoxyl silane of 1:1, and add a certain amount of tetrabutylammonium chloride, and heated and stirred, keeping temperature is 120 ℃, reacted 2 hours, cooling is bled and is removed by filter Repone K; (3) cut below 140 ~ 160 ℃ is removed in decompression, collects the cut of 220 ℃/1mmHg, obtains long-chain unsaturated silane coupling agent oleic acid acyloxy propyl trimethoxy silicane.(4) get the raw materials ready by the material of following weight fraction: 100 parts of acrylic plastering, 120 parts of plant fiber powders, 5 parts of long-chain unsaturated silanes, stearic acid 1.5,0.5 part of initiator dicumyl peroxide, 0.5 part of peroxidation di-t-butyl; (5) with long-chain unsaturated silane and methyl alcohol and water mixing wiring solution-forming; Initiator is dissolved in wiring solution-forming behind the acetone; (6) plant fiber powder is inserted homogenizer, add the acetone soln of long-chain unsaturated silane solution and initiator, stirred 20 minutes, the plant fiber powder after will handling after the taking-up carries out drying treatment, is specially at 120 ℃ to handle 2 hours down; (7) said mixture is mixed with lubricant and thermoplastics, in forcing machine, extrude, obtain wood plastic composite.The temperature in each district of forcing machine is respectively 160 ℃, 170 ℃, 180 ℃ and 185 ℃, and head temperature is 170 ℃.The tensile strength of the Wood-plastic material that obtains is that the tensile strength of the Wood-plastic material that obtains is 19.1MPa, and shock strength is 12.2kJ/m
2
Embodiment 3
(1) undecylenic acid is mixed with equimolar sodium hydroxide solution, fully stirred 20 minutes, obtain the jelly of undecylenic acid sodium at 120 ℃ of following vacuum-dryings, porphyrize; (2) in there-necked flask, add N, behind the dinethylformamide, adding mol ratio is undecylenic acid sodium and the 3-chloropropylmethyldimethoxysilane of 1:1, and add a certain amount of tetrabutylammonium chloride, heated and stirred, keeping temperature is 120 ℃, reacts 3 hours, and cooling is bled and removed by filter sodium-chlor; (3) cut below 140 ~ 160 ℃ is removed in decompression, collects the cut of 210 ℃/1mmHg, obtains long-chain unsaturated silane coupling agent hendecene acyloxy propyl group methyl dimethoxysilane.(4) get the raw materials ready by the material of following weight fraction: 100 parts of acrylic plastering, 100 parts of plant fiber powders, 5 parts of long-chain unsaturated silanes, stearic acid 1.5 powder, 0.5 part of initiator dicumyl peroxide, 0.5 part of peroxidation di-t-butyl; (5) with long-chain unsaturated silane and methyl alcohol and water mixing wiring solution-forming; Initiator is dissolved in wiring solution-forming behind the acetone; (6) plant fiber powder is inserted homogenizer, add the acetone soln of long-chain unsaturated silane solution and initiator, stirred 20 minutes, the plant fiber powder after will handling after the taking-up carries out drying treatment, is specially at 120 ℃ to handle 2 hours down; (7) said mixture is mixed with lubricant and thermoplastics, in forcing machine, extrude, obtain wood plastic composite.The temperature in each district of forcing machine is respectively 160 ℃, 170 ℃, 180 ℃ and 185 ℃, and head temperature is 170 ℃.The temperature in each district of forcing machine is respectively 160 ℃, 170 ℃, 180 ℃ and 185 ℃, and head temperature is 170 ℃.The tensile strength of the Wood-plastic material that obtains is 19.8MPa, and shock strength is 13.8kJ/m
2
Embodiment 4
(1) undecylenic acid is mixed with equimolar potassium hydroxide solution, fully stirred 20 minutes, obtain the jelly of potassium undecylenate at 120 ℃ of following vacuum-dryings, porphyrize; (2) in there-necked flask, add N, behind the dinethylformamide, adding mol ratio is potassium undecylenate and the 3-chloropropyl methyldiethoxysilane of 1:1, and add a certain amount of tetrabutylammonium chloride, heated and stirred, keeping temperature is 140 ℃, reacts 3 hours, and cooling is bled and removed by filter Repone K; (3) cut below 140 ~ 160 ℃ is removed in decompression, collects the cut of 200 ℃/1mmHg, obtains long-chain unsaturated silane coupling agent hendecene acyloxy methyldiethoxysilane.(4) get the raw materials ready by the material of following weight fraction.100 parts of acrylic plastering, 80 parts of plant fiber powders, 5 parts of long-chain unsaturated silanes, 1.5 parts of stearic acid, 0.5 part of initiator dicumyl peroxide, 0.5 part of peroxidation di-t-butyl; (5) with long-chain unsaturated silane and ethanol and water wiring solution-forming; Initiator is dissolved in wiring solution-forming behind the acetone; (6) plant fiber powder is inserted homogenizer, add the acetone soln of long-chain unsaturated silane solution and initiator, stirred 20 minutes, the plant fiber powder after will handling after the taking-up carries out drying treatment, is specially at 120 ℃ to handle 2 hours down; (7) said mixture is mixed with lubricant and thermoplastics, in forcing machine, extrude, obtain wood plastic composite.The temperature in each district of forcing machine is respectively 160 ℃, 170 ℃, 180 ℃ and 185 ℃, and head temperature is 170 ℃.The tensile strength of the Wood-plastic material that obtains is 21.8MPa, and shock strength is 14.7kJ/m
2
The present invention is not limited to the cited scheme of above examples of implementation, so long as the scheme that this specification sheets summary of the invention is mentioned all can be implemented.
Claims (7)
1. a long-chain unsaturated silane coupling agent preparation method and Wood-plastic material production technique is characterized in that the long-chain unsaturated silane adopts the following steps preparation:
(1) long-chain unsaturated fatty acid is mixed with equimolar alkaline solution, fully stirred 10 ~ 30 minutes, the jelly of the unsaturated fatty acid salt that obtains is at 100 ~ 150 ℃ of following vacuum-dryings, porphyrize;
(2) in there-necked flask, add solvent after, adding mol ratio is unsaturated fatty acid salt and the chlorine-containing silane of 1:1, and adds a certain amount of tetrabutylammonium chloride, heated and stirred, keeping temperature is 120 ~ 160 ℃, reacts 2 ~ 5 hours, and cooling is bled and removed by filter inorganic salt;
(3) cut below 140 ~ 160 ℃ is removed in decompression, collects the cut of 200 ~ 260 ℃/1mmHg, obtains long-chain unsaturated silane coupling agent.
2. according to right 1 requirement, described long-chain unsaturated fatty acid is a kind of in physetoleic acid, oleic acid and the undecylenic acid.
3. according to right 1 requirement, described chlorine-containing silane is the 3-chloropropylmethyldimethoxysilane, 3-r-chloropropyl trimethoxyl silane, 3-chloropropyl methyldiethoxysilane, a kind of in the 3-chloropropyl triethoxysilane.
4. according to right 1 requirement, described solvent is N, a kind of in dinethylformamide, methyl alcohol, ethanol, acetic acid, Virahol, pyridine, Tetramethyl Ethylene Diamine, dioxane, the tetrahydrofuran (THF).
5. a long-chain unsaturated silane coupling agent preparation method and Wood-plastic material production technique, its feature adopts the following steps preparation at Wood-plastic material:
(1) select the raw material of following weight for use:
100 parts of thermoplasticss, 50～250 parts of plant fiber powders,
5～15 parts of long-chain unsaturated silanes, 1.5～5 parts of lubricants,
0.5 ~ 1.5 part of initiator;
(2) with long-chain unsaturated silane and alcohol and water wiring solution-forming; Initiator is dissolved in wiring solution-forming behind the acetone;
(3) plant fiber powder is inserted homogenizer, the acetone soln that adds long-chain unsaturated silane solution and initiator, stirred 10 ~ 30 minutes, the plant fiber powder after will handling after the taking-up carries out drying treatment, is specially 80～120 ℃ of following vacuum-dryings 1～2 hour;
(4) said mixture is mixed with lubricant and thermoplastics, extrude in forcing machine, obtain wood plastic composite, the temperature of forcing machine is at 140 ~ 200 ℃.
6. described thermoplastics is the mixture that polyethylene or polypropylene or above-mentioned each component are arbitrarily made with.
7. described initiator is dibenzoyl peroxide or di-t-butyl peroxide or dicumyl peroxide or the mixture that is arbitrarily made with for above-mentioned each component.
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105175850A (en) * | 2015-08-12 | 2015-12-23 | 南通拜林新材料科技有限公司 | Method for preparing polyethylene/nano barium sulfate master batch by using in-situ graft polymerization |
| CN108864553A (en) * | 2018-08-01 | 2018-11-23 | 南京工业大学 | A kind of in-situ modified plant long fibre and the preparation method and application thereof |
| CN111893806A (en) * | 2020-08-06 | 2020-11-06 | 东阳市琰安建筑工程有限公司 | Preparation method of flame-retardant plant-based wall decoration material |
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| GB1508055A (en) * | 1974-10-19 | 1978-04-19 | Goldschmidt Ag Th | Use of organo-silicon compounds as release agents |
| CN102260285A (en) * | 2011-07-10 | 2011-11-30 | 天津市圣滨化工有限公司 | Production method of gamma-methacrylic acyloxy propyl trimethoxy silane |
| CN102924954A (en) * | 2012-11-12 | 2013-02-13 | 盐城工学院 | Method for preparing wood-plastic composite materials by using cotton straws |
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2013
- 2013-04-27 CN CN2013101520507A patent/CN103275114A/en active Pending
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| GB1508055A (en) * | 1974-10-19 | 1978-04-19 | Goldschmidt Ag Th | Use of organo-silicon compounds as release agents |
| CN102260285A (en) * | 2011-07-10 | 2011-11-30 | 天津市圣滨化工有限公司 | Production method of gamma-methacrylic acyloxy propyl trimethoxy silane |
| CN102924954A (en) * | 2012-11-12 | 2013-02-13 | 盐城工学院 | Method for preparing wood-plastic composite materials by using cotton straws |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105175850A (en) * | 2015-08-12 | 2015-12-23 | 南通拜林新材料科技有限公司 | Method for preparing polyethylene/nano barium sulfate master batch by using in-situ graft polymerization |
| CN108864553A (en) * | 2018-08-01 | 2018-11-23 | 南京工业大学 | A kind of in-situ modified plant long fibre and the preparation method and application thereof |
| CN111893806A (en) * | 2020-08-06 | 2020-11-06 | 东阳市琰安建筑工程有限公司 | Preparation method of flame-retardant plant-based wall decoration material |
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Application publication date: 20130904 |