US3077707A - Polishing synthetic resin lenses - Google Patents

Polishing synthetic resin lenses Download PDF

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US3077707A
US3077707A US37277A US3727760A US3077707A US 3077707 A US3077707 A US 3077707A US 37277 A US37277 A US 37277A US 3727760 A US3727760 A US 3727760A US 3077707 A US3077707 A US 3077707A
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polishing
synthetic resin
oxide
phthalate
maleate
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US37277A
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George M J Sarofeen
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Honeywell Safety Products USA Inc
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Titmus Optical Inc
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    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K3/00Materials not provided for elsewhere
    • C09K3/14Anti-slip materials; Abrasives
    • C09K3/1454Abrasive powders, suspensions and pastes for polishing
    • C09K3/1463Aqueous liquid suspensions

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  • Another object is to develop an improved composition suitable for polishing synthetic resin lenses.
  • a further object is to eliminate the problem of the hydration of stannic oxide when-it is employed to polish lenses.
  • Yet another object is to eliminate the scratching which occurs when tin oxide'is employed to aidin the polishing of synthetic resin lenses.
  • FIGURE 1 is a front elevation of'the'finishing or grinding machine.
  • FIGURE 2 is a section taken along the line 2--2 in FIGURE 1.
  • FIGURE 3 is a cross sectional view of the grinding machine modified for the polishing operation.
  • a plastic lens blank 2 of generally spherical curvature.
  • the front, inner face has a concave surface 4 and the rear, outer face a convex surface 6.
  • the lens blank 2 is positioned upon cast iron grinding block 8 which has the mating configuration for that desired for the concave surface 4.
  • the lens blank 2 is prepared for grinding by cementing to the rear face 4 a block 10 by means of pitch or other adhesive 12.
  • Block 10 has a conical center socket 14 aligned with the axis of the lens blank.
  • Grindfng compound such as emery, garnet or stannic oxide is supplied through tube 18.
  • the apparatus just described is that conventionally employed in the finishing operation.
  • the same type of apparatus is employed with the following modification.
  • a polishing pad 22 e.g., of felt or preferably of cotton velveteen.
  • This pad must not be too soft or too hard. It should also have a proper backing so that it wont stretch or wrinkle.
  • the backing portion of the pad can be of saran, cellulose ester or other plastic and is united to the block 8 by any appropriate adhesive.
  • the abrasive employed is not emery or the like but is powdered stannic oxide with or without an ameliorating material such as powdered titanium dioxide, zirconia, chrornic oxide, ferric oxide or magnesia.
  • the ameliorating material prevents the stannic oxide from scratching while the stannic oxide in turn performs the cutting operation.
  • a mixture of equal parts of stannic oxide and titanium dioxide having a particle size of under 44 microns is used.
  • the amount of ameliorating material can be from 0 to 70% of the total of stannic' oxide and ameliorating material.
  • dioctyl phthalate are employed per 2000 ml. of viscous mix.
  • methyl salicylate preferably in an amount of l0.1nl.;per 2000 ml. of viscous mix, aids in keeping the pad open and at the same time eliminates the problems of hydration of the stannic oxide.
  • the plastic lensf is preferably made of a terpolymer of 1) an ester of a glycol with an acid ester of a monohydric alcohol containing at least one aliphatically unsaturated carbon to carbon double bond and carbonic acid in which both hydroxy groups of the glycol are esterified with the acid ester in an amount of 7898%, (2) a diester of a monohydric alcohol containing at least one aliphatically unsaturated carbon to carbon double bond with a phthalic acid in an amount of l2 0%, and (3) a dialkyl ester of .an alkenedioic acid in an amount of 0.25-l0%.
  • the most preferred plastic is the terpolyrner of parts diethylene glycol di (allyl carbonate), 4 parts of diallyl ortho phthalate and 2 parts of dibutyl maleate.
  • typical glycol esters are ethylene glycol di (allyl carbonate), diethylene glycol di (allyl carbonate), propylene glycol di (allyl carbonate), tetraethylene glycol di (allyl carbonate), dipropylene glycol di (allyl carbonate), diethylene glycol di (methallyl carbonate), diethylene glycol allyl carbonate methallyl carbonate, ethylene glycol di (vinyl carbonate), triethylene glycol di (methallyl carbonate), diethylene glycol di (2- chlorallyl carbonate), diethylene glycol di (propargyl carbonate), diethylene glycol di (butadienyl carbonate), diethylene glycol di (cinnamyl carbonate) and diethylene glycol di (phenylpropargyl carbonate).
  • phthalate esters for use in making the terpolymer there can be employed divinyl o-phthalate, diallyl o-phthalate, dimethallyl o-phthalate, allyl methallyl o-phthalate, dicrotyl o-phthalate, dioleyl o-plithalate, dipropargyl o-phthalate, dibutadienyl o-phthalate, di 2- chlorallyl o-phthalate, dicinnamyl o-phthalate, diallyl isophthalate, dicrotyl isophthalate, diallyl terephthalate, dimethallyl terephthalate, didecenyl terephthalate and dimethallyl isophthalate.
  • dialkyl ester for making the terpolymer there can be used dimethyl maleate, diethyl maleate, dipropyl maleate, dibutyl maleate, propyl butyl maleate, di Z-ethylhexyl maleate, diamyl maleate, dihexyl maleate, dioctyl maleate, dioctadecyl maleate, dimethyl fumarate, diethyl furnarate, dibuty fumarate, dioctyl fumarate, di secondary butyl maleate, diisooctyl maleate, dibutyl itaconate and dibutyl citraconate.
  • the procedure of the present invention is also suitable for polishing lenses made from other plastic materials such as polymerized methyl methacrylate, polymerized diethylene glycol di (allyl carbonate), polymerized methyl a-chloracrylate, polymerized diallyl phthalate, polymerized ethylene glycol dimethacrylate, polymerized diallyl and phenylphosphonate.
  • plastic materials such as polymerized methyl methacrylate, polymerized diethylene glycol di (allyl carbonate), polymerized methyl a-chloracrylate, polymerized diallyl phthalate, polymerized ethylene glycol dimethacrylate, polymerized diallyl and phenylphosphonate.
  • a composition suitable for polishing synthetic resin lenses comprising grinding compound and an inert viscous liquid having a viscosity substantially greater than water comprising a polyhydric alcohol.
  • composition according to claim 1 wherein the viscous liquid is a polyhydric alcohol and wherein the grinding compound is stannic acid.
  • a composition according to claim 2 including an inorganic metal oxide selected from the group consisting of titanium dioxide, zirconium dioxide, ehromic oxide, ferric oxide and magnesium oxide as an ameliorating agent for the stannic oxide.
  • composition according to claim 3 wherein the inorganic oxide is titanium dioxide.
  • a composition according to claim 4 also including dioctyl phthalate and methyl salicylate.
  • composition according to claim 1 also including methyl salicylate.
  • a composition according to claim 1 also including dioctyl phthalate.
  • composition according to claim 1 wherein the inert viscous liquid is an aqueous solution of polyvinyl alcohol.
  • composition of claim 1, wherein the grinding compound is selected from the group consisting of emery, garnet and stannic oxide.
  • a method of polishing an optical surface made of a synthetic resin comprising supporting a homogeneous mass including a cutting agent and an inert viscous liquid material on a solid yieldable surfacing medium and contacting said optical surface with said solid yieldable surfacing medium supporting said homogeneous mass, said material having a viscosity substantially greater than water and comprising a polyhydric alcohol.
  • a method according to claim wherein the cutting agent is stannic oxide and there is present in the homogeneous mass an inorganic metal oxide selected from the group consisting of titanium dioxide, zirconium dioxide, chromic oxide, ferric oxide and magnesium oxide as an ameliorating agent for the stannic oxide.
  • a method according to claim 10 wherein the homogeneous mass includes dioctyl phthalate to prevent scratching and methyl salicylate to keep the yieldable surfacing medium open.
  • a method according to claim 10 including dioctyl phthalate in the homogeneous mass.
  • a method according to claim 10 including methyl salicylate in the homogeneous mass.
  • the synthetic resin is a terpolymer of diethylene glycol di (allyl carbonate), diallyl o-phthalate and dibutyl maleate.
  • a method according to claim 10 wherein the viscous material is a methyl cellulose solution.
  • inert viscous liquid is selected from the group consisting of liquid polyglycols, glycerine, sorbitol, aqueous solution of polyvinyl alcohol and aqueous solution of methyl cellulose.
  • viscous liquid material is an aqueous solution of polyvinyl alcohol.
  • the grinding compound is selected from the group consisting of emery, garnet and stannic oxide.
  • a method of polishing an optical surface made of a synthetic resin comprising applying a homogeneous mass including stannic oxide powder as the cutting agent, up to based on the total weight of stannic oxide, an ameliorating agent of a powdered ameliorating agent se lected from the group consisting of titanium dioxide, zirconium dioxide, chromic oxide, ferric oxide and magnesium oxide, and a viscous liquid polyhydric alcohol to hold the stannic oxide in contact with the optical surface to a pile fabric, contacting said pile fabric with said optical surface and constantly moving said pile fabric to provide a yieldable surfacing medium while said contact with the optical surface is maintained.
  • a method according to claim 20 also including dioctyl phthalate and methyl salicylate in the homogeneous mass.
  • a method according to claim 20 wherein the polyhydric alcohol is diethylene glycol.
  • a method according to claim 20 wherein the pile fabric is cotton velveteen pile fabric.
  • a method of polishing an optical surface made of a synthetic resin comprising supporting a homogeneous mass including stannic oxide as the cutting agent and a liquid polyhydric alcohol on a solid yieldable surfacing medium and contacting said optical surface with said solid yieldable surfacing medium supporting said homogeneous mass.

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Organic Chemistry (AREA)
  • Grinding And Polishing Of Tertiary Curved Surfaces And Surfaces With Complex Shapes (AREA)

Description

Feb. 19, 1963 G. M. J. SAROFEEN 7 3, 7, 07
POLISHING SYNTHETIC RESIN LENSES Filed June 20, 1960 myENToR $50265 M dlfi/Poa m/ BY Maw/47 4M- ATTORNEYS United States Patent "Office 3,077,707 Patented Feb. 19, 1963 The present invention relates to the polishing of synthetic resin lenses.
It is an object'of the present invention to develop an improved procedure for polishing synthetic resin lenses.
Another object is to develop an improved composition suitable for polishing synthetic resin lenses.
A further objectis to eliminate the problem of the hydration of stannic oxide when-it is employed to polish lenses.
Yet another object is to eliminate the scratching which occurs when tin oxide'is employed to aidin the polishing of synthetic resin lenses.
Still further objects and the entire scope of applicability of the present invention will become apparent from the detailed description given hereinafter; it should be understood, however, that the detailed description and specific examples, while indicating preferred embodiments of the invention, are given by way of illustration only, since various changes and modifications'within the spirit and scope of the invention will become apparent to those skilled in the art from this detailed description.
In the accompanying drawings:
FIGURE 1 is a front elevation of'the'finishing or grinding machine.
FIGURE 2 is a section taken along the line 2--2 in FIGURE 1.
FIGURE 3 is a cross sectional view of the grinding machine modified for the polishing operation.
Referring more specifically to the drawings, there is provided a plastic lens blank 2 of generally spherical curvature. The front, inner face has a concave surface 4 and the rear, outer face a convex surface 6. The lens blank 2 is positioned upon cast iron grinding block 8 which has the mating configuration for that desired for the concave surface 4.
The lens blank 2 is prepared for grinding by cementing to the rear face 4 a block 10 by means of pitch or other adhesive 12. Block 10 has a conical center socket 14 aligned with the axis of the lens blank. There is also provided a centering spindle 16 having a pointed tip adapted to fit in socket 14. To grind the face of blank 2, the grinding block 8 is rotated about its own operating axis with blank 2 held against the upper surface of the block 8. Grindfng compound such as emery, garnet or stannic oxide is supplied through tube 18.
The apparatus just described is that conventionally employed in the finishing operation. In order to perform the polishing operation, the same type of apparatus is employed with the following modification. To the top surface 20 of the grinding block 8 there is adhered a polishing pad 22, e.g., of felt or preferably of cotton velveteen. This pad must not be too soft or too hard. It should also have a proper backing so that it wont stretch or wrinkle. The backing portion of the pad can be of saran, cellulose ester or other plastic and is united to the block 8 by any appropriate adhesive.
In the polishing operation the abrasive employed is not emery or the like but is powdered stannic oxide with or without an ameliorating material such as powdered titanium dioxide, zirconia, chrornic oxide, ferric oxide or magnesia. The ameliorating material prevents the stannic oxide from scratching while the stannic oxide in turn performs the cutting operation. In preferred operation, a mixture of equal parts of stannic oxide and titanium dioxide having a particle size of under 44 microns is used. The amount of ameliorating material can be from 0 to 70% of the total of stannic' oxide and ameliorating material.
It is critical in polishing plastic lenses that the cutting be done while the cutting materials aresupportedyieldingly. It has also been found critical according to the invention that there be supplied a viscous material to hold the abrasive-in contact with the lens surface while at the same time not making it immovable. Accordingly, in addition to supplying the abrasive through tube 18, there is also supplied to the velveteen pad 22a viscous mate- 7 rial such as glycerine through tube 24. While the abrasive and viscous-material can be addedthrough a single tube, better control of conditions on the pad 22 can be obtained by employing separate supply tubes.
-In the above operation the glycerine functions as a viscous material ,butnot as a complete lubricant since it yieldable surfacing medium. :The pile is in constant motion throughout the polishing operation.
It has also beenfound that the addition of a small amount of dioctyl phthalate to the viscous material controls the particles which break off the surface or edge of 'the lens from scratching. Preferably, about 10 ml. of
dioctyl phthalate are employed per 2000 ml. of viscous mix. The addition of methyl salicylate, preferably in an amount of l0.1nl.;per 2000 ml. of viscous mix, aids in keeping the pad open and at the same time eliminates the problems of hydration of the stannic oxide.
The plastic lensfis preferably made of a terpolymer of 1) an ester of a glycol with an acid ester of a monohydric alcohol containing at least one aliphatically unsaturated carbon to carbon double bond and carbonic acid in which both hydroxy groups of the glycol are esterified with the acid ester in an amount of 7898%, (2) a diester of a monohydric alcohol containing at least one aliphatically unsaturated carbon to carbon double bond with a phthalic acid in an amount of l2 0%, and (3) a dialkyl ester of .an alkenedioic acid in an amount of 0.25-l0%.- The most preferred plastic is the terpolyrner of parts diethylene glycol di (allyl carbonate), 4 parts of diallyl ortho phthalate and 2 parts of dibutyl maleate.
To make the terpolymer, typical glycol esters are ethylene glycol di (allyl carbonate), diethylene glycol di (allyl carbonate), propylene glycol di (allyl carbonate), tetraethylene glycol di (allyl carbonate), dipropylene glycol di (allyl carbonate), diethylene glycol di (methallyl carbonate), diethylene glycol allyl carbonate methallyl carbonate, ethylene glycol di (vinyl carbonate), triethylene glycol di (methallyl carbonate), diethylene glycol di (2- chlorallyl carbonate), diethylene glycol di (propargyl carbonate), diethylene glycol di (butadienyl carbonate), diethylene glycol di (cinnamyl carbonate) and diethylene glycol di (phenylpropargyl carbonate).
As the phthalate esters for use in making the terpolymer there can be employed divinyl o-phthalate, diallyl o-phthalate, dimethallyl o-phthalate, allyl methallyl o-phthalate, dicrotyl o-phthalate, dioleyl o-plithalate, dipropargyl o-phthalate, dibutadienyl o-phthalate, di 2- chlorallyl o-phthalate, dicinnamyl o-phthalate, diallyl isophthalate, dicrotyl isophthalate, diallyl terephthalate, dimethallyl terephthalate, didecenyl terephthalate and dimethallyl isophthalate.
As the dialkyl ester for making the terpolymer there can be used dimethyl maleate, diethyl maleate, dipropyl maleate, dibutyl maleate, propyl butyl maleate, di Z-ethylhexyl maleate, diamyl maleate, dihexyl maleate, dioctyl maleate, dioctadecyl maleate, dimethyl fumarate, diethyl furnarate, dibuty fumarate, dioctyl fumarate, di secondary butyl maleate, diisooctyl maleate, dibutyl itaconate and dibutyl citraconate.
The above terpolymers which are the preferred plastic lens material used in the present invention can be prepared according to the process described in my copending application Serial No. 22,025, filed April 13, 1960, and entitled Polymers, now Patent 2,964,501. The entire disclosure of my copending application is hereby incorporated by reference.
The procedure of the present invention is also suitable for polishing lenses made from other plastic materials such as polymerized methyl methacrylate, polymerized diethylene glycol di (allyl carbonate), polymerized methyl a-chloracrylate, polymerized diallyl phthalate, polymerized ethylene glycol dimethacrylate, polymerized diallyl and phenylphosphonate.
I claim:
1. A composition suitable for polishing synthetic resin lenses comprising grinding compound and an inert viscous liquid having a viscosity substantially greater than water comprising a polyhydric alcohol.
2. A composition according to claim 1 wherein the viscous liquid is a polyhydric alcohol and wherein the grinding compound is stannic acid.
3. A composition according to claim 2 including an inorganic metal oxide selected from the group consisting of titanium dioxide, zirconium dioxide, ehromic oxide, ferric oxide and magnesium oxide as an ameliorating agent for the stannic oxide.
4. A composition according to claim 3 wherein the inorganic oxide is titanium dioxide.
5. A composition according to claim 4 also including dioctyl phthalate and methyl salicylate.
6. A composition according to claim 1 also including methyl salicylate.
7. A composition according to claim 1 also including dioctyl phthalate.
8. A composition according to claim 1 wherein the inert viscous liquid is an aqueous solution of polyvinyl alcohol.
9. The composition of claim 1, wherein the grinding compound is selected from the group consisting of emery, garnet and stannic oxide.
10. A method of polishing an optical surface made of a synthetic resin comprising supporting a homogeneous mass including a cutting agent and an inert viscous liquid material on a solid yieldable surfacing medium and contacting said optical surface with said solid yieldable surfacing medium supporting said homogeneous mass, said material having a viscosity substantially greater than water and comprising a polyhydric alcohol.
11. A method according to claim wherein the cutting agent is stannic oxide and there is present in the homogeneous mass an inorganic metal oxide selected from the group consisting of titanium dioxide, zirconium dioxide, chromic oxide, ferric oxide and magnesium oxide as an ameliorating agent for the stannic oxide.
12. A method according to claim 10 wherein the homogeneous mass includes dioctyl phthalate to prevent scratching and methyl salicylate to keep the yieldable surfacing medium open.
13. A method according to claim 10 including dioctyl phthalate in the homogeneous mass.
14. A method according to claim 10 including methyl salicylate in the homogeneous mass.
15. A method according to claim 10 wherein the synthetic resin is a terpolymer of diethylene glycol di (allyl carbonate), diallyl o-phthalate and dibutyl maleate.
16. A method according to claim 10 wherein the viscous material is a methyl cellulose solution.
17. A method according to claim 10 wherein the inert viscous liquid is selected from the group consisting of liquid polyglycols, glycerine, sorbitol, aqueous solution of polyvinyl alcohol and aqueous solution of methyl cellulose.
18. A method according to claim 10 wherein the viscous liquid material is an aqueous solution of polyvinyl alcohol.
19. The method of claim 10, wherein the grinding compound is selected from the group consisting of emery, garnet and stannic oxide.
20. A method of polishing an optical surface made of a synthetic resin comprising applying a homogeneous mass including stannic oxide powder as the cutting agent, up to based on the total weight of stannic oxide, an ameliorating agent of a powdered ameliorating agent se lected from the group consisting of titanium dioxide, zirconium dioxide, chromic oxide, ferric oxide and magnesium oxide, and a viscous liquid polyhydric alcohol to hold the stannic oxide in contact with the optical surface to a pile fabric, contacting said pile fabric with said optical surface and constantly moving said pile fabric to provide a yieldable surfacing medium while said contact with the optical surface is maintained.
21. A method according to claim 20 also including dioctyl phthalate and methyl salicylate in the homogeneous mass.
22. A method according to claim 20 wherein the polyhydric alcohol is glycerine.
23. A method according to claim 20 wherein the polyhydric alcohol is diethylene glycol.
24. A method according to claim 20 wherein the pile fabric is cotton velveteen pile fabric.
25. A method of polishing an optical surface made of a synthetic resin comprising supporting a homogeneous mass including stannic oxide as the cutting agent and a liquid polyhydric alcohol on a solid yieldable surfacing medium and contacting said optical surface with said solid yieldable surfacing medium supporting said homogeneous mass.
References Cited in the file of this patent UNITED STATES PATENTS 2,437,436 Mullen Mar. 9, 1948 2,450,433 Leeman Oct. 5, 1948 2,865,725 Schroeder Dec. 23, 1958 2,934,416 Harris Apr. 26, 1960 2,955,030 Baldwin Oct. 4, 1960 2,955,031 Bliton Oct. 4, 1960

Claims (1)

10. A METHOD OF POLISHING AN OPTICAL SURFACE MADE OF A SYNETHIC RESIN COMPRISING SUPPORTING A HOMOGENEOUS MASS INCLUDING A CUTTING AGENT AND AN INERT VISCOUS LIQUID MATERIAL ON A SOLID YIELDABLE SURFACING MEDIUM AND CONTACTING SAID OPTICAL SURFACE WITH SAID SOLID YIELDABLE SURFACING MEDIUM SUPPORTING SAID HOLOGENEOUS MASS, SAID MATERIAL HAVING A VISCOSITY SUBSTANTIALLY GREATER THAN WATER AND COMPRISING A POLYHYDRIC ALCOHOL.
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Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3141273A (en) * 1962-12-07 1964-07-21 Titmus Optical Company Inc Polishing synthetic resin lenses
US3262233A (en) * 1963-01-02 1966-07-26 Bausch & Lomb Method of polishing plastic lenses
US3360889A (en) * 1962-12-31 1968-01-02 Indiana Contact Lens Inc Method for altering the power of a corneal contact lens
US3874124A (en) * 1973-02-20 1975-04-01 Harry C Morgan Method and apparatus for machining and/or polishing molded elastomer materials

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2437436A (en) * 1947-12-15 1948-03-09 John E Mullen Method for making plastic contact lenses
US2450433A (en) * 1944-12-02 1948-10-05 Argus Inc Lens polishing
US2865725A (en) * 1956-06-18 1958-12-23 Econ O Cloth Polishing article
US2934416A (en) * 1958-10-17 1960-04-26 Titanium Zirconium Company Inc Glass polish and process of polishing glass
US2955031A (en) * 1959-02-25 1960-10-04 Nat Lead Co Glass polishing compositions
US2955030A (en) * 1959-02-25 1960-10-04 Nat Lead Co Polishing compositions

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2450433A (en) * 1944-12-02 1948-10-05 Argus Inc Lens polishing
US2437436A (en) * 1947-12-15 1948-03-09 John E Mullen Method for making plastic contact lenses
US2865725A (en) * 1956-06-18 1958-12-23 Econ O Cloth Polishing article
US2934416A (en) * 1958-10-17 1960-04-26 Titanium Zirconium Company Inc Glass polish and process of polishing glass
US2955031A (en) * 1959-02-25 1960-10-04 Nat Lead Co Glass polishing compositions
US2955030A (en) * 1959-02-25 1960-10-04 Nat Lead Co Polishing compositions

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3141273A (en) * 1962-12-07 1964-07-21 Titmus Optical Company Inc Polishing synthetic resin lenses
US3360889A (en) * 1962-12-31 1968-01-02 Indiana Contact Lens Inc Method for altering the power of a corneal contact lens
US3262233A (en) * 1963-01-02 1966-07-26 Bausch & Lomb Method of polishing plastic lenses
US3874124A (en) * 1973-02-20 1975-04-01 Harry C Morgan Method and apparatus for machining and/or polishing molded elastomer materials

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