US2308185A - Adhesive composition - Google Patents
Adhesive composition Download PDFInfo
- Publication number
- US2308185A US2308185A US353892A US35389240A US2308185A US 2308185 A US2308185 A US 2308185A US 353892 A US353892 A US 353892A US 35389240 A US35389240 A US 35389240A US 2308185 A US2308185 A US 2308185A
- Authority
- US
- United States
- Prior art keywords
- glue
- protein
- iceproof
- water
- adhesive
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 239000000203 mixture Substances 0.000 title description 19
- 239000000853 adhesive Substances 0.000 title description 14
- 230000001070 adhesive effect Effects 0.000 title description 14
- 239000003292 glue Substances 0.000 description 25
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 21
- 239000000499 gel Substances 0.000 description 17
- 108090000623 proteins and genes Proteins 0.000 description 16
- 102000004169 proteins and genes Human genes 0.000 description 16
- 239000003795 chemical substances by application Substances 0.000 description 13
- 229920002472 Starch Polymers 0.000 description 10
- 235000019698 starch Nutrition 0.000 description 10
- ZMZDMBWJUHKJPS-UHFFFAOYSA-M Thiocyanate anion Chemical compound [S-]C#N ZMZDMBWJUHKJPS-UHFFFAOYSA-M 0.000 description 7
- ZMZDMBWJUHKJPS-UHFFFAOYSA-N hydrogen thiocyanate Natural products SC#N ZMZDMBWJUHKJPS-UHFFFAOYSA-N 0.000 description 7
- 239000008107 starch Substances 0.000 description 7
- 239000004615 ingredient Substances 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 4
- 238000001879 gelation Methods 0.000 description 4
- 239000003112 inhibitor Substances 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 229920001353 Dextrin Polymers 0.000 description 2
- 108010010803 Gelatin Proteins 0.000 description 2
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 2
- 240000003183 Manihot esculenta Species 0.000 description 2
- 235000016735 Manihot esculenta subsp esculenta Nutrition 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 239000002313 adhesive film Substances 0.000 description 2
- ZCCIPPOKBCJFDN-UHFFFAOYSA-N calcium nitrate Chemical compound [Ca+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O ZCCIPPOKBCJFDN-UHFFFAOYSA-N 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 239000008273 gelatin Substances 0.000 description 2
- 229920000159 gelatin Polymers 0.000 description 2
- 235000019322 gelatine Nutrition 0.000 description 2
- 235000011852 gelatine desserts Nutrition 0.000 description 2
- 238000007654 immersion Methods 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- VWDWKYIASSYTQR-UHFFFAOYSA-N sodium nitrate Chemical compound [Na+].[O-][N+]([O-])=O VWDWKYIASSYTQR-UHFFFAOYSA-N 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 239000004166 Lanolin Substances 0.000 description 1
- 229920000881 Modified starch Polymers 0.000 description 1
- 239000004368 Modified starch Substances 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- SOIFLUNRINLCBN-UHFFFAOYSA-N ammonium thiocyanate Chemical compound [NH4+].[S-]C#N SOIFLUNRINLCBN-UHFFFAOYSA-N 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 235000013877 carbamide Nutrition 0.000 description 1
- 238000012512 characterization method Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- XLJMAIOERFSOGZ-UHFFFAOYSA-M cyanate Chemical compound [O-]C#N XLJMAIOERFSOGZ-UHFFFAOYSA-M 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 230000000994 depressogenic effect Effects 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 235000019425 dextrin Nutrition 0.000 description 1
- FYGDTMLNYKFZSV-MRCIVHHJSA-N dextrin Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)OC1O[C@@H]1[C@@H](CO)OC(O[C@@H]2[C@H](O[C@H](O)[C@H](O)[C@H]2O)CO)[C@H](O)[C@H]1O FYGDTMLNYKFZSV-MRCIVHHJSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 238000002372 labelling Methods 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 229940039717 lanolin Drugs 0.000 description 1
- 235000019388 lanolin Nutrition 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910001629 magnesium chloride Inorganic materials 0.000 description 1
- 235000011147 magnesium chloride Nutrition 0.000 description 1
- 235000019426 modified starch Nutrition 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000012460 protein solution Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 235000002639 sodium chloride Nutrition 0.000 description 1
- 235000010344 sodium nitrate Nutrition 0.000 description 1
- 239000004317 sodium nitrate Substances 0.000 description 1
- VGTPCRGMBIAPIM-UHFFFAOYSA-M sodium thiocyanate Chemical compound [Na+].[S-]C#N VGTPCRGMBIAPIM-UHFFFAOYSA-M 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 125000000446 sulfanediyl group Chemical group *S* 0.000 description 1
- 150000003567 thiocyanates Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J103/00—Adhesives based on starch, amylose or amylopectin or on their derivatives or degradation products
- C09J103/02—Starch; Degradation products thereof, e.g. dextrin
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2666/00—Composition of polymers characterized by a further compound in the blend, being organic macromolecular compounds, natural resins, waxes or and bituminous materials, non-macromolecular organic substances, inorganic substances or characterized by their function in the composition
- C08L2666/02—Organic macromolecular compounds, natural resins, waxes or and bituminous materials
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2666/00—Composition of polymers characterized by a further compound in the blend, being organic macromolecular compounds, natural resins, waxes or and bituminous materials, non-macromolecular organic substances, inorganic substances or characterized by their function in the composition
- C08L2666/54—Inorganic substances
Definitions
- This invention relates to adhesive compositions, and more particularly to improved adhesives of the class containing gel forming protein, commercially termed "iceproof glue.
- the adhesive of the present invention is useful for attaching paper labels and the like to containers, characteristic in that immersion in cold water does not disturb the adhesion of the label.
- the iceproof glue or adhesive is used to attach relatively water permeable members, such as paper labels or the like, to reusable containers such as bottles.
- the labeled container may be immersed in cold or iced liquid over fairly long periods, the label firmly remaining on the bottle, not being removable by ordinary handling.
- a further general characteristic of iceproof glue is that a label attached therewith may be readily removed from the container by washing with warm water, even without the use of a detergent.
- Iceproof glues are well known in the art and They contain an animal glue or similar gel forming protein in water soluble form, in a concentration which would set to a firm gel in the absence of modify- I ing substances. They also contain a highly water soluble substance which may be termed a gel inhibitor or liquifying agent.
- the inhibitor or agent is one which does not react with protein or alter its chemical structure to render it incapable of gelation. Its function is to inhibit the gelation or lower the temperature at which gelation occurs. When the agent is removed from the protein solution it leaves it in such condition that gel formation thereupon occurs.
- the action or operational mechanism of iceproof glue is as follows:
- the adhesive film between the label and container contains the soluble protein and liiquifying agent in combination,
- the label becomes permeated with water upon immersion in cold water.
- the highly water soluble liquifying agent rapidly dissolves, and difl'uses through the label.
- the concentration of liquifying agent in the adhesive film thereupon becomes reduced, and gelation of the protein is no longer inhibited.
- a gel is formed which can only extremely slowly disperse or dissolve in water. properties to adhere the label effectively onto the container.
- the gel so formed may however be liquiiied by heat.
- Iceproof glue generally contains other ingredients than those mentioned.
- Starch, dextrine, or other modified starch is generally included to increase the initial viscosity or tackiness of the glue, and otherwise improve its operation with labeling machinery, or the like. It also decreases stringiness in the glue.
- the starch may be added to the adhesive composition in its modified form. On the other hand, it may be added directly andmodified in the process of manufacturing the adhesive. Another ingredient is generally added to decrease the rate atwhich the dry glue film is permeated and swollen by known to those skilled in the art.
- gel inhibitors or liquifying agents previously used or proposed for iceproof glues are calcium chloride, calcium nitrate, magnesium chloride, sodium chloride, sodium nitrate, urea and lactic acid.
- the prior liquifying agents rendered the iceproof glue either so hygroscopic as to present greatly retarded drying rates under high humidity; or, decreased its iceproofness by permitting the liquified protein to dissolve too rapidly and difiuse through the label.
- the use of a water soluble thiocyanate is proposed as the liquifying agent for animal glue gels, and particularly for application in adhesive of the iceproof glue type.
- the ad- The-gel has sufiicient adhesive v hesive composition of the invention is neither too hygroscopic nor too stable in its liquification.
- the adhesive composition or iceproof glue of the invention contains a water soluble thio'cyanate as the liquifying agent, the other ingredients being similar to those of the prior art compositions.
- the composition of the invention may be readily adapted for, all commercial applications for such adhesives, re-
- the proportions of the ingredients may of course be considerably varied.
- the procedure of preparing the adhesive composition is similar to that heretofore practiced, and wellknown by those skilled in the art. Briefly, the animal glue is mixed with the water and allowed to stand for one hour without heating. The mixture is then raised to a temperature of about to C. to complete the dispersion of the glue and the 'liquifying agent, namely the thiocyanate, is added to the mixture at about this temperature.
- the starch which may have been previously moistened with a portion of the water component, is then added to the mixture at the elevated temperature. The mixture is then agitated and heated in a temperature of to C. and the remaining ingredients of-the composition areadded. The resultant adhesive is then strained, if necessary, and cooled.
- the starch is added in a dry state providing the liquified glue mixture is cooled from its 55 to 60 C. temperature to about 45 C. to inhibit lumping.
- Suitable commercial water soluble thiocyanates are those of ammonium, sodium and potassium, although others may be used. Practical proportions of the thiocyanate is in the range of 25 to 60 per cent of the dry weight of the glue. Other starches than the tapioca and sago starches illustrated, may be used; as may dextrines or modified followins typical .corn- Example I Pounds Animal glue (360 gm.) 120 Ammonium thiocyanate 50 Tapioca star h 120 Water 259 Phenol 1 Total -L 550 Example]! 1 Pounds Animal glue (360 gm.)- 105 Sodium thiocyanate 52 Sago star h 105 Water 267 Lanolin 20 Phenol 1 Total 550 starches.
- the characterisation of the animal -mal glue, gel forming proteins, and gelatin may be used by suitably varying the formula of the composition to produce the desired results.
- the purified gelatin may be substituted.
- the protein used must have gel forming characteristics in aqueous solution which is inhibited or depressed by the liquifying agent.
- An iceproof glue of the character described comprising the combination of a gel forming protein and starch in substantially equal proportions
- An iceproof glue of the character described comprising the combination of a protein which disperses in hot water and gels upon cooling, starch substantially equal in amount to said protein, and a water soluble thiocyanate in the proportion substantially in the range of about 25 to cent of the dry weight of said protein for inhibiting the gel formation of the protein and gelatinizing and stabilizing dispersion of the starch in the glue.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Adhesives Or Adhesive Processes (AREA)
Description
are in rather extensive use..
Patented Jan. 12, 1943 ADHESIVE COMPOSITION Wesley N. Lindsay, Brooklyn, N. Y., and Harold Charles Li'etz, San Francisco, Caliik, assignors to The Arabol Manufacturing Company, New York, N. Y., a corporation of New York No Drawing. Application August 23, 1940, Serial No. 353,892
3 Claims. (Cl. 106-157) This invention relates to adhesive compositions, and more particularly to improved adhesives of the class containing gel forming protein, commercially termed "iceproof glue.
The adhesive of the present invention is useful for attaching paper labels and the like to containers, characteristic in that immersion in cold water does not disturb the adhesion of the label. Generally speaking, the iceproof glue or adhesive is used to attach relatively water permeable members, such as paper labels or the like, to reusable containers such as bottles. The labeled container may be immersed in cold or iced liquid over fairly long periods, the label firmly remaining on the bottle, not being removable by ordinary handling. A further general characteristic of iceproof glue is that a label attached therewith may be readily removed from the container by washing with warm water, even without the use of a detergent.
Iceproof glues are well known in the art and They contain an animal glue or similar gel forming protein in water soluble form, in a concentration which would set to a firm gel in the absence of modify- I ing substances. They also contain a highly water soluble substance which may be termed a gel inhibitor or liquifying agent. The inhibitor or agent is one which does not react with protein or alter its chemical structure to render it incapable of gelation. Its function is to inhibit the gelation or lower the temperature at which gelation occurs. When the agent is removed from the protein solution it leaves it in such condition that gel formation thereupon occurs.
The action or operational mechanism of iceproof glue is as follows: The adhesive film between the label and container contains the soluble protein and liiquifying agent in combination,
as previously stated. The label becomes permeated with water upon immersion in cold water. The highly water soluble liquifying agent rapidly dissolves, and difl'uses through the label. The concentration of liquifying agent in the adhesive film thereupon becomes reduced, and gelation of the protein is no longer inhibited. A gel is formed which can only extremely slowly disperse or dissolve in water. properties to adhere the label effectively onto the container. The gel so formed may however be liquiiied by heat. Thus, washing the label at an elevated temperature readily efiects a complete and clean removal of the label from the container. 1
Iceproof glue generally contains other ingredients than those mentioned. Starch, dextrine, or other modified starch is generally included to increase the initial viscosity or tackiness of the glue, and otherwise improve its operation with labeling machinery, or the like. It also decreases stringiness in the glue. The starch may be added to the adhesive composition in its modified form. On the other hand, it may be added directly andmodified in the process of manufacturing the adhesive. Another ingredient is generally added to decrease the rate atwhich the dry glue film is permeated and swollen by known to those skilled in the art.
Among gel inhibitors or liquifying agents previously used or proposed for iceproof glues are calcium chloride, calcium nitrate, magnesium chloride, sodium chloride, sodium nitrate, urea and lactic acid. However, the prior liquifying agents rendered the iceproof glue either so hygroscopic as to present greatly retarded drying rates under high humidity; or, decreased its iceproofness by permitting the liquified protein to dissolve too rapidly and difiuse through the label.
In accordance with the present invention, the use of a water soluble thiocyanate is proposed as the liquifying agent for animal glue gels, and particularly for application in adhesive of the iceproof glue type. We have found that the use of water soluble thiocyanate overcomes the disadvantages of the prior liquifying agents. The ad- The-gel has sufiicient adhesive v hesive composition of the invention is neither too hygroscopic nor too stable in its liquification. The adhesive composition or iceproof glue of the invention contains a water soluble thio'cyanate as the liquifying agent, the other ingredients being similar to those of the prior art compositions. We have found that the composition of the invention may be readily adapted for, all commercial applications for such adhesives, re-
2 I maining stable under widely'varying conditio- By way of example. the positions are given:
The proportions of the ingredients may of course be considerably varied. The procedure of preparing the adhesive composition is similar to that heretofore practiced, and wellknown by those skilled in the art. Briefly, the animal glue is mixed with the water and allowed to stand for one hour without heating. The mixture is then raised to a temperature of about to C. to complete the dispersion of the glue and the 'liquifying agent, namely the thiocyanate, is added to the mixture at about this temperature. The starch which may have been previously moistened with a portion of the water component, is then added to the mixture at the elevated temperature. The mixture is then agitated and heated in a temperature of to C. and the remaining ingredients of-the composition areadded. The resultant adhesive is then strained, if necessary, and cooled. In an alternate procedure, the starch is added in a dry state providing the liquified glue mixture is cooled from its 55 to 60 C. temperature to about 45 C. to inhibit lumping.
Suitable commercial water soluble thiocyanates are those of ammonium, sodium and potassium, although others may be used. Practical proportions of the thiocyanate is in the range of 25 to 60 per cent of the dry weight of the glue. Other starches than the tapioca and sago starches illustrated, may be used; as may dextrines or modified followins typical .corn- Example I Pounds Animal glue (360 gm.) 120 Ammonium thiocyanate 50 Tapioca star h 120 Water 259 Phenol 1 Total -L 550 Example]! 1 Pounds Animal glue (360 gm.)- 105 Sodium thiocyanate 52 Sago star h 105 Water 267 Lanolin 20 Phenol 1 Total 550 starches. The characterisation of the animal -mal glue, gel forming proteins, and gelatin may be used by suitably varying the formula of the composition to produce the desired results. The purified gelatin may be substituted. The protein used must have gel forming characteristics in aqueous solution which is inhibited or depressed by the liquifying agent.
Although specific compounds and compositions for practicing the invention have been described and illustrated, it is to be understood that modi-. flcations which fall within the broader spirit and scope of the invention may be practiced, and accordingly we do not intend to be limited except as set forth in the following claims.
What we claim is: I
1. An iceproof glue of the character described comprising the combination of a gel forming protein and starch in substantially equal proportions,
' and a water soluble thiocyanate in the proportion of about 60 per cent of the dry weight of said protein to inhibit gel formation of the protein in the composition, said thiocyanate dissolving out of the composition when it is immersed in water to effect gel formation of said protein therein.
2. An iceproof glue of the character described comprising the combination of a protein which disperses in hot water and gels upon cooling, starch substantially equal in amount to said protein, and a water soluble thiocyanate in the proportion substantially in the range of about 25 to cent of the dry weight of said protein for inhibiting the gel formation of the protein and gelatinizing and stabilizing dispersion of the starch in the glue. 4
WESLEY N; LINDSAY. HAROLD CHARLES LIETZ.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US353892A US2308185A (en) | 1940-08-23 | 1940-08-23 | Adhesive composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US353892A US2308185A (en) | 1940-08-23 | 1940-08-23 | Adhesive composition |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2308185A true US2308185A (en) | 1943-01-12 |
Family
ID=23391027
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US353892A Expired - Lifetime US2308185A (en) | 1940-08-23 | 1940-08-23 | Adhesive composition |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US2308185A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2417515A (en) * | 1940-11-06 | 1947-03-18 | Henry T Neumann | Noncongealing starch product and the like and inhibitor therefor, and the method forpreparing the inhibitor |
| US3172771A (en) * | 1965-03-09 | Method of making a blood adhesive | ||
| US3527646A (en) * | 1966-09-12 | 1970-09-08 | American Maize Prod Co | Method of coating foods with pregelatinized starch |
| US5294249A (en) * | 1987-03-27 | 1994-03-15 | Luisi Pier L | Blendpolymers |
-
1940
- 1940-08-23 US US353892A patent/US2308185A/en not_active Expired - Lifetime
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3172771A (en) * | 1965-03-09 | Method of making a blood adhesive | ||
| US2417515A (en) * | 1940-11-06 | 1947-03-18 | Henry T Neumann | Noncongealing starch product and the like and inhibitor therefor, and the method forpreparing the inhibitor |
| US3527646A (en) * | 1966-09-12 | 1970-09-08 | American Maize Prod Co | Method of coating foods with pregelatinized starch |
| US5294249A (en) * | 1987-03-27 | 1994-03-15 | Luisi Pier L | Blendpolymers |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US4464202A (en) | Aqueous adhesive composition useful for labeling bottles | |
| US3865603A (en) | Modified starch-extended gelatin compositions | |
| US5455066A (en) | Water-containing adhesive based on casein | |
| US4336166A (en) | Cold water resistant adhesive | |
| US3046272A (en) | Polysaccharide-sultone reaction products | |
| US2308185A (en) | Adhesive composition | |
| US4440884A (en) | Caustic sensitive, water resistant labeling adhesive | |
| US1950483A (en) | Preparation of glue and the product thereof | |
| US2579481A (en) | Adhesive composition | |
| US2193630A (en) | Hardener for formaldehyde-urea adhesives | |
| JPS6214751A (en) | Gelling agent composition | |
| US3071485A (en) | Heat-sealable, water-activatable starch films | |
| US3988495A (en) | Remoistening adhesive composition and adhesive sheet | |
| US2570561A (en) | Adhesive composition | |
| US1953741A (en) | Reaction products of glycols and boric acid and method of producing the same | |
| US2351109A (en) | Bottle labeling adhesive | |
| US2467715A (en) | Manufacture of animal glue jellies | |
| US2579483A (en) | Adhesive composition | |
| US2348244A (en) | Delayed-acting hardener for formaldehyde-urea adhesives | |
| US2719146A (en) | Protein derivatives and process of preparing them | |
| US2997404A (en) | Remoistening adhesive compositions | |
| US2999030A (en) | Water resistant adhesive and process for preparing same | |
| US2610216A (en) | Methods of stabilizing latex and stabilized latex compositions | |
| US2326118A (en) | Pregummed hanging material | |
| US2978343A (en) | Remoistenable adhesive compositions |