CN104845012A - Oxygen absorbing resin blend, oxygen absorbing film, oxygen absorbing multilayer structure and preparation method thereof - Google Patents
Oxygen absorbing resin blend, oxygen absorbing film, oxygen absorbing multilayer structure and preparation method thereof Download PDFInfo
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- CN104845012A CN104845012A CN201510170535.8A CN201510170535A CN104845012A CN 104845012 A CN104845012 A CN 104845012A CN 201510170535 A CN201510170535 A CN 201510170535A CN 104845012 A CN104845012 A CN 104845012A
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- oxygen uptake
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- resin blend
- oxygen absorbing
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Abstract
The invention relates to an oxygen absorbing resin blend with excellent oxygen absorbing under room temperature and low temperature, an oxygen absorbing film containing the oxygen absorbing resin blend, and an oxygen absorbing multilayer structure containing an oxygen absorbing layer of the oxygen absorbing resin blend. The oxygen absorbing resin blend is composed of an oxidizable organic compound, an initiator, and a transition metal catalyst. Absorption of oxygen by the oxygen absorbing resin blend is initiated by ultraviolet irradiation. The oxygen absorbing resin blend is formed by blending an oxidizable organic compound conjugated diene polymer cyclocompound with terpene and adding an initiator and a transition metal catalyst. The preparation method includes: (1) preparing the conjugated diene polymer cyclocompound; (2) adding terpene and mixing the mixture evenly; (3) adding the initiator and transition metal catalyst, and mixing the materials evenly; and (4) conducting casting and vacuum drying. The oxygen absorbing resin blend, the oxygen absorbing film and oxygen absorbing multilayer structure prepared by the method provided by the invention have excellent oxygen absorption properties under room temperature and low temperature.
Description
Technical field
The present invention relates to food oxygen absorbing packaging material, particularly relate to the equal excellent oxygen uptake resin blend of oxygen uptake performance under room temperature and low temperature, comprise the oxygen-absorbing film of this oxygen uptake resin blend and comprise the oxygen-absorbing multilayer structure of the oxygen uptake layer comprising this oxygen uptake resin blend, belong to packaging material for food technical field.
Background technology
Usually can there is quality badness because of oxidation to the food of oxygen sensitive, beverage, medicine, therefore need to preserve under anaerobic or the few condition of oxygen.
The traditional method reducing oxygen content in packaging has gas displacement and vacuumizes, but these methods can not completely except the oxygen in unlap, and the oxygen still having 2% ~ 3% remains.And once packaging Kaifeng, air then enters from outside, cannot prevent quality badness.
The packed oxygen absorbent placed in packing bag based on iron powder can remove this part oxygen effectively.The method cost is low, and oxygen absorption rate is also fast, but is not suitable for liquid type food, or uses metal locator to detect foreign matter, or packaging is directly used in the environment of microwave heating, and human consumer also may be caused in addition to eat by mistake.
Therefore, directly the material with oxygen uptake function is added directly in wrapping material, makes wrapping material self have the ability initiatively removing oxygen and cause and pay close attention to widely.At present, this type of oxygen absorbing packaging material is successfully applied to food packaging applications abroad, for extending Food Shelf-life and controlling food quality and safety.
But usually at low temperatures, the oxygen uptake effect of these oxygen uptake wrapping material is bad, shows as induction period and extend, even do not absorb oxygen with oxygen reaction.
Summary of the invention
For the above-mentioned shortcoming that prior art exists, the object of the invention is to provide a kind of oxygen uptake resin blend that oxygen uptake performance is all excellent under room temperature and low temperature, comprise the oxygen-absorbing film of this oxygen uptake resin blend and comprise the oxygen-absorbing multilayer structure of the oxygen uptake layer comprising this oxygen uptake resin blend.
Oxygen-absorbing film of the present invention comprises oxygen uptake resin blend of the present invention and oxygen uptake resin is added into the oxygen-absorbing film prepared in base material.It should be noted that, as long as no specified otherwise, the concept of film had both comprised film and had also comprised thin slice, can strictly distinguish according to thickness.
The method preparing film is not particularly limited, and can adopt conventional method.Such as adopt solution casting, that is, oxygen uptake resin blend of the present invention and base material are dissolved in solvent, are then coated with and carry out drying on a flat surface.In addition, also by by oxygen uptake resin blend and base material etc. after forcing machine melting mixing, carry out blowing, stretching etc. and obtain.
Oxygen-absorbing multilayer structure of the present invention at least comprises the oxygen uptake layer containing this oxygen uptake resin blend.According to the formation of multilayered structure, oxygen-absorbing multilayer structure of the present invention is the multilayered structure at least with barrier layer/oxygen uptake layer/sealing ply, oxygen uptake layer both can absorb the oxygen through barrier material layer from outside, can absorb again the oxygen of the packaging vessel inside through sealing material layer.
For the manufacture method of oxygen-absorbing multilayer structure of the present invention, each single thin film forming this multilayered structure first can be obtained, then they are laminated, known coextrusion mold method also can be adopted directly to form multilayered structure.Single thin film can prepare according to the method that oxygen uptake resin blend of the present invention is prepared into film.The single thin film obtained is utilized to obtain oxygen-absorbing multilayer structure by methods such as laminating, coating method, dry type compounds.
Technical scheme is as follows:
A kind of oxygen uptake resin blend that oxygen uptake performance is all excellent under room temperature and low temperature, it is characterized in that: its oxidable organic compound is made up of the cyclized product of conjugated diene polymer of 69 ~ 90% and the terpenes of 10% ~ 20%, and be added with the transition-metal catalyst of 0.001 ~ 1% and the initiator of 0.01 ~ 10%.
It should be noted that, unless otherwise specified, then " % " is quality criteria.
Concrete preparation process is as follows:
(1) conjugated diolefin polymer is dissolved in hexanaphthene, under the effect of catalyzer, carries out cyclization, react 2h at 70 DEG C after, add terminator termination reaction.
(2) (1) gained reactant is passed through azeotropic reflux dewatering at 80 DEG C, filter afterwards and remove catalyst residue, obtain ring compound solution.
(3) add terpene material, initiator and transition-metal catalyst in the ring compound solution obtained to (2), stir and make to mix, obtain oxygen uptake resin blend solution.
(4) by the oxygen uptake resin blend solution coat that obtains on a flat surface, dry in vacuum drying oven, obtain oxygen uptake resin blend film.
The oxygen uptake resin blend film of preparation is cut into the size of certain size, accurately weighs, after UV-irradiation, put into the vial (concentration of vial primary oxygen is 20.9%) of 100mL, preserve at 23 DEG C, regularly use O
2the concentration of oxygen in analysis-e/or determining vial.
By Mass Calculation oxygen absorbed (mL/g) and the oxygen absorption rate (mL/gcm of the oxygen concn of gained, oxygen concn 20.9% before on-test and film
2day).
Compared with prior art, the present invention has following beneficial effect:
1. not only at room temperature there is excellent oxygen uptake performance, and oxygen uptake performance is at low temperatures also better.
2. directly oxygen uptake resin blend be added into packing film inside instead of be added into package interior with the form of packed pouch, comparing the latter, simplify packaging process flow on the one hand, avoid the possibility that human consumer eats by mistake on the other hand.
The oxygen-absorbing film of the present invention using this oxygen uptake resin blend to obtain and oxygen-absorbing multilayer structure, it is excellent performance under room temperature and low temperature, is suitable as the packaging of various food, beverage, makeup, medicine etc.
Accompanying drawing explanation
Fig. 1 is the oxygen uptake design sketch of the embodiment of the present invention 1 made cyclisation SBS oxygen uptake blend thin films.
Fig. 2 is the oxygen uptake design sketch of the embodiment of the present invention 2 made cyclisation SBS-terpenes oxygen uptake blend thin films.
Fig. 3 is the oxygen uptake design sketch of the embodiment of the present invention 3 made cyclisation SBS-terpenes oxygen uptake blend thin films.
Fig. 4 is the oxygen uptake design sketch of the embodiment of the present invention 4 made cyclisation SIS oxygen uptake blend thin films.
Fig. 5 is the oxygen uptake design sketch of the embodiment of the present invention 5 made cyclisation SIS-terpenes oxygen uptake blend thin films.
Fig. 6 is the oxygen uptake design sketch of the embodiment of the present invention 6 made cyclisation SIS-α terpenes oxygen uptake blend thin films.
Embodiment
Below enumerate embodiment to illustrating the present invention further.
It should be noted that, if no special instructions, in following examples, involved each raw material and reagent are commercially available general commodity, and involved each production unit and test method all belong to this area routine.
Oxygen uptake resin blend film preparation embodiment
Embodiment 1
The present embodiment cyclisation SBS oxygen uptake blend thin films preparation process is as follows:
(1) SBS is dissolved in hexanaphthene, under the effect of catalyzer, carries out cyclization.React after 2 hours at 70 DEG C, add containing terminator termination reaction.
(2) gained reactant is removed moisture by azeotropic reflux dewatering at 80 DEG C, filter afterwards and remove catalyst residue, obtain cyclisation SBS solution.
(3) according to cyclisation SBS: benzophenone: the mass ratio of cobaltous acetate=100:0.1:0.1, successively benzophenone, cobaltous acetate add in cyclisation SBS solution, stir and make to mix, and obtain inhaling cyclisation SBS oxygen uptake blend solution.
(4) by the cyclisation SBS oxygen uptake blend solution coat that obtains on a flat surface, then dry in vacuum drying oven, obtain cyclisation SBS oxygen uptake blend thin films.
Embodiment 2
The present embodiment cyclisation SBS-terpenes oxygen uptake blend thin films preparation process is as follows:
(1) SBS is dissolved in hexanaphthene, under the effect of catalyzer, carries out cyclization.React after 2 hours at 70 DEG C, add containing terminator termination reaction.
(2) gained reactant is removed moisture by azeotropic reflux dewatering at 80 DEG C, filter afterwards and remove catalyst residue, obtain cyclisation SBS solution.
(3) according to cyclisation SBS: benzophenone: cobaltous acetate: the mass ratio of terpenes=100:0.05:0.05:12.5, successively benzophenone, cobaltous acetate and terpenes add in cyclisation SBS solution, stirring makes to mix, and obtains inhaling cyclisation SBS oxygen uptake blend solution.
(4) by the cyclisation SBS-terpenes oxygen uptake blend solution coat that obtains on a flat surface, then dry in vacuum drying oven, obtain cyclisation SBS-terpenes oxygen uptake blend thin films.
Embodiment 3
The present embodiment cyclisation SBS-terpenes oxygen uptake blend thin films preparation process is as follows:
(1) SBS is dissolved in hexanaphthene, under the effect of catalyzer, carries out cyclization.React after 2 hours at 70 DEG C, add containing terminator termination reaction.
(2) gained reactant is removed moisture by azeotropic reflux dewatering at 80 DEG C, filter afterwards and remove catalyst residue, obtain cyclisation SBS solution.
(3) according to cyclisation SBS: benzophenone: cobaltous acetate: the mass ratio of terpenes=100:2.5:2.5:14.5, successively benzophenone, cobaltous acetate and terpenes add in cyclisation SBS solution, stirring makes to mix, and obtains inhaling cyclisation SBS oxygen uptake blend solution.
(4) by the cyclisation SBS-terpenes oxygen uptake blend solution coat that obtains on the face of general planar, then dry in vacuum drying oven, obtain cyclisation SBS-terpenes oxygen uptake blend thin films.
Embodiment 4
The present embodiment cyclisation SIS oxygen uptake blend thin films preparation process is as follows:
(1) SIS is dissolved in hexanaphthene, under the effect of catalyzer, carries out cyclization.React after 2 hours at 70 DEG C, add containing terminator termination reaction.
(2) gained reactant is removed moisture by azeotropic reflux dewatering at 80 DEG C, filter afterwards and remove catalyst residue, obtain cyclisation SIS solution.
(3) according to cyclisation SIS: benzophenone: the mass ratio of cobaltous acetate=100:0.1:0.1, successively benzophenone, cobaltous acetate are added in cyclisation SBS solution, stir and make to mix, obtain inhaling cyclisation SIS oxygen uptake blend solution.
(4) by the cyclisation SIS oxygen uptake blend solution coat that obtains on a flat surface, then dry in vacuum drying oven, obtain cyclisation SIS oxygen uptake blend thin films.
Embodiment 5
The present embodiment cyclisation SIS-terpenes oxygen uptake blend thin films preparation process is as follows:
(1) SIS is dissolved in hexanaphthene, under the effect of catalyzer, carries out cyclization.React after 2 hours at 70 DEG C, add containing terminator termination reaction.
(2) gained reactant is removed moisture by azeotropic reflux dewatering at 80 DEG C, filter afterwards and remove catalyst residue, obtain cyclisation SIS solution.
(3) according to cyclisation SIS: benzophenone: cobaltous acetate: the mass ratio of terpenes=100:0.05:0.05:12.5, successively benzophenone, cobaltous acetate and terpenes add in cyclisation SIS solution, stirring makes to mix, and obtains inhaling cyclisation SIS oxygen uptake blend solution.
(4) by the cyclisation SIS-terpenes oxygen uptake blend solution coat that obtains on a flat surface, then dry in vacuum drying oven, obtain cyclisation SIS-terpenes oxygen uptake blend thin films.
Embodiment 6
The present embodiment cyclisation SIS-terpenes oxygen uptake blend thin films preparation process is as follows:
(1) SIS is dissolved in hexanaphthene, under the effect of catalyzer, carries out cyclization.React after 2 hours at 70 DEG C, add containing terminator termination reaction.
(2) gained reactant is removed moisture by azeotropic reflux dewatering at 80 DEG C, filter afterwards and remove catalyst residue, obtain cyclisation SIS solution.
(3) according to cyclisation SIS: benzophenone: cobaltous acetate: the mass ratio of terpenes=100:2.5:2.5:14.5, successively benzophenone, cobaltous acetate and terpenes add in cyclisation SIS solution, stirring makes to mix, and obtains inhaling cyclisation SIS oxygen uptake blend solution.
(4) by the cyclisation SIS-terpenes oxygen uptake blend solution coat that obtains on the face of general planar, then dry in vacuum drying oven, obtain cyclisation SIS-terpenes oxygen uptake blend thin films.
Obtained oxygen uptake blend thin films is cut into the size of 7.5cm*2.5cm, accurately weighs, after UV-irradiation, put into the vial (concentration of vial primary oxygen is 20.9%) of 100mL, preserve at 23 DEG C, 4 DEG C respectively, regularly use O
2the concentration of oxygen in analysis-e/or determining vial.
Fig. 1 and Fig. 4 show respectively cyclisation SBS and the oxygen uptake effect comparison result of cyclisation SIS oxygen uptake blend thin films respectively under 23 DEG C, 4 DEG C conditions.As can be seen from Figure 1, under 23 DEG C of conditions, cyclisation SBS oxygen uptake blend thin films has good oxygen uptake effect, and the 4th day time, oxygen absorbed reaches 22mL/g, and when the 12nd day, oxygen absorbed is close to balance, and reach 37mL/g, oxygen absorbed time in a basic balance is 37.6mL/g.And under 4 DEG C of conditions, cyclisation SBS oxygen uptake blend thin films does not have ability to take oxygen.As can be seen from Figure 4, under 23 DEG C of conditions, cyclisation SIS oxygen uptake blend thin films oxygen absorbed the 4th day time reaches 19.6mL/g, and oxygen absorbed when reaching in a basic balance is 35.6mL/g.Same under 4 DEG C of conditions, cyclisation SIS oxygen uptake blend thin films does not have ability to take oxygen.
Fig. 2 and Fig. 3 illustrates the oxygen uptake effect comparison result of cyclisation SBS-terpenes oxygen uptake blend thin films respectively under 23 DEG C, 4 DEG C conditions.As can be seen from two figure, under 23 DEG C of conditions, compared with the oxygen uptake effect of cyclisation SBS oxygen uptake blend thin films, though ability to take oxygen slightly declines add terpenes in cyclisation SBS after, oxygen uptake effect is still better.As can be seen from Figure 2, the 12nd day time, the oxygen absorbed of oxygen uptake blend thin films is namely close to balance, and reach 33mL/g, maximal oxygen uptake time in a basic balance is 33.8mL/g.It can also be seen that in addition, cyclisation SBS-terpenes oxygen uptake blend thin films also has good oxygen uptake effect at low temperatures, and the 16th day time, oxygen absorbed is in a basic balance, maximal oxygen uptake during balance is 33mL/g, a little less than the ability to take oxygen of the oxygen uptake blend thin films preserved under normal temperature.
Fig. 5 and Fig. 6 illustrates the oxygen uptake effect comparison result of cyclisation SIS-terpenes oxygen uptake blend thin films respectively under 23 DEG C, 4 DEG C conditions.As can be seen from two figure, under 23 DEG C of conditions, compared with the oxygen uptake effect of cyclisation SIS oxygen uptake blend thin films, though ability to take oxygen slightly declines add terpenes in cyclisation SIS after, oxygen uptake effect is still better.As can be seen from Figure 6, the oxygen absorbed of 23 DEG C of blend thin filmses of oxygen uptake when being issued in a basic balance is 36.9mL/g, and 4 DEG C of oxygen absorbeds when being issued in a basic balance are 35.6mL/g, a little less than the ability to take oxygen of the oxygen uptake blend thin films preserved under normal temperature.
As can be seen here, the cyclisation SBS-terpenes oxygen uptake blend thin films prepared of the present invention and cyclisation SIS-terpenes oxygen uptake blend thin films all have good oxygen uptake effect under normal temperature and low temperature.
The above is only the preferred embodiment of the present invention, and the present invention is not limited to above embodiment.Be appreciated that other improvement that those skilled in the art directly derives or associates under the prerequisite not departing from design of the present invention or change, all think and be included within protection scope of the present invention.
Claims (8)
1. an oxygen uptake resin blend, is characterized in that: it is containing the cyclized product of conjugated diene polymer of 69 ~ 90% and the oxygen uptake resin blend of 10% ~ 20% terpenes, 0.001 ~ 1% transition-metal catalyst and 0.01 ~ 10% initiator.
2. oxygen uptake resin blend according to claim 1, is characterized in that: described cyclized product of conjugated diene polymer is the cyclisation thing (cyclisation SBS) of styrene-butadiene copolymer or the cyclisation thing (cyclisation SIS) of styrene-isoprene copolymer.
3. oxygen uptake resin blend according to claim 1, is characterized in that: described terpenes is a terpenes.
4. oxygen uptake resin blend according to claim 1, is characterized in that: described transition-metal catalyst is cobalt class catalyzer.
5. oxygen uptake resin blend according to claim 1, is characterized in that: described initiator is letones.
6. oxygen-absorbing film, this film comprises the oxygen uptake resin blend described in Claims 1 to 5.
7. prepare a method for oxygen uptake resin blend film as claimed in claim 1, it is characterized in that comprising following steps:
(1) conjugated diolefin polymer is dissolved in hydrocarbon solvent, under the effect of catalyzer, carries out cyclization, after reaction for some time, add terminator termination reaction.
(2) (1) gained reactant is passed through azeotropic reflux dewatering at a certain temperature, filter afterwards and remove catalyst residue, obtain cyclized product of conjugated diene polymer solution.
(3) add terpene material, initiator and transition-metal catalyst in the ring compound solution obtained to (2), stir and make to mix, obtain oxygen uptake resin blend solution.
(4) by the oxygen uptake resin blend solution coat that obtains on a flat surface, dry in vacuum drying oven, obtain oxygen uptake resin blend film.
8. oxygen-absorbing multilayer structure, this oxygen-absorbing multilayer structure comprises the oxygen uptake layer containing oxygen uptake resin blend described in claim 1 ~ 6.
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| CN201510170535.8A CN104845012A (en) | 2015-04-10 | 2015-04-10 | Oxygen absorbing resin blend, oxygen absorbing film, oxygen absorbing multilayer structure and preparation method thereof |
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| Application Number | Priority Date | Filing Date | Title |
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| CN201510170535.8A CN104845012A (en) | 2015-04-10 | 2015-04-10 | Oxygen absorbing resin blend, oxygen absorbing film, oxygen absorbing multilayer structure and preparation method thereof |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111630112A (en) * | 2018-01-29 | 2020-09-04 | 东洋制罐株式会社 | Oxygen-absorbing resin composition and container |
| CN113650387A (en) * | 2021-08-27 | 2021-11-16 | 佳格食品(中国)有限公司 | Edible oil packaging sheet with high-barrier oxygen absorption function |
| CN113831696A (en) * | 2021-09-09 | 2021-12-24 | 佳格食品(厦门)有限公司 | Preparation method of edible oil packaging bottle with oxygen absorption and fresh-keeping functions and packaging bottle |
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|---|---|---|---|---|
| JPH09241635A (en) * | 1996-03-04 | 1997-09-16 | Yasuhara Chem Kk | Disoxidizer and its production |
| CN1890022A (en) * | 2003-12-04 | 2007-01-03 | 日本瑞翁株式会社 | Oxygen absorbent |
-
2015
- 2015-04-10 CN CN201510170535.8A patent/CN104845012A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH09241635A (en) * | 1996-03-04 | 1997-09-16 | Yasuhara Chem Kk | Disoxidizer and its production |
| CN1890022A (en) * | 2003-12-04 | 2007-01-03 | 日本瑞翁株式会社 | Oxygen absorbent |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111630112A (en) * | 2018-01-29 | 2020-09-04 | 东洋制罐株式会社 | Oxygen-absorbing resin composition and container |
| CN111630112B (en) * | 2018-01-29 | 2022-07-22 | 东洋制罐株式会社 | Oxygen-absorbing resin composition and container |
| CN113650387A (en) * | 2021-08-27 | 2021-11-16 | 佳格食品(中国)有限公司 | Edible oil packaging sheet with high-barrier oxygen absorption function |
| CN113831696A (en) * | 2021-09-09 | 2021-12-24 | 佳格食品(厦门)有限公司 | Preparation method of edible oil packaging bottle with oxygen absorption and fresh-keeping functions and packaging bottle |
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Application publication date: 20150819 |