CN103589367A - Adhesive composition used for cigarette seam and preparation method - Google Patents
Adhesive composition used for cigarette seam and preparation method Download PDFInfo
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- CN103589367A CN103589367A CN201310081816.7A CN201310081816A CN103589367A CN 103589367 A CN103589367 A CN 103589367A CN 201310081816 A CN201310081816 A CN 201310081816A CN 103589367 A CN103589367 A CN 103589367A
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Abstract
The invention discloses a liquid adhesive composition used for cigarette seam and a preparation method therefor. The adhesive composition comprises natural anhydride esterified starch with high molecular weight, and the composition contains carbamide. The adhesive composition also contains other additives such as antifoaming agents and/or biocides. The preparation method comprises steps: first, optionally natural starch is dispersed in water or water-bearing media under heating, and substitutional succinic anhydride is added and starch ester is formed; second, the pH value of the mixture is adjusted to 5.0-6.8; third, the mixture is cooled and added with amylases; fourth, carbamide is added; fifth, optionally other additives are added. The adhesive composition can be used as a seam adhesive for cigarette high speed production lines. The adhesive composition has no negative influences on smoking quality tests, and generates no benzene derivatives during burning of cigarette.
Description
Technical field
The present invention relates to binder composition, it is specially adapted to cigarette manufacturing processed, and is more particularly applicable to the splicing (gluing) of longitudinally taking mouthful (seam) of the cigarette of manufacture in high speed machines operation.
Background technology
The dry tobacco of cigarette in conventionally opening by rolling cutting paper has the whole length of the cigarette cylindrical product of taking mouthful to form makes.Tackiness agent is used for fixing this and longitudinally takes mouth.If cigarette comprises filter tip, also use tackiness agent to form filter tip, and filter tip is fixed on paper.Most of cigarette are used and with per minute 2000-12000, prop up the high speed machines manufacture that cigarette is produced in any place.The rate request of these fast machines has high solids content and low viscous tackiness agent formulation, so that they can be coated on paper fast, and rapid drying thereon.Conventionally, synthetic emulsifying resins provides necessary functional requirement.Key is that cigarette mouth building tackiness agent has high solids content, low viscosity and good paper rate of permeation.
The chemical constitution of cigarette smoke is because governmental authority department and back suction cigarette group are under strict examination.The cigarette smoke of the products of combustion forming section of the synthetic emulsifying resins using in cigarette mouth building tackiness agent.Along with the current pressure to tobacco industry, need production to there is the cigarette that natural product degree is high.
US5,403,871 and EP0546576 the tackiness agent of manufacturing for cigarette is disclosed, it is based on starch phosphate ester material.This tackiness agent is suitable for using in high speed producing apparatus.But, do not wish that cigarette is with there being phosphate derivative in tackiness agent.
EP0458233 discloses the tackiness agent of manufacturing for cigarette, and it is equally based on native starch.This tackiness agent comprises crosslinking additives, formaldehyde for example, the cigarette binder ingredients that this neither be desirable.
US5,490,875 disclose the blend of the boiling of wax-like white dextrin and waxy starches hydrolyzate.The preparation of wax-like white dextrin requires a large amount of energy, and this makes this material cost efficiency low.In addition, this all treated starch products can bring disadvantageous effect to smoking quality.
No. 607071st, Australian patent application, Australian patent application AU-B-34762/89 has described the modified starch derivative with wetting ability and hydrophobic group, and it is decomposed by extracellular enzyme, and can be used as O/w emulsion, is used in particular for beverage.More specifically, this Australian Patent has been described the starch derivative with octenyl succinic acid anhydride modification.In this patent specification, do not imply that these products can be used as cigarette mouth building tackiness agent on high speed machines equipment.
Summary of the invention
The object of this invention is to provide the tackiness agent that longitudinal overlapping glue of the cigarette for manufacturing connects under high speed machines operation.When as the aqueous solution, described tackiness agent must have certain rheological, particularly low viscosity, and they can be moved in high speed machines.In addition, they must meet other character requirement, particularly those requirements of relevant smoking quality.In addition, described tackiness agent should not produce toxic materials in cigarette smoke, and in smoking process, should not provide poisonous benzene derivative to flue gas.
Thus, the invention provides the liquid adhesive composition for production of cigarettes, the native starch that it comprises anhydride esterifying, its weight-average molecular weight is 100,000-2,000,000 dalton (using size exclusion chromatography to measure), the weight based on described modified natural starch products wherein, the urea that described composition comprises 0.1-10%.
Adhesive group of the present invention is in the starch derivative that comprises hydrophilic radical and hydrophobic group, and its substituting group that comprises following formula:
Starch
Wherein R is the group that is selected from dimethylene and trimethylene, and R' is the hydrophobic group that comprises alkyl, thiazolinyl, aralkyl or the arylalkenyl with at least 5 carbon atoms, and wherein carboxy CO OH is hydrophilic radical.
In a preferred embodiment, by United States Patent (USP) 2,661, the method for instruction in 349, is used and makes described starch derivatives biochemical with thiazolinyl cyclic dicarboxylic acid anhydride reactant.But, any for making starch derivatives biochemical and obtain desirable hydrophobicity and hydrophilic functional group's mixing on starch molecule, and the method that obtains thus bond property all can be used for preparing treated starch, and then form described tackiness agent.
When wishing low viscosity adhesive, be preferred embodiment that described starch is wax-like corn (Glutinous Semen Maydis) for example, has converted thereof into approximately 60 water flow (WF) at the most containing the octenyl succinic half ester derivatives of the starch of amylopectin.Water flow is the empirical viscosity test value of counting 0-90 scope, and wherein mobility is the inverse of viscosity.The water flow of starch is used Thomas rotational shear viscometer (by Arthur H.Thomas Co. conventionally, Philadelphia, PA19106 produces) test, it uses the standard oil that viscosity is 24.73cpal, stdn under 30 ° of C, this oil needs 23.12+0.05 second for 100 rotations.According to the transforming degree of starch (along with degree of conversion increases, reduced viscosity), under different solid contents, by measuring the time that 100 rotations experience, obtain water flow.
In a preferred embodiment, use at least octenyl succinic acid anhydride of 0.25-6 % by weight, preferred 2-4 % by weight to process starch natural or through transforming.As hope, except this acid anhydrides, can use hydroxypropyl octenyl succinate derivative, for example the ester of muriate or activation.
For other product, can adopt and produce desirable viscosity and substitution value or the level of conversion of bond property.For example, US Patent No. 4,035,235 disclose a suitable embodiment, and it comprises the method for the preparation of more lipophilic starch derivative.
In a further preferred embodiment, the step after preparing starch derivative is the starch gel gel making through derivatize.In gelation process, starch molecule is launched by grain pattern, makes thus enzyme be easier to and the outside side chain of starch-splitting molecule more as one man.After the slurry of starch base-material gelation, regulate solid content, temperature and the pH of slurry, so that best enzymic activity to be provided.
The optimum parameter of enzymic activity can change according to used enzyme.Thus, enzyme liberating speed depends on existence or non-existent factor and the other factors that comprises used enzyme type, enzyme concn, concentration of substrate, pH, temperature, inhibitor.Depend on enzyme type or its source, may need to regulate various parameters to reach best rate of slaking.Conventionally, preferred enzyme is cleared up reaction and is carried out under high solids content, and this suitable promotion starch composites follow-up dry keeps best speed of reaction simultaneously.For example, for barley beta-amylase, preferably solid content is up to the starch dispersions of 33% pre-boiling.Can use higher solid content, but under higher solid content, stir difficulty or lost efficacy, starch dispersions is more difficult to process.Although adopt beta-amylase to illustrate method of the present invention as enzyme component, but can use other enzyme, for example born of the same parents outer-α-1, outside 4-Polyglucosidase, born of the same parents-α-1,4-D-dextran maltose tetrahydrochysene enzyme (exo-1,4-α-D-glucan maltotetrahydrolase), born of the same parents outer-1,4-α-D-dextran maltose tetrahydrochysene enzyme (exo-1,4-α-D-glucan maltohexahydrolase), or cut off 1 of starch molecule from non-reducing end, 4-key, but preferably retain any other extracellular enzyme that 1,6-key is intact to prepare treated starch of the present invention.
Because such extracellular enzyme is only removed glucose, maltose or larger sugar unit from the outside side chain of amylopectin molecule, and do not make molecule remove collateralization (debranch), so this enzyme liberating method obtains the molecule that the side chain point of short chain remains intact.In amylopectin, side chain point accounts for the approximately 4%-5% of monosaccharide unit in molecule.After the enzyme liberating of amylopectin, the outside side chain of molecule is reduced to the degree that the association with other side chain reduces or eliminates, and remaining 1,6 side chain point can prevent that inner side side chain from associating.Therefore, the molecule of degraded demonstrates the tolerance to bringing back to life in storage process.For this reason, from the non-reducing end of starch molecule, can cut off Isosorbide-5-Nitrae key, but the extracellular enzyme that does not cut off 1,6 key is the requisite item of the embodiment of the present invention.But, in another embodiment of the invention, can use the extracellular enzyme that can cut off 1,6 key or these two kinds of keys.
Although the enzyme of method utilization of the present invention in solution, utilizes the method that is fixed on the enzyme on solid carrier to be suitable in the present invention.
The optimum concn of enzyme and substrate is controlled by enzyme activity level.Enzymic activity can be expressed as the saccharification dynamics (DP °) of the aqueous solution of every ml enzyme.DP ° be when sample with 100ml substrate incubation under 20 ° of C in the time of 1 hour, produce sufficient reducing sugar, to reduce the amount of enzyme of 5ml Fehling's solution, this enzyme is included in the 5% sample enzymes soln of 0.1ml.
Allow to continue enzyme reaction, until reach desirable Degradation Level, or until substantially all available maltose from starch molecule, remove.The process of enzyme reaction can be tested by the whole bag of tricks.If set up all key parameters to obtain specific starch composites, can make reaction proceed to default relative time terminal (for example 8 hours in example I).Also can monitor and definite terminal by measuring the concentration of reducing sugar.By method well known in the art, the maltose being produced by Isosorbide-5-Nitrae-α-D-Polyglucosidase in can qualitative reducing sugar.Can use other technology, for example monitoring viscosity variation or the change of molecular weight are to determine reaction end.
As another composition, tackiness agent of the present invention comprises the reagent that can make hydrogen bridge fracture in the aqueous solution.In a preferred embodiment, this reagent is urea.In a preferred embodiment of the invention, after enzyme liberating step, add urea.Found that the interpolation of urea can reduce the viscosity of tackiness agent.Thus, can select urea amount to adapt to the viscosity of high speed manufacturing processed demand.Suitable urea amount is the 0.1-10% based on described treated starch product weight.In a preferred embodiment of the invention, based on native starch derivative, should there is the urea of 1-3 % by weight.
In a preferred embodiment of the invention, described tackiness agent can comprise other additive, and described tackiness agent can comprise defoamer thus.Preferred defoamer is fatty alcohol defoamer, for example the defoamer based on behenyl alcohol.For some application, described tackiness agent also can comprise biocide, for example the golden ester of potassium sorbate or Nepal (Nepal).
In a preferred embodiment of the invention, regulate described tackiness agent to solid content between 20-50 % by weight, preferably between 35-45 % by weight.As hope, its solid content can be reduced by solid content conditioning agent, and solid content conditioning agent can be hydrophilic solution, for example ethanol.
Found that suitable binder can be derived from and has 100,000-2, the native starch product of 000,000 Dalton molecular weight.The molecular weight that preferably uses size exclusion chromatography to measure is 350000-1000000 dalton.
Technician can make described adhesive viscosities adapt to the particular demands for the machine of production of cigarettes process.For creating conditions of routine, tackiness agent need have 25 ° of C of 25 ° of C-5000CPS@of 500CPS@, the preferred viscosity of 25 ° of C of 25 ° of C-3000CPS@of 1000CPS@, and described viscosity is used No. 3 rotors, by Brookfield viscometer, is measured.
As another embodiment, the invention provides the method that is prepared as follows tackiness agent: (i) optionally under heating, native starch is dispersed in water or water-bearing media in, add the succinyl oxide of replacement, to form starch ester; (ii) the pH value of mixture is adjusted to the scope of 5.0-6.8; (iii) cooling, and add amylase, then (iv) adds urea; And (v) adds other additive desirably.
The weight ratio of the native starch in described step (i) is preferably the 10%-30% of the gross weight based on described composition, and the waxy corn starch preferably of the native starch in described step (i).
Temperature in described step (i) is 40 ° of C-110 ° of C, is preferably 80 ° of C-100 ° of C.
Acid anhydrides in described step (i) is preferably octenyl succinic acid anhydride, and the reaction times is 6-24 hour.
PH value conditioning agent in described step (ii) is preferably mineral acid, is preferably 2% aqueous hydrochloric acid, and the pH value after regulating is preferably 5.0-6.8.
In described step (iii), described amylase can be beta-amylase.
In described step (v), described additive can comprise defoamer, and preferably, described defoamer is fatty alcohol defoamer.
In described step (v), described additive can comprise biocide, and preferably, described biocide is potassium sorbate or Nepal's gold ester.
In described step (v), described additive also can comprise solid content conditioning agent, and preferably, described solid content conditioning agent is ethanol.
Embodiment
embodiment
Following examples are for further illustrating the preparation method for the tackiness agent based on starch of cigarette mouth building, and it is not intended to for limiting the scope of the invention.
embodiment 1
700g deionized water is added in stainless steel blender; Then under agitation add 300g waxy corn starch; Then mixture is heated to approximately 100 ° of C; Then progressively add 9g octenyl succinic acid anhydride; Reaction mixture is kept approximately 6 hours; Add 2% the HCl aqueous solution to regulate pH value extremely approximately 5.3; After this step, reaction mixture is cooled to 55 ° of C, and adds the beta-amylase of 500 units.Then keep reaction approximately 4 hours, then under agitation add 24g urea and 1g fatty alcohol defoamer.Finally, under vacuum, distill out the part water in mixture and obtain 40% solid content.After being cooled to room temperature, under agitation add potassium sorbate as sanitas.
embodiment 2
700g deionized water is added in stainless steel blender; Under agitation add 300g waxy corn starch; Heating blender is to approximately 100 ° of C; Progressively add 9g octenyl succinic acid anhydride; To react and keep approximately 6 hours; Add 2% the HCl aqueous solution to regulate pH value extremely approximately 5.3; Be cooled to 55 ° of C; The beta-amylase that adds 500 units, and keep reaction approximately 4 hours; Under agitation add 24g urea and 1g fatty alcohol defoamer; Under vacuum, make mixture dehydration, until solid content is 40%; Be cooled to room temperature, and under agitation add Nepal's gold ester.
embodiment 3
700g deionized water is added in stainless steel blender; Under agitation add 300g waxy corn starch; Heating blender is to approximately 100 ° of C; Progressively add 12g octenyl succinic acid anhydride; Keep reaction approximately 6 hours; Add 2% the HCl aqueous solution to regulate pH value extremely approximately 5.3; Be cooled to 55 ° of C; The beta-amylase that adds 500 units, and keep reaction approximately 4 hours; Under agitation add 24g urea and 1g fatty alcohol defoamer; Under vacuum, make mixture dehydration, until solid content is 40%; Be cooled to room temperature, and under agitation add Nepal's gold ester.
embodiment 4
700g deionized water is added in stainless steel blender; Under agitation add 300g waxy corn starch; Heating blender is to approximately 100 ° of C; Progressively add 6g octenyl succinic acid anhydride; Keep reaction approximately 6 hours; Add 2% HCl to regulate pH value extremely approximately 5.3; Be cooled to 55 ° of C; The beta-amylase that adds 500 units, and keep reaction approximately 4 hours; Under agitation add 24g urea and 1g fatty alcohol defoamer; Under vacuum, make mixture dehydration, until solid content is 40%; Be cooled to room temperature, and under agitation add Nepal's gold ester.
embodiment 5
700g deionized water is added in stainless steel blender; Under agitation add 300g waxy corn starch; Heating blender is to approximately 100 ° of C; Progressively add 9g octenyl succinic acid anhydride; Keep reaction approximately 6 hours; Add 2% HCl to regulate pH value extremely approximately 6.8; Be cooled to 55 ° of C; The beta-amylase that adds 500 units, and keep reaction approximately 4 hours; Under agitation add 24g urea and 1g fatty alcohol defoamer; Under vacuum, make mixture dehydration, until solid content is 40%; Be cooled to room temperature, and under agitation add Nepal's gold ester.
embodiment 6
700g deionized water is added in stainless steel blender; Under agitation add 300g waxy corn starch; Heating blender is to approximately 100 ° of C; Progressively add 9g octenyl succinic acid anhydride; Keep reaction approximately 6 hours; Add 2% HCl to regulate pH value extremely approximately 5.3; Be cooled to 55 ° of C; The beta-amylase that adds 400 units, and keep reaction approximately 4 hours; Under agitation add 24g urea and 1g fatty alcohol defoamer; Under vacuum, make mixture dehydration, until solid content is 40%; Be cooled to room temperature, and under agitation add potassium sorbate.
embodiment 7
700g deionized water is added in stainless steel blender; Under agitation add 300g waxy corn starch; Heating blender is to approximately 100 ° of C; Progressively add 9g octenyl succinic acid anhydride; Keep reaction approximately 6 hours; Add 2% HCl to regulate pH value extremely approximately 5.3; Be cooled to 55 ° of C; The beta-amylase that adds 400 units, and keep reaction approximately 4 hours; Under agitation add 18g urea and 1g fatty alcohol defoamer; Under vacuum, make mixture dehydration, until solid content is 40%; Be cooled to room temperature, and under agitation add potassium sorbate.
embodiment 8
700g deionized water is added in stainless steel blender; Under agitation add 300g waxy corn starch; Heating blender is to approximately 100 ° of C; Progressively add 9g octenyl succinic acid anhydride; Keep reaction approximately 6 hours; Add 2% HCl to regulate pH value extremely approximately 5.3; Be cooled to 55 ° of C; The beta-amylase that adds 400 units, and keep reaction approximately 4 hours, under agitation add 30g urea and 1g fatty alcohol defoamer; Under vacuum, make mixture dehydration, until solid content is 40%; Be cooled to room temperature, and under agitation add potassium sorbate.
embodiment 9
700g deionized water is added in stainless steel blender; Under agitation add 300g waxy corn starch; Heating blender is to approximately 100 ° of C; Progressively add 9g octenyl succinic acid anhydride; Keep reaction approximately 6 hours; Add 2% HCl to regulate pH value extremely approximately 5.3; Be cooled to 55 ° of C; The beta-amylase that adds 400 units, and keep reaction approximately 4 hours; Under agitation add 18g urea and 1g fatty alcohol defoamer; Under vacuum, make mixture dehydration, until solid content is 38%; Be cooled to room temperature, and under agitation add potassium sorbate.
embodiment 10
700g deionized water is added in stainless steel blender; Under agitation add 300g waxy corn starch; Heating blender is to approximately 100 ° of C; Progressively add 9g octenyl succinic acid anhydride; Keep reaction approximately 6 hours; Add 2% HCl to regulate pH value extremely approximately 5.3; Be cooled to 55 ° of C; The beta-amylase that adds 600 units, and keep reaction approximately 4 hours; Under agitation add 18g urea and 1g fatty alcohol defoamer; Under vacuum, make mixture dehydration, until solid content is 41%; Be cooled to room temperature, and under agitation add potassium sorbate.
embodiment 11
700g deionized water is added in stainless steel blender; Under agitation add 300g waxy corn starch; Heating blender is to approximately 100 ° of C; Progressively add 9g octenyl succinic acid anhydride; Keep reaction approximately 6 hours; Add 2% HCl to regulate pH value extremely approximately 5.3; Be cooled to 55 ° of C; The beta-amylase that adds 800 units, and keep reaction approximately 4 hours; Under agitation add 18g urea and 1g fatty alcohol defoamer; Under vacuum, make mixture dehydration, until solid content is 42%; Be cooled to room temperature, and under agitation add potassium sorbate.
effect embodiment
Binder composition embodiment 1-11 being obtained according to following testing method carries out performance test, and in table 1, lists all test results.
Test > on < high-speed cigarette machine
On Hauni Protos70 machine, test, this machine is single passage high-speed cigarette machine.The length of machine flatiron is 20cm.The method that applies tackiness agent is automatic flowing pump.
< smoking attribute test >
Smoking attribute test is based on CNS GB5606.4-2005.And in this test, there are 6 indexs.They are respectively gloss (brilliance), fragrance, harmony, assorted gas (offensive gas), stimulation and pleasant impression.PTS is acceptable higher than 86.
< combustion toxicity test >
Flue gas for analysis of cigarette burning obtains, use GC-MASS (gas chromatography-mass spectrum), and target chemical is benzene derivative.
Table 1
As seen from Table 1, the tackiness agent based on starch ester of the present invention meets the requirement of high-speed cigarette machine, and simultaneously smoking quality is not had to disadvantageous effect, and in products of combustion, there is no the benzene derivative that generation can detected level.
Claims (16)
1. the liquid adhesive composition based on starch derivative, for producing cigarette in high speed machines operation, is characterized in that the aqueous solution or aqueous dispersions that it comprises following composition:
The native starch of anhydride esterifying, measures through size exclusion chromatography, and its weight-average molecular weight is 100,000-2,000,000 dalton, and
Urea, the weight based on modified natural starch, its weight ratio is 0.1%-10%.
2. the binder composition of claim 1, the weight-average molecular weight of wherein said treated starch is preferably 300,000 dalton-1,000,000 dalton.
3. the binder composition of claim 1, wherein it also comprises defoamer and/or biocide.
4. the binder composition of claim 1, the solid content of wherein said composition is 20%-50%, is preferably 35%-45%.
5. the binder composition of claim 1, the brookfield viscosity of wherein said binder composition is 25 ° of C of 500～5000CPS@, is preferably 25 ° of C of 1000～3000CPS@, described viscosity is used No. 3 rotors, by Brookfield viscometer, is tested.
6. a method of preparing the binder composition described in any one in claim 1-5, it comprises that first step (i) is optionally under heating, native starch is dispersed in water or water-bearing media in, and add the succinyl oxide of replacement, to form starch ester; (ii) the pH value of mixture is adjusted to the scope of 5.0-6.8; (iii) cooling and add amylase, then (iv) adds urea; And optionally (v) adds other additive.
7. the preparation method of claim 6, in wherein said step (i), the weight ratio of native starch is the 10%-30% based on described composition total weight.
8. the preparation method of claim 6, the native starch in wherein said step (i) is waxy corn starch.
9. the preparation method of claim 6, the temperature in wherein said step (i) is 40 ° of C-110 ° of C, is preferably 80 ° of C-100 ° of C.
10. the preparation method of claim 6, the acid anhydrides in wherein said step (i) is octenyl succinic acid anhydride, the reaction times is 6-24 hour.
The preparation method of 11. claims 6, the pH value conditioning agent in wherein said step (ii) is 2% aqueous hydrochloric acid preferably.
The preparation method of 12. claims 6, the pH value in wherein said step (ii) is preferably 5.0-6.8 after adjusting.
The preparation method of 13. claims 6, in wherein said step (iii), described amylase is beta-amylase.
The preparation method of 14. claims 6, in wherein said step (v), described additive-package is containing defoamer, and preferably, described defoamer is fatty alcohol defoamer.
The preparation method of 15. claims 6, in wherein said step (v), described additive-package is containing biocide, and preferably, described biocide is potassium sorbate or Nepal gold ester.
The preparation method of 16. claims 6, in wherein said step (v), described additive also can comprise solid content conditioning agent, and preferably, described solid content conditioning agent is ethanol.
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| CN201310081816.7A CN103589367A (en) | 2012-08-17 | 2013-03-14 | Adhesive composition used for cigarette seam and preparation method |
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| Application Number | Priority Date | Filing Date | Title |
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| PCT/CN2012/080304 WO2014026379A1 (en) | 2012-08-17 | 2012-08-17 | Adhesive composition for cigarette seam and a preparation method therefore |
| CNPCT/CN2012/080304 | 2012-08-17 | ||
| CN201310081816.7A CN103589367A (en) | 2012-08-17 | 2013-03-14 | Adhesive composition used for cigarette seam and preparation method |
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| CN103589367A true CN103589367A (en) | 2014-02-19 |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN107002369A (en) * | 2014-12-23 | 2017-08-01 | 菲利普莫里斯生产公司 | Hydrophobicity cigarette paper |
| CN114729160A (en) * | 2019-11-08 | 2022-07-08 | 罗盖特公司 | Use of starch octenylsuccinate as a binder in wet granulation |
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| JP2003020463A (en) * | 2001-07-10 | 2003-01-24 | Nippon Starch Chemical Co Ltd | Hot-melt adhesive and bonding method using the same |
| JP2003041219A (en) * | 2001-07-31 | 2003-02-13 | Nippon Starch Chemical Co Ltd | Powdered heat sensitive adhesive |
| US20030064178A1 (en) * | 2001-10-03 | 2003-04-03 | Sam Smith | Water-based bottle labeling adhesive |
| CN101885853A (en) * | 2009-05-14 | 2010-11-17 | 天津大学 | Cured cross-linked glutinous rice flour hydrogel, preparation method and application thereof |
| CN102532329A (en) * | 2010-12-29 | 2012-07-04 | 天津市轻工业化学研究所 | Preparation method of low-viscosity octenyl succinic anhydride modified starch |
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| JP2003020463A (en) * | 2001-07-10 | 2003-01-24 | Nippon Starch Chemical Co Ltd | Hot-melt adhesive and bonding method using the same |
| JP2003041219A (en) * | 2001-07-31 | 2003-02-13 | Nippon Starch Chemical Co Ltd | Powdered heat sensitive adhesive |
| US20030064178A1 (en) * | 2001-10-03 | 2003-04-03 | Sam Smith | Water-based bottle labeling adhesive |
| CN101885853A (en) * | 2009-05-14 | 2010-11-17 | 天津大学 | Cured cross-linked glutinous rice flour hydrogel, preparation method and application thereof |
| CN102532329A (en) * | 2010-12-29 | 2012-07-04 | 天津市轻工业化学研究所 | Preparation method of low-viscosity octenyl succinic anhydride modified starch |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN107002369A (en) * | 2014-12-23 | 2017-08-01 | 菲利普莫里斯生产公司 | Hydrophobicity cigarette paper |
| US10485264B2 (en) | 2014-12-23 | 2019-11-26 | Philip Morris Products S.A. | Hydrophobic rolling papers |
| CN114729160A (en) * | 2019-11-08 | 2022-07-08 | 罗盖特公司 | Use of starch octenylsuccinate as a binder in wet granulation |
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Effective date of registration: 20160412 Address after: Dusseldorf Applicant after: Henkel AG & Co KGaA Applicant after: Shanghai Tobacco Group Co., Ltd. Address before: 201203 Zhang Heng Road, Shanghai, Pudong New Area, No. 928 Applicant before: Henkel Co.,Ltd. Applicant before: Shanghai Tobacco Group Co., Ltd. |
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Application publication date: 20140219 |