CN107082750A - The preparation of benzophenone hydazone derivative and its application in anti-aging expanded material - Google Patents
The preparation of benzophenone hydazone derivative and its application in anti-aging expanded material Download PDFInfo
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- CN107082750A CN107082750A CN201710352111.2A CN201710352111A CN107082750A CN 107082750 A CN107082750 A CN 107082750A CN 201710352111 A CN201710352111 A CN 201710352111A CN 107082750 A CN107082750 A CN 107082750A
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- Prior art keywords
- benzophenone
- hydazone derivative
- expanded material
- application
- hydazone
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C249/00—Preparation of compounds containing nitrogen atoms doubly-bound to a carbon skeleton
- C07C249/16—Preparation of compounds containing nitrogen atoms doubly-bound to a carbon skeleton of hydrazones
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
- C08J9/04—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2323/00—Characterised by the use of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Derivatives of such polymers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2423/00—Characterised by the use of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Derivatives of such polymers
- C08J2423/02—Characterised by the use of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Derivatives of such polymers not modified by chemical after treatment
- C08J2423/04—Homopolymers or copolymers of ethene
- C08J2423/06—Polyethene
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/20—Oxides; Hydroxides
- C08K3/22—Oxides; Hydroxides of metals
- C08K2003/2296—Oxides; Hydroxides of metals of zinc
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/24—Acids; Salts thereof
- C08K3/26—Carbonates; Bicarbonates
- C08K2003/265—Calcium, strontium or barium carbonate
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2201/00—Properties
- C08L2201/08—Stabilised against heat, light or radiation or oxydation
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2203/00—Applications
- C08L2203/14—Applications used for foams
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2312/00—Crosslinking
Abstract
The invention discloses a kind of preparation of benzophenone hydazone derivative and its application in anti-aging expanded material, utilize benzophenone derivates, hydrazine hydrate reacts in the environment of acidic ionic liquid is prepared into benzophenone hydazone derivative, and by its by low-temperature plasma modified into the easily compound that is polymerize and triggered, the group to form bigger molecule by being acted on cross-linking agents again, pass through batch mixing together with other expanded material preparing raw materials again, mill, slice, sulfur foam, it is cooled and shaped, anti-aging expanded material needed for the technological process of processing is prepared into, avoid the problem of small molecule ultraviolet absorber easily volatilizees and migrated, not only there is the prerequisite softness of common expanded material, excellent feel, skid resistance, elasticity, compression performance is good, and also possess good anti-ultraviolet property, it substantially prolongs the service life and aesthetic appearance persistence of its product；Absorption ultraviolet is reached, the doulbe-sides' victory state of influence is not produced with the performance of expanded material in itself.
Description
Technical field
The present invention relates to expanded material auxiliary agent field, more particularly to a kind of benzophenone hydazone derivative preparation and its anti-
Application in aging expanded material.
Background technology
Expanded material refers to produce the material that bubble makes the foaming of porous mass in material internal gasifier, with weight
Amount is light, specific strength height, excellent insulation performance, buffer capacity are notable and high adsorption capacity advantage, has been widely used
In fields such as auto industry, building industry, packaging industry, agricultural, water process and air filtrations；Such as manufacture foamed plastics, bubble
Foam rubber, foamed resin etc..
When expanded material is applied into some open spaces, exposure to sunshine and wind and weather in the case of compared with
It is many, on the one hand due in sunlight line containing a large amount of ultraviolet lights being harmful to colored objects, about 290-460 nanometers of its wavelength, these
Harmful ultraviolet light makes color molecule finally decompose colour fading by redox chemically, if expanded material is without certain
Anti-uv-ray, can also reduce the service life and aesthetic appearance persistence of its product.
Also there are the simple way by adding some UV resistant agents in expanded material, wherein Benzophenonehydrazones just at present
It is wherein conventional UV resistant agent, although the uvioresistant absorbability of itself is pretty good, but Benzophenonehydrazones belong to small
How the organic matter of molecule, the problem of easily occurring volatilization and migrate, extend its function life-span so that being applied to foaming
During material, it is worth research with persistently long-acting anti-ultraviolet function.
The content of the invention
Goal of the invention：In order to solve the problems of in the prior art, the present invention propose it is a kind of not only have it is excellent
Different anti-ultraviolet function, and be less likely to occur to volatilize and migrate, the preparation of the benzophenone hydazone derivative of chemical property temperature
And its application in anti-aging expanded material.
Technical scheme：To achieve these objectives, the present invention takes following technical scheme：The preparation of benzophenone hydazone derivative,
Comprise the following steps：
(1) bicarbonate sulphur hypochlorous acid, N- methylimidazoles, methylamine, the third three aldehyde are mixed and heated to 80-120 DEG C of maintenance 1-2h
Obtain acidic ionic liquid standby；
(2) it is 1 by mol ratio:70-90 DEG C is heated to after 12 benzophenone derivates, hydrazine hydrate mixing；
(3) acidic ionic liquid that step (1) is obtained is added dropwise while hot, 145-155 DEG C is warming up to, 3-4h is reacted；
(4) ether dissolution product is used, scrubbed, dry, vacuum distillation obtains benzophenone hydazone derivative head product；
(5) the low-temperature plasma modified processing of benzophenone hydazone derivative head product progress obtained step (4) is obtained
Benzophenone hydazone derivative.
It is more highly preferred to, the addition of the acidic ionic liquid is no more than benzophenone and the 20% of hydrazine hydrate total amount.
The invention also discloses a kind of above-mentioned application of benzophenone hydazone derivative, the system for anti-aging expanded material
It is standby.
Be more highly preferred to, applied to anti-aging expanded material preparation method be by polyolefin elastomer, regenerated polythene,
Foaming agent, zinc oxide, stearic acid, crosslinking agent, benzophenone hydazone derivative, calcium carbonate are placed in banbury and carry out mixing treatment, warp
Mill, slice, sulfur foam, cooling and shaping, cutting, punching, printing, anti-aging expanded material needed for obtaining.
It is more highly preferred to, the crosslinking agent is peroxidating lauryl.
It is more highly preferred to, the foaming agent is vegetalitas foaming agent.
It is more highly preferred to, the addition of the benzophenone hydazone derivative is the 3%-5% of total amount by weight.
It is more highly preferred to, benzophenone hydazone derivative and crosslinking agent first mix stirring and place 10- during the mixing treatment
More than 20min is placed in banbury and other raw material mixed processings again.
Beneficial effect：The preparation for a kind of benzophenone hydazone derivative that the present invention is provided and its in anti-aging expanded material
Application, reacted using benzophenone derivates, hydrazine hydrate in the environment of acidic ionic liquid and be prepared into Benzophenonehydrazones derivative
Thing, and by its by low-temperature plasma modified into the easily compound that is polymerize and triggered, then by with cross-linking agents
Effect forms the group of bigger molecule, then passes through together with other expanded material preparing raw materials batch mixing, mill, slice, vulcanization hair
Bubble, be cooled and shaped, the technological process of processing be prepared into needed for anti-aging expanded material, it is to avoid small molecule ultraviolet absorber holds
The problem of easily occurring volatilization and migrate, not only with the prerequisite softness of common expanded material, excellent feel, anti-skidding
Property, elasticity, compression performance it is good, and also possess good anti-ultraviolet property, substantially prolongs its product service life and
Aesthetic appearance persistence；Absorption ultraviolet is reached, the doulbe-sides' victory state of influence is not produced with the performance of expanded material in itself.
Embodiment
Embodiment 1：
The preparation of benzophenone hydazone derivative, comprises the following steps：
(1) bicarbonate sulphur hypochlorous acid, N- methylimidazoles, methylamine, the third three aldehyde are mixed and heated into 80 DEG C maintains 1h to obtain acid
Property ionic liquid is standby；
(2) it is 1 by mol ratio:70 DEG C are heated to after 12 benzophenone derivates, hydrazine hydrate mixing；
(3) acidic ionic liquid that step (1) is obtained is added dropwise while hot, 145 are warming up to, DEG C reaction 3h；
(4) ether dissolution product is used, scrubbed, dry, vacuum distillation obtains benzophenone hydazone derivative head product；
(5) the low-temperature plasma modified processing of benzophenone hydazone derivative head product progress obtained step (4) is obtained
Benzophenone hydazone derivative.
Embodiment 2：
The preparation of benzophenone hydazone derivative, comprises the following steps：
(1) bicarbonate sulphur hypochlorous acid, N- methylimidazoles, methylamine, the third three aldehyde are mixed and heated into 120 DEG C maintains 2h to obtain
Acidic ionic liquid is standby；
(2) it is 1 by mol ratio:90 DEG C are heated to after 12 benzophenone derivates, hydrazine hydrate mixing；
(3) acidic ionic liquid that step (1) is obtained is added dropwise while hot, 155 DEG C are warming up to, 4h is reacted；
(4) ether dissolution product is used, scrubbed, dry, vacuum distillation obtains benzophenone hydazone derivative head product；
(5) the low-temperature plasma modified processing of benzophenone hydazone derivative head product progress obtained step (4) is obtained
Benzophenone hydazone derivative.
Embodiment 3：
The preparation of benzophenone hydazone derivative, comprises the following steps：
(1) bicarbonate sulphur hypochlorous acid, N- methylimidazoles, methylamine, the third three aldehyde are mixed and heated into 100 DEG C maintains 1.5h to obtain
It is standby to acidic ionic liquid；
(2) it is 1 by mol ratio:80 DEG C are heated to after 12 benzophenone derivates, hydrazine hydrate mixing；
(3) acidic ionic liquid that step (1) is obtained is added dropwise while hot, 150 DEG C are warming up to, 3.5h is reacted；
(4) ether dissolution product is used, scrubbed, dry, vacuum distillation obtains benzophenone hydazone derivative head product；
(5) the low-temperature plasma modified processing of benzophenone hydazone derivative head product progress obtained step (4) is obtained
Benzophenone hydazone derivative.
Embodiment 4：
A kind of application of benzophenone hydazone derivative prepared by above-described embodiment 3, for the preparation of anti-aging expanded material,
Specific preparation method is by polyolefin elastomer, regenerated polythene, vegetalitas foaming agent, zinc oxide, stearic acid, peroxidating bay
Ester, benzophenone hydazone derivative, calcium carbonate are placed in banbury and carry out mixing treatment, through mill, slice, sulfur foam, are cooled to
Type, cutting, punching, printing, anti-aging expanded material needed for obtaining；Benzophenone hydazone derivative and crosslinking agent are first during mixing treatment
Mix stirring and place more than 10-20min and be placed in banbury and other raw material mixed processings again, and benzophenone hydazone derivative adds
Dosage is the 4% of total amount by weight.
Anti-aging expanded material prepared by embodiment 4 and it with the addition of the expanded material of common ultra-violet absorber and make
Anti-uv-ray test is carried out for comparative example, structure is as shown in table 1：
The embodiment 4 of table 1 is contrasted with comparative example uvioresistant absorbability
The benzophenone hydazone derivative of the invention prepared is can be seen that from upper table data and applies the expanded material prepared not
Only there are the prerequisite every excellent properties of common expanded material, and also possess good anti-ultraviolet property, prolong significantly
The service life and aesthetic appearance persistence of its product are grown.
It should be pointed out that for those skilled in the art, under the premise without departing from the principles of the invention,
Some improvement can also be made, these improvement also should be regarded as protection scope of the present invention.
Claims (8)
1. the preparation of benzophenone hydazone derivative, it is characterised in that comprise the following steps：
(1) bicarbonate sulphur hypochlorous acid, N- methylimidazoles, methylamine, the third three aldehyde are mixed and heated into 80-120 DEG C maintains 1-2h to obtain
Acidic ionic liquid is standby；
(2) it is 1 by mol ratio:70-90 DEG C is heated to after 12 benzophenone derivates, hydrazine hydrate mixing；
(3) acidic ionic liquid that step (1) is obtained is added dropwise while hot, 145-155 DEG C is warming up to, 3-4h is reacted；
(4) ether dissolution product is used, scrubbed, dry, vacuum distillation obtains benzophenone hydazone derivative head product；
(5) the benzophenone hydazone derivative head product for obtaining step (4) carries out low-temperature plasma modified processing and obtains hexichol
Ketone hydazone derivative.
2. the preparation of benzophenone hydazone derivative according to claim 1, it is characterised in that：The acidic ionic liquid adds
Dosage is no more than benzophenone and the 20% of hydrazine hydrate total amount.
3. the application of benzophenone hydazone derivative as claimed in claim 1, it is characterised in that for anti-aging expanded material
Prepare.
4. the application of benzophenone hydazone derivative according to claim 3, it is characterised in that by polyolefin elastomer, regeneration
Polyethylene, foaming agent, zinc oxide, stearic acid, crosslinking agent, benzophenone hydazone derivative, calcium carbonate are placed in banbury and carry out batch mixing
Processing, through mill, slice, sulfur foam, cooling and shaping, cutting, punching, printing, anti-aging expanded material needed for obtaining.
5. the application of benzophenone hydazone derivative according to claim 4, it is characterised in that：The crosslinking agent is peroxidating
Lauryl.
6. the application of benzophenone hydazone derivative according to claim 4, it is characterised in that：The foaming agent is vegetalitas
Foaming agent.
7. the application of benzophenone hydazone derivative according to claim 4, it is characterised in that：The Benzophenonehydrazones derive
The addition of thing is the 3%-5% of total amount by weight.
8. the application of benzophenone hydazone derivative according to claim 4, it is characterised in that：The hexichol during mixing treatment
Ketone hydazone derivative and crosslinking agent first mix stirring placement more than 10-20min and are placed in banbury and other raw material mixed processings again.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201710352111.2A CN107082750A (en) | 2017-05-18 | 2017-05-18 | The preparation of benzophenone hydazone derivative and its application in anti-aging expanded material |
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| Application Number | Priority Date | Filing Date | Title |
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| CN201710352111.2A CN107082750A (en) | 2017-05-18 | 2017-05-18 | The preparation of benzophenone hydazone derivative and its application in anti-aging expanded material |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115536546A (en) * | 2022-10-26 | 2022-12-30 | 重庆长风化学工业有限公司 | Synthesis method of benzophenone hydrazone |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1147978A (en) * | 1995-10-18 | 1997-04-23 | 吉步华 | Foaming material made of plant |
| CN1858037A (en) * | 2006-06-09 | 2006-11-08 | 浙江工业大学 | Synthetic method for benzophenonehydrazone |
| CN101487561A (en) * | 2008-01-18 | 2009-07-22 | 王广武 | Aluminum composite wood-plastic co-extrusion section bar |
| CN102718681A (en) * | 2012-07-02 | 2012-10-10 | 江汉大学 | Method for purifying yellowed benzophenone hydrazone |
| CN103642106A (en) * | 2013-10-09 | 2014-03-19 | 湖北工业大学 | Regenerated polyolefin/plant fibre composite foaming material and preparation method therefor |
| CN105873764A (en) * | 2013-12-24 | 2016-08-17 | 三洋化成工业株式会社 | Vehicle-interior material, and production method therefor |
-
2017
- 2017-05-18 CN CN201710352111.2A patent/CN107082750A/en active Pending
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1147978A (en) * | 1995-10-18 | 1997-04-23 | 吉步华 | Foaming material made of plant |
| CN1858037A (en) * | 2006-06-09 | 2006-11-08 | 浙江工业大学 | Synthetic method for benzophenonehydrazone |
| CN101487561A (en) * | 2008-01-18 | 2009-07-22 | 王广武 | Aluminum composite wood-plastic co-extrusion section bar |
| CN102718681A (en) * | 2012-07-02 | 2012-10-10 | 江汉大学 | Method for purifying yellowed benzophenone hydrazone |
| CN103642106A (en) * | 2013-10-09 | 2014-03-19 | 湖北工业大学 | Regenerated polyolefin/plant fibre composite foaming material and preparation method therefor |
| CN105873764A (en) * | 2013-12-24 | 2016-08-17 | 三洋化成工业株式会社 | Vehicle-interior material, and production method therefor |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115536546A (en) * | 2022-10-26 | 2022-12-30 | 重庆长风化学工业有限公司 | Synthesis method of benzophenone hydrazone |
| CN115536546B (en) * | 2022-10-26 | 2023-10-27 | 重庆长风化学工业有限公司 | Synthesis method of benzophenone hydrazone |
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